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10 Best Small Sailboats (Under 20 Feet)

Best Small Sailboats Under 20 Feet | Life of Sailing

Compact, easy to trailer, simple to rig, easy to maintain and manage, and affordable, the best small boats all have one thing in common: they offer loads of fun while out there on the water.

So whether you're on a budget or just looking for something that can offer ultimate daytime rides without compromising on safety, aesthetic sensibilities, alternate propulsion, and speed, the best small sailboats under 20 feet should be the only way to go.

Let's be brutally honest here; not everyone needs a 30-foot sailboat to go sailing. They come with lots of features such as electronics, entertainment, refrigeration, bunks, a galley, and even a head. But do you really need all these features to go sailing? We don't think so.

All you need to go sailing is a hull, a mast, rudder, and, of course, a sail. And whether you refer to them as daysailers, trailerable sailboats , a weekender sailboat, or pocket cruisers, there's no better way to enjoy the thrills of coastal sailing than on small sailboats.

There are a wide range of small boats measuring less than 20 feet available in the market. These are hot products in the market given that they offer immense thrills out on the sea without the commitment required to cruise on a 30-footer. A small sailboat will not only give you the feel of every breeze but will also give you the chance to instantly sense every change in trim.

In this article, we'll highlight 10 best small sailboats under 20 feet . Most models in this list are time-tested, easy to rig, simple to sail, extremely fun, and perfect either for solo sailing or for sailing with friends and family. So if you've been looking for a list of some of the best small sailboats , you've come to the right place.

So without further ado, let's roll on.

Table of contents

{{boat-info="/boats/hunter-15"}}

The Marlow-Hunter 15 is not only easy to own since it's one of the most affordable small sailboats but also lots of fun to sail. This is a safe and versatile sailboat for everyone. Whether you're sailing with your family or as a greenhorn, you'll love the Hunter 15 thanks to its raised boom, high freeboard, and sturdy FRP construction.

With high sides, a comfortable wide beam, a contoured self-bailing cockpit, and fiberglass construction, the Hunter 15 is certainly designed with the novice sailor in mind. This is why you can do a lot with this boat without falling out, breaking it, or capsizing. Its contoured self-baiting cockpit will enable you to find a fast exit while its wide beam will keep it steady and stable no matter what jibes or weight shifts happen along the way.

This is a small sailboat that can hold up to four people. It's designed to give you a confident feeling and peace of mind even when sailing with kids. It's easy to trailer, easy to rig, and easy to launch. With a price tag of about $10k, the Hunter 15 is a fun, affordable, and versatile boat that is perfect for both seasoned sailors and novices. It's a low-maintenance sailboat that can be great for teaching kids a thing or two about sailing.

Catalina 16.5

{{boat-info="/boats/catalina-16-5"}}

Catalina Yachts are synonymous with bigger boats but they have some great and smaller boats too such as Catalina 16.5. This is one of the best small sailboats that are ideal for family outings given that it has a big and roomy cockpit, as well as a large storage locker. Designed with a hand-laminated fiberglass sloop, the Catalina 16.5 is versatile and is available in two designs: the centerboard model and the keel model.

The centerboard model is designed with a powerful sailplane that remains balanced as a result of the fiberglass centerboard, the stable hull form, and the rudder. It also comes with a tiller extension, adjustable hiking straps, and adjustable overhaul. It's important to note that these are standard equipment in the two models.

As far as the keel model is concerned, this is designed with a high aspect keel as the cast lead and is attached with stainless steel keel bolts, which makes this model perfect for mooring or docking whenever it's not in use. In essence, the centerboard model is perfect if you'll store it in a trailer while the keel model can remain at the dock.

All in all, the Catalina 16.5 is one of the best small sailboats that you can get your hands on for as low as $10,000. This is certainly a great example of exactly what a daysailer should be.

{{boat-info="/boats/hobie-16"}}

There's no list of small, trailerable, and fun sailboats that can be complete without the inclusion of the classic Hobie 16. This is a durable design that has been around and diligently graced various waters across the globe since its debut way back in 1969 in Southern California. In addition to being durable, the Hobie 16 is trailerable, great for speed, weighs only 320 pounds, great for four people, and more importantly, offers absolute fun.

With a remarkable figure of over 100,000 launched since its debut, it's easy to see that the Hobie 16 is highly popular. Part of this popularity comes from its asymmetric fiberglass-and-foam sandwiched hulls that include kick-up rudders. This is a great feature that allows it to sail up to the beach.

For about $12,000, the Hobie 16 will provide you with endless fun throughout the summer. It's equipped with a spinnaker, trailer, and douse kit. This is a high-speed sailboat that has a large trampoline to offer lots of space not just for your feet but also to hand off the double trapezes.

Montgomery 17

{{boat-info="/boats/montgomery-17"}}

Popularly known as the M-17, The Montgomery 17 was designed by Lyle C. Hess in conjunction with Jerry Montgomery in Ontario, California for Montgomery Boats. Designed either with keel or centerboard models, the M-17 is more stable than most boats of her size. This boat is small enough to be trailered but also capable of doing moderate offshore passages.

This small sailboat is designed with a masthead and toe rail that can fit most foresails. It also has enough space for two thanks to its cuddly cabin, which offers a sitting headroom, a portable toilet, a pair of bunks, a DC power, and optional shore, and a proper amount of storage. That's not all; you can easily raise the deck-stepped mast using a four-part tackle.

In terms of performance, the M-17 is one of the giant-killers out there. This is a small sailboat that will excel in the extremes and make its way past larger boats such as the Catalina 22. It glides along beautifully and is a dog in light air, though it won't sail against a 25-knot wind, which can be frustrating. Other than that, the Montgomery 17 is a great small sailboat that can be yours for about $14,000.

Norseboat 17.5

{{boat-info="/boats/norseboat-17-5"}}

As a versatile daysailer, Norseboat 17.5 follows a simple concept of seaworthiness and high-performance. This small sailboat perfectly combines both contemporary construction and traditional aesthetics. Imagine a sailboat that calls itself the "Swiss Army Knife of Boats!" Well, this is a boat that can sail and row equally well.

Whether you're stepping down from a larger cruiser or stepping up from a sea kayak, the unique Norseboat 17.5 is balanced, attractive, and salty. It has curvaceous wishbone gaff, it is saucy, and has a stubby bow-sprit that makes it attractive to the eyes. In addition to her beauty, the Norseboat 17.5 offers an energy-pinching challenge, is self-sufficient, and offers more than what you're used to.

This is a small, lightweight, low-maintenance sailboat that offers a ticket to both sailing and rowing adventures all at the same time. At about 400 pounds, it's very portable and highly convenient. Its mainsails may look small but you'll be surprised at how the boat is responsive to it. With a $12,500 price tag, this is a good small sailboat that offers you the versatility to either row or sail.

{{boat-info="/boats/sage-marine-sage-17"}}

If you've been looking for a pocket cruiser that inspires confidence, especially in shoal water, look no further than the Sage 17. Designed by Jerry Montgomery in 2009, the Sage 17 is stable and should heel to 10 degrees while stiffening up. And because you want to feel secure while sailing, stability is an integral feature of the Sage 17.

This is a sailboat that will remain solid and stable no matter which part of the boat you stand on. Its cabin roof and the balsa-cored carbon-fiber deck are so strong that the mast doesn't require any form of compression post. The self-draining cockpit is long enough and capable of sleeping at 6 feet 6 inches.

The Sage 17 may be expensive at $25k but is a true sea warrior that's worth look at. This is a boat that will not only serve you right but will also turn heads at the marina.    

{{boat-info="/boats/laserperformance-laser-sb3"}}

Having been chosen as the overall boat of the year for 2008 by the Sailing World Magazine, the Laser SB3 is one of the coolest boats you'll ever encounter. When sailing upwind, this boat will lock into the groove while its absolute simplicity is legendary. In terms of downwind sailing, having this boat will be a dream come true while it remains incredibly stable even at extraordinary speed.

Since its debut in 2004, the Laser SB3 has surged in terms of popularity thanks to the fact that it's designed to put all the controls at your fingertips. In addition to a lightweight mast, its T- bulb keel can be hauled and launched painlessly. For about $18,000, the Laser SB3 ushers you into the world of sports sailing and what it feels to own and use a sports boat.

{{boat-info="/boats/fareast-18"}}

As a manufacturer, Fareast is a Chinese boat manufacturer that has been around for less than two decades. But even with that, the Fareast 18 remains a very capable cruiser-racer that will take your sailing to the next level. In addition to its good looks, this boat comes with a retractable keel with ballast bulb, a powerful rig, and an enclosed cabin.

Its narrow design with a closed stern may be rare in sailboats of this size, but that's not a problem for the Fareast 18. This design not only emphasizes speed but also makes it a lot easier to maintain this boat. Perfect for about 6 people, this boat punches above its weight. It's, however, designed to be rigged and launched by one person.

This is a relatively affordable boat. It's agile, safe, well-thought-out, well built, and very sporty.

{{boat-info="/boats/chuck-paine-paine-14"}}

If you're in the market looking for a small sailboat that offers contemporary performance with classic beauty, the Paine 14 should be your ideal option. Named after its famous designer, Chuck Paine, this boat is intentionally designed after the classic Herreshoff 12.5 both in terms of dimensions and features.

This is a lightweight design that brings forth modern fin keel and spade rudder, which makes it agile, stable, and faster. The Paine 14 is built using cold-molded wood or west epoxy. It has varnished gunnels and transoms to give it an old-time charm. To make it somehow modern, this boat is designed with a carbon mast and a modern way to attach sails so that it's ready to sail in minutes.

You can rest easy knowing that the Paine 14 will not only serve you well but will turn heads while out there.

{{boat-info="/boats/wd-schock-lido-14"}}

Many sailors will attest that their first sailing outing was in a Lido 14. This is a classic sailboat that has been around for over four decades and still proves to be a perfect match to modern small boats, especially for those still learning the ropes of sailing.

With seating for six people, the Lido 14 can be perfect for solo sailing , single-handed sailing, or if you're planning for shorthanded sailing. While new Lido 14 boats are no longer available, go for a functional used Lido 14 and you'll never regret this decision. It will serve you well and your kids will probably fall in love with sailing if Lido 14 becomes their main vessel during weekends or long summer holidays.

Bottom Line

There you have it; these are some of the best small sailboats you can go for. While there are endless small sailboats in the market, the above-described sailboat will serve you right and make you enjoy the wind.

Choose the perfect sailboat, invest in it, and go out there and have some good fun!

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Daniel Wade

I've personally had thousands of questions about sailing and sailboats over the years. As I learn and experience sailing, and the community, I share the answers that work and make sense to me, here on Life of Sailing.

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Best Small Sailboats Under 20 Feet

The ideal size boat for beginners is anything under 20 feet. So, what are the best small sailboats under 20 feet? Let’s find out.

Michael Moris

October 17, 2023

This article may contain affiliate links where we earn a commission from qualifying purchases.

Smaller boats are easy to navigate and not a hassle to maintain compared to larger yachts, which is why many choose sailboats under 20 feet as the ideal starter boat.

From the Catalina 16.5 to the Beneteau First 20 or the Marlow Hunter 15, there are many smaller sailboats under 20 feet that offer beginner or expert sailors great value for money. Many sailing enthusiasts prefer smaller sailboats because they are easy to handle and are cheaper to own.

No two 20 feet sailboats are made equal, which is why you need to do your research and find the best fit for you. We have gone through many blogs, articles, and videos on the sailing yachts below 20 feet and are here to share with you the best options available in the market today.

As sailing enthusiasts who have owned multiple sailing boats below 20 feet, we are in the ideal position to help guide you through the process so that you are able to make a more informed decision when it comes to investing in a small yacht.

Table of Contents

‍ Best Small Sailboats Under 20 Feet

Small sailboats are the way to go sailing RIGHT NOW, not after you retire or discover the "ideal" bluewater cruising boat. "Go tiny, go simple, go now," is the first premise of cruising philosophy.

Small yachts may be inexpensive, straightforward, and seaworthy. However, they are uncommon in today's cruising grounds. We could count the number of under 30-foot sailboats we've seen after three years and 13,000 nautical miles of bluewater traveling. They were all skippered by persons in their 20s and 30s. Today's anchorages are brimming with 40, 50, and 60-foot ocean sailboats, but that doesn't mean a tiny sailboat can't sail around the world.

The Saffier SE 33 UD

The Saffier SE 33 UD

If you're looking for a high-performance daysailer, the Saffier Se 33 UD is a great option. The designers, the Hennevanger brothers, put a lot of effort and money into making this dream boat a reality. The vacuum-infused construction and high-quality polish of the boat demonstrate the production facilities.

Saffier offers a variety of models ranging in size from 21 to 37 feet, all of which have been fully tested for seaworthiness. Given the size of these boats, it's logical to expect that they'll be tough to sail. This is not the case with these boats, though. One person may sail even the largest versions with ease.

In 2014, the Se 33 UD was released with a sporty style. Thanks to its strong sprayhood, it sails effortlessly in all weather. The sailboat has a handy self-draining cockpit that allows any water to drain off. A folding transform and two-meter benches are included in the cockpit. The boat has ample room for a four-person crew, and you can even take a brief snooze below deck.

This high-end yacht is a good choice if you have a large budget. For new boats, the starting price is around $150,000. If you're looking for something really entertaining, check out the new Se 27 model. The latest versions have a top speed of 20 knots.

The Norseboat 17.5

The Norseboat 17.5

Looking for a one-of-a-kind daysailer that will stand out in a crowd? The Norseboat 17.5 might be exactly what you're looking for. This one-of-a-kind sailboat dubbed the "Swiss Army Knife of Boats," can be sailed or rowed.

But wouldn't row this boat takes a lot of effort? No. With the boat's sheer, no way! The fiberglass hull has a lot of sheers, which is an intentional and effective design for effortless rowing. So, even if there's no wind, you can still have a good time rowing while getting some workout. With strong enough winds, you may sit back and relax while the jib and mainsail take care of the rest.

The Norseboat 17.5 is ideal for daysailers looking for a high-performance boat with classic styling. But whether you're a beginner sea kayaker or a cruising sailor wishing to downsize, you'll find its famous pedigree to be a terrific fit for you.

A small draught, furling headsail, a full battened mainsail, and a trademark curving headboard are just a few of the features. The lightweight boat has two rowing stations and works admirably, whether rowed or driven by the wind. It also offers lots of storage space. The boat's modest weight makes it simple to move. All you need is a mid-sized automobile to haul it.

The Paine 14

The Paine 14

This sailboat is modeled after the well-known Herreshoff 12 1/2 e. The Paine 14 is essentially a smaller version of the latter. This daysailer will attract a lot of attention whether sailing or just parked at the marina because of its classic appearance.

However, this yacht is more than just a pretty face. The Paine 14 is lighter than its predecessor due to its smaller size. On the water, it is thus quicker and more agile. Despite this, changes to the keel and rudder design have helped it maintain its stability in the water. Other benefits of its size include ease of trailering, low maintenance, and simple storage and transportation. This sailboat is great if you're seeking a basic sailboat.

The Laser 13”

This is probably one of the smallest boats on this list and is an excellent option for beginners who are not ready to take on the responsibility of maintaining or paying for larger boats just yet. If you are just testing the waters, then this is a smart option if you find that sailing isn’t your cup of tea.

The 13' 10" Laser dinghy is an excellent alternative for one or two persons looking for a workout and adrenaline rush in a breeze or simply plain pleasant sailing in lighter breezes. That is if you don't mind the fiberglass boat's small weight and strong sail making it simple to capsize—and recover from.

The Laser is an international sailing class that competes in everything from Olympic sailing competitions to club races. Most of the 200,000 boats manufactured over the years are just sailed for enjoyment, thanks to the 1969 design's single sail, two-part mast, daggerboard, and kick-up rudder, all of which make it very easy to store, and carry, and launch.

LaserPerformance sells new boats for less money, which is why they are one of the favorites for first-timers and those sailing enthusiasts who are on a budget. LaserPerformance sells yachts for around $7,500, as well as a variety of rigs and sails as well as replacement components. Used boats, as you might expect, are also easily available.

The Hobie 16

The Hobie 16

It is easy to see why the historic Hobie 16 , which made its debut in Southern California way back in 1969, made it on this list. Since then, the business has produced a number of additional multihulls, but the 16s have sold over 100,000 times, which is an incredible number.

The Hobie 16's fiberglass-and-foam hull takes away the requirement of traditional daggerboards, thanks to its kick-up rudders. Its huge trampoline provides enough room for movement or a suitable spot to put one's feet when hanging from the two trapezes with a hull flying. A main and jib sail are included, and a douse kit and trailer with a beach dolly option.

The West Wight Potter 19

This type is popular because of its excellent performance, cutting it close to 20 feet. This miniature cruiser was initially shown in 1971. It has since gained a devoted following, particularly among trailer sailors. While it isn't the cheapest tiny sailboat (it costs about $26,000), you will surely get your money's worth.

The Potter 19 is compact and light in terms of capability. Its performance in the water, however, is unaffected. In fact, it has a lot of punch for its tiny. People remark about this yacht’s stability and ease of handling in particular.

It also features a retractable keel that allows it to be beached completely. Alternatively, you will be astonished at how big and comfortable the interiors are, along with the fact that it is easy to rank the Potter 19 among luxury yachts for its many features and amenities.

The Montgomery 17

The Montgomery 17 is designed and made out of fiberglass by Montgomery Boats in Ontario, California. The boat boasts its way onto this list as a trailerable pocket cruiser. You get a keel and centerboard that takes the guesswork out of preparing the boat to be readily beached when gunkholing and draws slightly under 2 feet with the board up.

There's sitting headroom, a couple of bunks, a portable toilet, optional shore, and DC power, and a lot of storage space in the cuddy cabin. A four-part tackle makes it easy to raise the mast with relative ease. The builder claims to have taken his boat on journeys across the Gulf of California and to the state's coastline islands. In case you were wondering, Montgomery also offers 15-foot and 23-foot variants. The Montgomery 17 must be on your wish list if you're looking for a small sailboat with a cabin.

The Bluewater Cygnet 20

The Bluewater Cygnet 20

The Cygnet 20 is a great trailer sailer and pocket cruiser, and it has the potential to revitalize the sub-20-foot segment. The Cygnet has everything you want in a pocket cruiser: it's easy to transport, sail anywhere, and it's economical. It also happens to look gorgeous. Beaching the boat is simple because of its flat bottom and hand-laid fiberglass hull.

The Cygnet 20 is a fun weekend sailboat; as a result, while the cockpit can accommodate four to six people, it leaves less space below decks, but there is still enough space to sleep a crew of four. There are also several choices for customizing the cabin to your liking.

There are also several choices for customizing the cabin, but the typical form includes a V-berth, a portable toilet stored beneath the V-berth, a sink to starboard, two beds, and a portable stove beneath the cockpit. Apart from the swing keel box, the saloon table pulls out to seat four people, which is ideal for sailing solo or taking friends along for a weekend trip.

The Beneteau First 20

The Beneteau First 20

This is often ranked as one of the best trail-able pocket cruisers and for good reason. It's beautiful, tiny, has a retractable keel, and is speedy, but because of its big cabin, it can also accommodate a small family for a weekend on the lake.

The hull of the First 20 is one of those that, although quite stable in windy conditions, allows you to have as much fun as possible. Unfortunately, Beneteau has stopped producing boats under 20 feet in order to focus on larger sailboats, but you may still find these boats for approximately $25,000 secondhand.

The Catalina 16.5

The Catalina 16.5

Catalina Yachts are known for their larger boats, but they also offer some fantastic smaller boats, such as the Catalina 16.5 . Because it features a huge and airy cockpit and a large storage box, this is one of the best small sailboats for family vacations. The Catalina 16.5 is a versatile boat with a hand-laminated fiberglass sloop that comes in two styles: centerboard and keel.

Because of the fiberglass centerboard, the stable hull form, and the rudder, the centerboard model has a strong sailplane that remains balanced. It also includes a tiller extension, adjustable trekking straps, and an overhaul that can be adjusted. It's vital to remember that these are both standard features.

It's worth noting that these features come standard on both variants. When it comes to the keel model, it's constructed with a high aspect keel as the cast lead and stainless steel keel bolts, making it ideal for mooring or docking when not in use.

In essence, the centerboard form is ideal for trailer storage, whilst the keel model may be left at the dock. Overall, the Catalina 16.5 is one of the greatest small sailboats available for around $10,000. This is undoubtedly an excellent example of what a daysailer is.

The Fareast 18

The Fareast 18

Fareast is a Chinese boat builder that has only been in business for around two decades. Despite this, the Fareast 18 is a competent cruiser-racer that will elevate your sailing to new heights. This boat has a retractable keel along with a nifty ballast bulb, a strong rig, and an enclosed cabin, in addition to its attractive appearance.

The Fareast 18's narrow shape with closed stern is unusual in this size, but the good news is that's not an issue in the Fareast 18. This design stresses speed while also making the boat easier to maintain. This boat is ideal for roughly six passengers and punches above its weight. It is, however, intended for one person to rig and launch.

Lido 14

Most sailors start to sail on a daysailer, and the author of this piece has a special place for the Lido 14 , which is where she began to sail. The little boat offers seats for six people, but it may be operated alone and even raced.

The first year the type was introduced, 200 boats were purchased, and 40 years later, roughly 6,300 Lido 14s had been produced. Although new boats are no longer available, old boats are still readily accessible. Although new boats are no longer produced, secondhand boats are readily available; there is an active owner's group and plenty of one-design racing in various regions of the nation.

In a pocket cruiser, don't expect to be sailing at great speeds. Monohulls with a lesser displacement will always be slower than monohulls with a bigger displacement. As a result, a smaller cruiser will take longer to complete a journey, leaving them more exposed to weather variations.

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I'm Michael Moris. I've been sailing my whole life, and it has taken me to places I never imagined. From the Caribbean to Europe, from New Zealand to South America - there's nowhere that hasn't felt like home when you're on a boat!

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11 Best Small Sailboat Brands: How to Choose Your Next Daysailer or Pocket Cruiser

12th oct 2023 by samantha wilson.

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Sailing is a relaxing, invigorating pastime that allows you to harness wind and waves in a unique and historic way without requiring a 50-foot yacht to enjoy what’s special about the experience. In fact, small sailboats allow a delightful back-to-basics experience that often gets lost on larger, systems-heavy sailboats.

On a small sailboat you can connect with the sea, feeling the boat move beneath you. The boat is typically easy to rig, simple to sail, and can even be sailed solo. Small sailboats give you the freedom to trailer your or car-top your boat and go anywhere, and they’re perfect for learning the nuances of sailing. There are many excellent brands and models of small sailboat, each with their own appeal, and here we narrow down some of our favorite in the daysailer and pocket cruiser categories under 30 feet. 

Difference Between a Daysailer and a Pocket Cruiser

While there are many different types of sailboat on the market and there is no single definition of either a daysailer or a pocket cruiser, they are used in a particular way, as the names imply. The term daysailer covers a huge array of sailboats, smaller and sometimes larger, and is generally defined as any day boat used for local sailing, with a simple rig, and easy to get underway. A pocket cruiser typically offers a cabin and head, and adequate accommodations for an overnight stay and sometimes longer cruises. Having said that, there is a large overlap between the two in many instances, so the lines may become blurred. 

What Size is a Small Sailboat?

Small is a relative term of course, but in general—and for the purposes of this article—a small sailboat is one that could be sailed by a small crew, often with one or two people aboard. It will have a simple rig and be trailerable, and it might be either a daysailer or pocket-cruiser style vessel as above. Within those categories, there are many models and styles, but when it comes to length we consider a sailboat as small when it’s under 30 feet in overall length. 

The Best Sailboats Under 30 Feet

Pocket cruiser: Beneteau First 27.  The Beneteau First 27 is a modern example of a pocket cruiser, earning Cruising World ’s Boat of the Year award in the Pocket Cruiser category in 2022. With space for up to six people accommodated in a separated bow-cabin and open saloon, it offers families the chance to go farther, explore more, and cruise in comfort. There is a galley with freshwater and a head, adding to the interior home comforts. The sailboat itself is modern, fast, and stable, designed by Sam Manuard, and has been designed to be incredibly safe and almost unsinkable thanks to its three watertight chambers. The handling is also refreshingly intuitive, with a well-designed cockpit, simple deck controls, and double winches allowing it to be sailed solo, by two people, or a small crew. 

Beneteau First 27

Photo credit: Beneteau

Daysailer: Alerion 28.  You’ll certainly turn heads cruising along in an Alerion 28, a daysailer whose forerunner by the same name was designed by Nathanael Herreshoff in 1912 and then updated with a modern underbody for fiberglass production by Carl Schumacher in the late 1980s. This pretty daysailer manages to combine a traditional silhouette and classic feel, with very modern engineering creating an excellent package. Over 470 of these sailboats were built and sold in the past 30 years, making it one of the most popular modern daysailers on the water. With a small cabin and saloon, complete with miniature galley area, it offers respite from the sun or wind and the option for a night aboard. The cockpit offers a beautiful sailing experience, with plenty of space for the whole family. 

Alerion28

Photo credit: Alerion Yachts

The Best Sailboats Under 25 Feet

Pocket cruiser: Cornish Crabber 24.  British manufacturer Cornish Crabber has been producing beautiful, traditional style small sailboats for decades, ensuring they honor their heritage both in the construction style and appearance of their boats. The Cornish Crabber 24 is the most iconic of their range and dates back to the 1980s. It offers a simple yet surprisingly spacious interior layout with cabin, galley, and head, and a good sized cockpit, as well as seating for up to six people. It’s the perfect family sailboat, with clever use of storage as well as just under 5000 pounds of displacement providing stability and easy tacking. Aesthetically the 24 is simply beautiful, with a traditional silhouette (combined with modern engineering), finished in hardwood trims. 

Cornish Crabber 24

Photo credit: Cornish Crabber

Daysailer: Catalina 22 Capri.  Catalina sailboats need little introduction, and are one of the world’s best-known, most-respected brands building small sailboats. The Catalina 22 Capri (also available in a sport model) is a great example of what Catalina does so well. While we’ve classified it as a daysailer, it could easily cross into the pocket cruiser category, as it offers excellent sailing performance in almost all conditions as well as having a small cabin, galley, and head. Loved for its safety, stability, ease of handling and simple maintenance, it makes for a good first family boat for getting out onto the bay or lake. 

Catalina 22 Capri

Photo credit: Catalina

The Best Sailboats Under 20 Feet

Pocket cruiser: CapeCutter 19.  This is another model that combines the beauty of the traditional silhouettes with modern-day advancements. The design originates from the classic gaff cutter work boats, but today offers excellent performance—in fact it’s one of the fastest small gaffers in the world. The interior is cleverly spacious, with four berths, two of which convert into a saloon, as well as a simple galley area. With quick rigging, it can be sailed solo, but is also able to accommodate small groups, making it a capable and hugely versatile pocket cruiser. 

CapeCutter 19

Photo credit: Cape Cutter 19

Daysailer: Swallow Yachts’ BayRaider 20.  Classic looks with modern performance are combined in Swallow Yachts’ beautiful BayRaider 20. This is one of the most capable and safest daysailers we’ve seen, but also incredibly versatile thanks to the choices of ballast. Keep the ballast tank empty and it’s light and fast. Fill the tank up and you’ve got a stable and safe boat perfect for beginners and families. While it’s got an eye-catching traditional style, the engineering is modern, with a strong carbon mast and construction. While this is a true daysailer, you can use the optional spray hood and camping accessories to create an overnight adventure. 

Swallow Yachts BayRaider 20

Photo credit: Swallow Yachts

The Best Sailboats Under 15 Feet

Pocket Cruiser: NorseBoat 12.5.  Can we truly call the NorseBoat 12.5 a pocket cruiser? Yes we can! The sheer versatility of this excellent little sailboat has convinced us. These beautiful hand-crafted sailboats offer exceptional performance and are described by the manufacturer as ‘the Swiss Army Knives of sailboats’. The traditionally styled 12.5 can be sailed, rowed, and motored. It can be trailered, easily beached, and even used as a camp cruiser, allowing for overnight adventures. There is no end to the fun that can be had with this easy-to-sail and easy-to-handle boat, which makes it a dream to learn in. With positive flotation, lots of clever storage, and a full-size double berth for camp cruising, it really is the perfect mini pocket cruiser. 

NorseBoat 12.5

Photo credit: NorseBoats

Daysailer: Original Beetle Cat Boat 12: All across the bays of the US east coast cat boats have long been part of the ocean landscape. Able to access shallow rocky coves yet also withstand the strong coastal winds, these traditional New England fishing boats have an iconic shape and gaff-rigged mainsails. Beetle Cat have been producing elegant wooden cat boats for over 100 years – in fact they’ve made and sold over 4,000 boats to date. Their 12 foot Cat Boat 12 is one of their finest models, offering lovely daysailing opportunities. It has a wide beam and centerboard that lifts up, allowing it to access shallow waters, as well as a forward mast and single sail gaff rig in keeping with the traditional cat boats. To sail one of these is to be part of the heritage of New England and Cape Cod, and to honor the ancient art of hand-made boat building. 

Beetle Cat official website

Beetle Cat Boat 12

Photo credit: Beetle Cat

The Best Small Sailboats for Beginners

When it comes to learning to sail, it’s important to have a boat that is easy to handle. There’s no quicker way to put yourself or your family off sailing than to start off with a boat that is either too big or too complicated. When choosing your first boat we recommend the following characteristics:

  • Small: The benefits of starting off with a small boat are many, as we’ve seen above. They’re easier to control as well as to moor, and they react more quickly to steering and sails. They can be trailered and launched easily, and the loads generated are much lower than on bigger, heavier boats.
  • Easy to sail: You want a boat that is stable and forgiving of mistakes, doesn’t capsize easily, and isn’t too overpowered in a stronger breeze. Keep things simple and learn as you go.
  • Simple sail configuration: Choosing a boat that can be rigged by one person in a few minutes, and easily sailed solo, makes it easier to take along inexperienced crews. With regards to the rig, all you need are a halyard to hoist the mainsail and a sheet to control the mainsail.
  • Tiller steering: We recommend boats with tiller steering over wheel steering when starting out. The tiller allows you to get a real feel for the boat and how the rudder works as it moves through the water. 

For more information on choosing the best beginner sailboat check out our full guide. There are many popular brands of beginner boats including Sunfish, Laser, and Hunter Marlow. Some of our favorites include;

Hobie 16: The classic Hobie catamaran has been a well-loved beginner sailboat for years, and the Hobie 16 started life back in 1969. Since then they’ve made and sold over a staggering 100,000 of the 16s. It has twin fiberglass and foam hulls, a large trampoline, and a pull-up rudder so it can be sailed straight onto the beach. The basic package comes with an easy to handle main and jib with plenty of extras available too such as a spinnaker and trailer. The Hobie 16 promises a great learning experience and lots of fun in a very nifty and inexpensive package. 

Hobie 16

Photo credit: Hobie

Paine 14: You’ll immediately fall in love with sailing when you step into a beautiful Paine 14. Made from seamless epoxy cold-molded wood, the P-14 is simply beautiful and offers the classic sailing experience with the design and innovation of a more modern hull and rig. Two people will be able to enjoy getting out on the water together and learning the ropes. The Paine 14 has a lead ballast keel that accounts for nearly half her weight, giving her the feel of a much larger boat, but is still trailerable and easy to manage offering the best of both worlds.

Paine 14

Photo credit: Chuck Paine

High-Performance Small Sailboats

Small sailboats generally become high performers if they are light, have a lot of sail area, or they have more than one hull. More recently, some of have been designed with foiling surfaces, as well. For the purposes of this article, we’d like to close by pointing out one model that is super fast and has versatile pocket-cruising capabilities.

Corsair 880 trimaran : The Corsair 880 trimaran is the grandchild of the company’s F27, a model that launched the popularity of trailerable leisure trimarans about 40 years ago. The 880 has taken the model to new heights and exemplifies the incredible space benefits you can achieve in a 29-foot sailboat. We’re talking an aft cabin, room to sleep 5 people, an enclosed head, and standing headroom in the galley and main saloon. It brings many of the opportunities that a much larger yacht plus the ability to cruise in extremely shallow water. Whether you want to cruise to the Bahamas or enjoy a high-adrenaline race, the Corsair 880 offers incredible performance and unlimited adventures in a truly pocket size. 

Corsair 880

Photo credit: Corsair

Written By: Samantha Wilson

Samantha Wilson has spent her entire life on and around boats, from tiny sailing dinghies all the way up to superyachts. She writes for many boating and yachting publications, top charter agencies, and some of the largest travel businesses in the industry, combining her knowledge and passion of boating, travel and writing to create topical, useful and engaging content.

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More from: Samantha Wilson

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Home » Blog » Buy a boat » 5 best small sailboats for sailing around the world

5 best small sailboats for sailing around the world

By Author Fiona McGlynn

Posted on Last updated: April 19, 2023

sailing around the world

A small sailboat can take you big places

Small sailboats are the ticket to going cruising NOW — not when you retire, save up enough money, or find the “perfect” bluewater cruising boat. In fact, it’s the first principle in Lin and Larry Pardey’s cruising philosophy: “Go small, go simple, go now.”

Small yachts can be affordable, simple, and seaworthy . However, you won’t see many of them in today’s cruising grounds. In three years and 13,000 nautical miles of bluewater cruising, I could count the number of under 30-foot sailboats I’ve seen on one hand (all of them were skippered by people in their 20s and 30s).

Today’s anchorages are full of 40, 50, and 60-foot-plus ocean sailboats, but that’s not to say you can’t sail the world in a small sailboat. Just look at Alessandro di Benedetto who in 2010 broke the record for the smallest boat to sail around the world non-stop in his 21-foot Mini 6.5 .

So long as you don’t mind forgoing a few comforts, you can sail around the world on a small budget .

dinghy boat

What makes a good blue water sailboat

While you might not think a small sailboat is up to the task of going long distances, some of the best bluewater sailboats are under 40 feet.

However, if you’re thinking about buying a boat for offshore cruising, there are a few things to know about what makes a small boat offshore capable .

Smaller equals slower

Don’t expect to be sailing at high speeds in a pocket cruiser. Smaller displacement monohulls are always going to be slower than larger displacement monohulls (see the video below to learn why smaller boats are slower). Therefore a smaller cruiser is going to take longer on a given passage, making them more vulnerable to changes in weather.

A few feet can make a big difference over a week-long passage. On the last leg of our Pacific Ocean crossing, our 35-foot sailboat narrowly avoid a storm that our buddy boat, a 28-foot sailboat, couldn’t. Our friend was only a knot slower but it meant he had to heave to for a miserable three days.

pocket cruiser

Small but sturdy

If a pocket cruiser encounters bad weather, they will be less able to outrun or avoid it. For this reason, many of the blue water sailboats in this list are heavily built and designed to take a beating.

Yacht design has changed dramatically over the last 50 years. Today, new boats are designed to be light and fast. The small sailboats in our list are 30-plus year-old designs and were built in a time when weather forecasts were less accurate and harder to come by.

Back in the day, boat were constructed with thicker fiberglass hulls than you see in modern builds. Rigs, keels, rudders, hulls and decks – everything about these small cruising sailboats was designed to stand up to strong winds and big waves. Some of the boats in this post have skeg-hung rudders and most of them are full keel boats.

The pros and cons of pocket cruiser sailboats

Pocket cruiser sailboats present certain advantages and disadvantages.

More affordable

Their smaller size makes them affordable bluewater sailboats. You can often find great deals on pocket cruisers and sometimes you can even get them for free.

You’ll also save money on retrofits and repairs because small cruising sailboats need smaller boat parts (which cost a lot less) . For example, you can get away with smaller sails, ground tackle, winches, and lighter lines than on a bigger boat.

Moorage, haul-outs, and marine services are often billed by foot of boat length . A small sailboat makes traveling the world , far more affordable!

When something major breaks (like an engine) it will be less costly to repair or replace than it would be on a bigger boat.

how to remove rusted screw

Less time consuming

Smaller boats tend to have simpler systems which means you’ll spend less time fixing and paying to maintain those systems. For example, most small yachts don’t have showers, watermakers , hot water, and electric anchor windlasses.

On the flip side, you’ll spend more time collecting water (the low-tech way) . On a small sailboat, this means bucket baths, catching fresh water in your sails, and hand-bombing your anchor. Though less convenient, this simplicity can save you years of preparation and saving to go sailing.

Oh, and did I mention that you’ll become a complete water meiser? Conserving water aboard becomes pretty important when you have to blue-jug every drop of it from town back to your boat.

Easier to sail

Lastly, smaller boats can be physically easier to sail , just think of the difference between raising a sail on a 25-foot boat versus a 50-foot boat! You can more easily single-hand or short-hand a small sailboat. For that reason, some of the best solo blue water sailboats are quite petite.

As mentioned above small boats are slow boats and will arrive in port, sometimes days (and even weeks) behind their faster counterparts on long offshore crossings.

Consider this scenario: two boats crossed the Atlantic on a 4,000 nautical mile route. The small boat averaged four miles an hour, while the big boat averaged seven miles an hour. If both started at the same time, the small boat will have completed the crossing two weeks after the larger sailboat!

Less spacious

Living on a boat can be challenging — living on a small sailboat, even more so! Small cruising boats don’t provide much in the way of living space and creature comforts.

Not only will you have to downsize when you move onto a boat  you’ll also have to get pretty creative when it comes to boat storage.

It also makes it more difficult to accommodate crew for long periods which means there are fewer people to share work and night shifts.

If you plan on sailing with your dog , it might put a small boat right out of the question (depending on the size of your four-legged crew member).

boat galley storage ideas

Less comfortable

It’s not just the living situation that is less comfortable, the sailing can be pretty uncomfortable too! Pocket cruisers tend to be a far less comfortable ride than larger boats as they are more easily tossed about in big ocean swell.

Here are our 5 favorite small blue water sailboats for sailing around the world

When we sailed across the Pacific these were some of the best small sailboats that we saw. Their owners loved them and we hope you will too!

The boats in this list are under 30 feet. If you’re looking for something slightly larger, you might want to check out our post on the best bluewater sailboats under 40 feet .

Note: Price ranges are based on SailboatListings.com and YachtWorld.com listings for Aug. 2018

Albin Vega 27($7-22K USD)

small sailboats

The Albin Vega has earned a reputation as a bluewater cruiser through adventurous sailors like Matt Rutherford, who in 2012 completed a 309-day solo nonstop circumnavigation of the Americas via Cape Horn and the Northwest Passage (see his story in the documentary Red Dot on the Ocean ). 

  • Hull Type: Long fin keel
  • Hull Material: GRP (fibreglass)
  • Length Overall:27′ 1″ / 8.25m
  • Waterline Length:23′ 0″ / 7.01m
  • Beam:8′ 1″ / 2.46m
  • Draft:3′ 8″ / 1.12m
  • Rig Type: Masthead sloop rig
  • Displacement:5,070lb / 2,300kg
  • Designer:Per Brohall
  • Builder:Albin Marine AB (Swed.)
  • Year First Built:1965
  • Year Last Built:1979
  • Number Built:3,450

Cape Dory 28 ($10-32K USD) 

small sailboat

This small cruising sailboat is cute and classic as she is rugged and roomy. With at least one known circumnavigation and plenty of shorter bluewater voyages, the Cape Dory 28 has proven herself offshore capable.

  • Hull Type: Full Keel
  • Length Overall:28′ 09″ / 8.56m
  • Waterline Length:22′ 50″ / 6.86m
  • Beam:8’ 11” / 2.72m
  • Draft:4’ 3” / 1.32m
  • Rig Type:Masthead Sloop
  • Displacement:9,300lb / 4,218kg
  • Sail Area/Displacement Ratio:52
  • Displacement/Length Ratio:49
  • Designer: Carl Alberg
  • Builder: Cape Dory Yachts (USA)
  • Year First Built:1974
  • Year Last Built:1988
  • Number Built: 388

Dufour 29 ($7-23K)

small sailboat

As small bluewater sailboats go, the Dufour 29 is a lot of boat for your buck. We know of at least one that sailed across the Pacific last year. Designed as a cruiser racer she’s both fun to sail and adventure-ready. Like many Dufour sailboats from this era, she comes equipped with fiberglass molded wine bottle holders. Leave it to the French to think of everything!

  • Hull Type: Fin with skeg-hung rudder
  • Length Overall:29′ 4″ / 8.94m
  • Waterline Length:25′ 1″ / 7.64m
  • Beam:9′ 8″ / 2.95m
  • Draft:5′ 3″ / 1.60m
  • Displacement:7,250lb / 3,289kg
  • Designer:Michael Dufour
  • Builder:Dufour (France)
  • Year First Built:1975
  • Year Last Built:1984

Vancouver 28 ($15-34K)

most seaworthy small boat

A sensible small boat with a “go-anywhere” attitude, this pocket cruiser was designed with ocean sailors in mind. One of the best cruising sailboats under 40 feet, the Vancouver 28 is great sailing in a small package.

  • Hull Type:Full keel with transom hung rudder
  • Length Overall: 28′ 0″ / 8.53m
  • Waterline Length:22’ 11” / 6.99m
  • Beam:8’ 8” / 2.64m
  • Draft:4’ 4” / 1.32m
  • Rig Type: Cutter rig
  • Displacement:8,960lb / 4,064 kg
  • Designer: Robert B Harris
  • Builder: Pheon Yachts Ltd. /Northshore Yachts Ltd.
  • Year First Built:1986
  • Last Year Built: 2007
  • Number Built: 67

Westsail 28 ($30-35K)

small sailboat

Described in the 1975 marketing as “a hearty little cruiser”, the Westsail 28 was designed for those who were ready to embrace the cruising life. Perfect for a solo sailor or a cozy cruising couple!

  • Hull Type: Full keel with transom hung rudder
  • Hull Material:GRP (fibreglass)
  • Length Overall:28′ 3” / 8.61m
  • Waterline Length:23’ 6” / 7.16m
  • Beam:9’ 7” / 2.92m
  • Displacement:13,500lb / 6,124kg
  • Designer: Herb David
  • Builder: Westsail Corp. (USA)
  • Number Built:78

Feeling inspired? Check out the “go small” philosophy of this 21-year-old who set sail in a CS 27.

Fiona McGlynn

Fiona McGlynn is an award-winning boating writer who created Waterborne as a place to learn about living aboard and traveling the world by sailboat. She has written for boating magazines including BoatUS, SAIL, Cruising World, and Good Old Boat. She’s also a contributing editor at Good Old Boat and BoatUS Magazine. In 2017, Fiona and her husband completed a 3-year, 13,000-mile voyage from Vancouver to Mexico to Australia on their 35-foot sailboat.

Saturday 1st of September 2018

Very useful list, but incomplete - as it would necessarily be, considering the number of seaworthy smaller boats that are around.

In particular, you missed/omitted the Westerly "Centaur" and its follow-on model, the "Griffon". 26 feet LOA, bilge-keelers, weighing something over 6000 pounds, usually fitted with a diesel inboard.

OK, these are British designs, and not that common in the US, but still they do exist, they're built like tanks, and it's rumored that at least one Centaur has circumnavigated.

Friday 31st of August 2018

This is a helpful list, thank you. I don't think most people would consider a 28' boat a pocket cruiser, though!

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Twenty Small Sailboats to Take You Anywhere

John Vigor turns the spotlight on twenty seaworthy sailboats that are at home on the ocean in all weather. These are old fiberglass boats, mostly of traditional design and strong construction. All are small, from 20 feet to 32 feet overall, but all have crossed oceans, and all are cheap.

Choosing the right boat to take you across an ocean or around the world can be confusing and exasperating, particularly with a tight budget. Vigor sets out to remedy that in this book. He compares the designs and handling characteristics of 20 different boats whose secondhand market prices start at about $3,000. Interviews with experienced owners (featuring valuable tips about handling each boat in heavy weather) are interspersed with line drawings of hulls, sail plans, and accommodations. Vigor has unearthed the known weaknesses of each boat and explains how to deal with them. He rates their comparative seaworthiness, their speed, and the number of people they can carry in comfort. If you have ever dreamed the dream this book can help you turn it into reality.

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Allied Seawind

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Falmouth Cutter 22

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Albin Vega 27

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Catalina 27

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Westsail 32

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25 of the best small sailing boat designs

Nic Compton

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  • August 10, 2022

Nic Compton looks at the 25 yachts under 40ft which have had the biggest impact on UK sailing

25 of the best small sailing boat designs

There’s nothing like a list of best small sailing boat designs to get the blood pumping.

Everyone has their favourites, and everyone has their pet hates.

This is my list of the 25 best small sailing boat designs, honed down from the list of 55 yachts I started with.

I’ve tried to be objective and have included several boats I don’t particularly like but which have undeniably had an impact on sailing in the UK – and yes, it would be quite a different list if I was writing about another country.

If your favourite isn’t on the best small sailing boat designs list, then send an email to [email protected] to argue the case for your best-loved boat.

Ready? Take a deep breath…

A green hull Centaur yacht, named as one of the 25 best small sailing boat designs

Credit: Bob Aylott

Laurent Giles is best known for designing wholesome wooden cruising boats such as the Vertue and Wanderer III , yet his most successful design was the 26ft Centaur he designed for Westerly, of which a remarkable 2,444 were built between 1969 and 1980.

It might not be the prettiest boat on the water, but it sure packs a lot of accommodation.

The Westerly Centaur was one of the first production boats to be tank tested, so it sails surprisingly well too. Jack L Giles knew what he was doing.

Colin Archer

The Colin Archer - one of the 25 best small sailing boat designs

Credit: Nic Compton

Only 32 Colin Archer lifeboats were built during their designer’s lifetime, starting with Colin Archer in 1893 and finishing with Johan Bruusgaard in 1924.

Yet their reputation for safety spawned hundreds of copycat designs, the most famous of which was Sir Robin Knox-Johnston ’s Suhaili , which he sailed around the world singlehanded in 1968-9.

The term Colin Archer has become so generic it is often used to describe any double-ender – so beware!

Contessa 32

Assents performance in the 1979 Fastnet Race earns the Contessa 32 at place on the 25 best small sailing boats list. Credit: Nic Compton

Assent ‘s performance in the 1979 Fastnet Race makes the Contessa 32 a worth entry in the 25 best small sailing boat designs list. Credit: Nic Compton

Designed by David Sadler as a bigger alternative to the popular Contessa 26, the Contessa 32 was built by Jeremy Rogers in Lymington from 1970.

The yacht’s credentials were established when Assent , the Contessa 32 owned by Willy Kerr and skippered by his son Alan, became the only yacht in her class to complete the deadly 1979 Fastnet Race .

When UK production ceased in 1983, more than 700 had been built, and another 20 have been built since 1996.

Cornish Crabber 24

A Cornish crabber with a blue hull and white sails

It seemed a daft idea to build a gaff-rigged boat in 1974, just when everyone else had embraced the ‘modern’ Bermudan rig.

Yet the first Cornish Crabber 24, designed by Roger Dongray, tapped into a feeling that would grow and grow and eventually become a movement.

The 24 was followed in 1979 by the even more successful Shrimper 19 – now ubiquitous in almost every harbour in England – and the rest is history.

Drascombe Lugger

A Drascombe lugger with orange sails

Credit: David Harding

There are faster, lighter and more comfortable boats than a Drascombe Lugger.

And yet, 57 years after John Watkinson designed the first ‘lugger’ (soon changed to gunter rig), more than 2,000 have been built and the design is still going strong.

More than any other boat, the Drascombe Lugger opened up dinghy cruising, exemplified by Ken Duxbury’s Greek voyages in the 1970s and Webb Chiles’s near-circumnavigation on Chidiock Tichbourne I and II .

An Eventide lunch with white sails and a blue hull sailing offshore

The 26ft Eventide. Credit: David Harding

It’s been described as the Morris Minor of the boating world – except that the majority of the 1,000 Eventides built were lovingly assembled by their owners, not on a production line.

After you’d tested your skills building the Mirror dinghy, you could progress to building a yacht.

And at 24ft long, the Eventide packed a surprising amount of living space.

It was Maurice Griffiths’ most successful design and helped bring yachting to a wider audience.

A Fisher 30 yacht with blue hull and red sails

You either love ’em or you hate ’em – motorsailers, that is.

The Fisher 30 was brought into production in 1971 and was one of the first out-and-out motorsailers.

With its long keel , heavy displacement and high bulwarks, it was intended to evoke the spirit of North Sea fishing boats.

It might not sail brilliantly but it provided an exceptional level of comfort for its size and it would look after you when things turned nasty.

Significantly, it was also fitted with a large engine.

A Folkboat with white sails and blue hull

Credit: Rupert Holmes

It should have been a disaster.

In 1941, when the Scandinavian Sailing Federation couldn’t choose a winner for their competition to design an affordable sailing boat, they gave six designs to naval architect Tord Sundén and asked him to combine the best features from each.

The result was a sweet-lined 25ft sloop which was very seaworthy and fast.

The design has been built in GRP since the 1970s and now numbers more than 4,000, with fleets all over the world.

A Freedom 40 yacht with a blue hull and two masts carrying white sails

Credit: Kevin Barber

There’s something disconcerting about a boat with two unstayed masts and no foresails, and certainly the Freedom range has its detractors.

Yet as Garry Hoyt proved, first with the Freedom 40, designed in collaboration with Halsey Herreshoff, and then the Freedom 33 , designed with Jay Paris, the boats are simple to sail (none of those clattering jib sheets every time you tack) and surprisingly fast – at least off the wind .

Other ‘cat ketch’ designs followed but the Freedoms developed their own cult following.

Hillyard 12-tonner

A classic sailing boat with a white hull and white sails

The old joke about Hillyards is that you won’t drown on one but you might starve to death getting there.

And yet this religious boatbuilder from Littlehampton built up to 800 yachts which travelled around the world – you can find them cruising far-flung destinations.

Sizes ranged from 2.5 to 20 tons, though the 9- and 12-ton are best for long cruises.

The yacht Jester with a junk rig and yellow hull at the start of the OSTAR

The innovations on Jester means she is one of the best small sailing boat designs in the last 100 years. Credit: Ewen Southby-Tailyour

Blondie Hasler was one of the great sailing innovators and Jester was his testing ground.

She was enclosed, carvel planked and had an unstayed junk rig.

Steering was via a windvane system Hasler created.

Hasler came second in the first OSTAR , proving small boats can achieve great things.

A yacht with a white hull and blue and white sails

Moody kicked off the era of comfort-oriented boats with its very first design.

The Moody 33, designed by Angus Primrose, had a wide beam and high topside to produce a voluminous hull .

The centre cockpit allowed for an aft cabin, resulting in a 33-footer with two sleeping cabins – an almost unheard of concept in 1973 –full-beam heads and spacious galley.

What’s more, her performance under sail was more than adequate for cruising.

Finally, here was a yacht that all the family could enjoy.

Continues below…

20 foot sailboat

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Nicholson 32

A Nicholson 32 with a blue hull. Its solid seakeeping qualities means it is one of the best small boat sailing designs produced

Credit: Genevieve Leaper

Charles Nicholson was a giant of the wooden boat era but one of his last designs – created with his son Peter – was a pioneering fibreglass boat that would become an enduring classic.

With its long keel and heavy displacement, the Nicholson 32 is in many ways a wooden boat built in fibreglass – and indeed the design was based on Nicholson’s South Coast One Design.

From 1966 to 1977, the ‘Nic 32’ went through 11 variations.

A yacht with two masts sailing

Credit: Hallberg-Rassy

In the beginning there was… the Rasmus 35. This was the first yacht built by the company that would become Hallberg-Rassy and which would eventually build more than 9,000 boats.

The Rasmus 35, designed by Olle Enderlein, was a conservative design, featuring a centre cockpit, long keel and well-appointed accommodation.

Some 760 boats were built between 1967 and 1978.

Two classic wooden yachts with white sails sailing side by side

Credit: Larry & Lin Pardey

Lyle Hess was ahead of his time when he designed Renegade in 1949.

Despite winning the Newport to Ensenada race, the 25ft wooden cutter went largely unnoticed.

Hess had to build bridges for 15 years before Larry Pardey asked him to design the 24ft Seraffyn , closely based on Renegade ’s lines but with a Bermudan rig.

Pardey’s subsequent voyages around the world cemented Hess’s reputation and success of the Renegade design.

A Rustler 36 yacht being sailed off the coast of Falmouth

Would the Rustler 36 make it on your best small sailing boat list? Credit: Rustler Yachts

Six out of 18 entries for the 2018 Golden Globe Race (GGR) were Rustler 36s, with the top three places all going to Rustler 36 skippers.

It was a fantastic endorsement for a long-keel yacht designed by Holman & Pye 40 years before.

Expect to see more Rustler 36s in the 2022 edition of the GGR!

An S&S 34 yacht sailing offshore with white sails

It was Ted Heath who first brought the S&S 34 to prominence with his boat Morning Cloud .

In 1969 the yacht won the Sydney to Hobart Race, despite being one of the smallest boats in the race.

Other epic S&S 34 voyages include the first ever single-handed double circumnavigation by Jon Sanders in 1981

A yacht with a red, white and blue spinnaker sailing into the distance

Credit: Colin Work

The Contessa 32 might seem an impossible boat to improve upon, but that’s what her designer David Sadler attempted to do in 1979 with the launch of the Sadler 32 .

That was followed two years later by the Sadler 29 , a tidy little boat that managed to pack in six berths in a comfortable open-plan interior.

The boat was billed as ‘unsinkable’, with a double-skinned hull separated by closed cell foam buoyancy.

What’s more, it was fast, notching up to 12 knots.

The Sigma 33 yacht - named as one of the 25 best small sailing boat designs

Credit: Dick Durham/Yachting Monthly

Another modern take on the Contessa theme was the Sigma 33, designed by David Thomas in 1979.

A modern underwater body combined with greater beam and higher freeboard produced a faster boat with greater accommodation.

And, like the Contessa, the Sigma 33 earned its stripes at the 1979 Fastnet, when two of the boats survived to tell the tale.

A lively one-design fleet soon developed on the Solent which is still active to this day.

A replica of Joshua Slocum's Spray. Credit: Alamy Stock Photo

A replica of Joshua Slocum’s Spray . Credit: Alamy Stock Photo

The boat Joshua Slocum used for his first singlehanded circumnavigation of the world wasn’t intended to sail much further than the Chesapeake Bay.

The 37ft Spray was a rotten old oyster sloop which a friend gave him and which he had to spend 13 months fixing up.

Yet this boxy little tub, with its over-optimistic clipper bow, not only took Slocum safely around the world but has spawned dozens of modern copies that have undertaken long ocean passages.

James Wharram drew many pioneering designs during his lifetime, which is why Tangaroa, which opened up cruising to many, is on the 25 best sailing boat designs list. Credit: James Wharram Designs

Credit: James Wharram Designs

What are boats for if not for dreaming? And James Wharram had big dreams.

First he sailed across the Atlantic on the 23ft 6in catamaran Tangaroa .

He then built the 40ft Rongo on the beach in Trinidad (with a little help from French legend Bernard Moitessier) and sailed back to the UK.

Then he drew the 34ft Tangaroa (based on Rongo ) for others to follow in his wake and sold 500 plans in 10 years.

A Twister yacht with a white hull and white sails

Credit: Graham Snook/Yachting Monthly

The Twister was designed in a hurry.

Kim Holman wanted a boat at short notice for the 1963 season and, having had some success with his Stella design (based on the Folkboat), he rushed out a ‘knockabout cruising boat for the summer with some racing for fun’.

The result was a Bermudan sloop that proved nigh on unbeatable on the East Anglian circuit.

It proved to be Holman’s most popular design with more than 200 built.

A black and white photos of a wooden yacht

Credit: Alamy Stock Photo

Laurent Giles’s design No15 was drawn in 1935 for a Guernsey solicitor who wanted ‘a boat that would spin on a sixpence and I could sail single-handed ’.

What the young Jack Giles gave him was a pretty transom-sterned cutter, with a nicely raked stem.

Despite being moderate in every way, the boat proved extremely able and was soon racking up long distances, including Humphrey Barton’s famous transatlantic crossing on Vertue XXXV in 1950.

Wanderer II and III

Wanderer 3 yacht sailing with red brown sails

Credit: Thies Matzen

Eric and Susan Hiscock couldn’t afford a Vertue, so Laurent Giles designed a smaller, 21ft version for them which they named Wanderer II .

They were back a few years later, this time wanting a bigger version: the 30ft Wanderer III .

It was this boat they sailed around the world between 1952-55, writing articles and sailing books along the way.

In doing so, they introduced a whole generation of amateur sailors to the possibilities of long-distance cruising.

Westerly 22

A Westerly 22 yacht with a white hull and a white sail

The origins of Westerly Marine were incredibly modest.

Commander Denys Rayner started building plywood dinghies in the 1950s which morphed into a 22ft pocket cruiser called the Westcoaster.

Realising the potential of fibreglass, in 1963 he adapted the design to create the Westerly 22, an affordable cruising boat with bilge keels and a reverse sheer coachroof.

Some 332 boats were built to the design before it was relaunched as the Nomad (267 built).

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20 foot sailboat

What are the Best Small Sailboats Under 20 Feet?

Small sailing boats in regatta

Sailing is a timeless and exhilarating activity that allows individuals to connect with the wind, water, and nature in a way that few other pastimes can match.

While sailing often conjures images of grand yachts and vast open waters, there’s a thriving community of sailors who prefer smaller vessels that offer a more intimate and agile experience.

In this blog post, we’ll take a closer look at some of the best small sailboats under 20 feet, highlighting their features, performance, and why they stand out in the world of sailing.

families on small sailing boats having fun

The Hunter 17 is a charming and capable small sailboat designed to provide a fantastic sailing experience for both beginners and seasoned sailors. With a length of 17 feet and a beam of 7 feet, it strikes an ideal balance between manoeuvrability and stability.

Key Features:

A. Spacious Cockpit: Despite its compact size, the Hunter 17 boasts a surprisingly spacious cockpit that can comfortably accommodate up to six people. This design makes it an excellent choice for family outings or weekend adventures with friends.

B. Swing Keel: The swing keel design allows for shallow draft sailing, meaning you can explore shallow waters without worry. It’s a versatile feature that expands your sailing horizons.

C. Easy to Rig: One of the Hunter 17’s standout features is its simplicity in rigging. Setting up and launching this sailboat is a breeze, making it accessible to those new to sailing.

D. Stability: The boat’s stable design and responsive handling make it a great choice for beginners. Even when the wind picks up, you’ll feel confident and in control.

Performance:

The Hunter 17 offers a respectable level of performance, with its responsive helm and well-designed sails. While it may not be the fastest boat in its class, it offers a smooth and enjoyable ride, perfect for leisurely cruising and day sailing.

O’Day Javelin

The O’Day Javelin is another excellent small sailboat option, known for its simplicity, reliability, and affordability. With a length of 14 feet and a manageable sail area, it’s an ideal choice for those looking to get started in sailing without breaking the bank.

A. Simple Rigging: The Javelin features a straightforward rigging system, making it easy for beginners to set up and launch the boat. This simplicity is a significant advantage for those new to sailing.

B. Lightweight and Trailerable: The Javelin is lightweight, making it easy to trailer to different bodies of water. This portability allows you to explore a variety of sailing locations.

C. Durability: O’Day sailboats are known for their durability, and the Javelin is no exception. With proper care and maintenance, this sailboat can provide years of sailing enjoyment.

While the O’Day Javelin may not be the fastest sailboat on the water, its focus on simplicity and reliability makes it an excellent choice for beginners and those looking for a hassle-free sailing experience. It’s a forgiving boat that allows you to learn the ropes at your own pace.

Catalina 18

The Catalina 18 is a small sailboat that bridges the gap between compact boats and larger cruisers. With a length of 18 feet, it offers a bit more space and comfort while maintaining the agility and excitement of a smaller vessel.

A. Comfortable Cabin: The Catalina 18 features a small but comfortable cabin, providing a place to escape the elements or even spend a night on the water. This feature sets it apart from many other small sailboats.

B. Self-Righting Design: The boat’s keel design makes it self-righting, which means it can recover from a capsize easily. This safety feature is especially reassuring for novice sailors.

C. Responsive Handling: Despite its slightly larger size, the Catalina 18 maintains responsive handling, making it enjoyable to sail in a variety of conditions.

The Catalina 18 offers a good balance of performance and comfort. While it may not be as fast as some dedicated racing sailboats, it’s a capable cruiser that can handle a range of wind conditions. The inclusion of a cabin adds versatility to your sailing adventures, making it an excellent choice for day trips and overnight excursions.

Catalina sailing boat

Conclusion :

Choosing the best small sailboat under 20 feet when you are getting ready to sail ultimately depends on your preferences and sailing goals. The Hunter 17 offers a spacious cockpit and stability, making it an excellent choice for families and beginners. On the other hand, the O’Day Javelin focuses on simplicity and affordability, making it an accessible entry point into the world of sailing. Lastly, the Catalina 18 strikes a balance between performance and comfort, with the added bonus of a cabin for overnight stays.

Regardless of which small sailboat you choose, each of these options provides a unique sailing experience. Whether you’re seeking adventure, family sailing , relaxation, or a way to connect with nature, these boats have something to offer. So, set your sails and embark on your sailing journey with confidence, knowing that you’ve chosen one of the best small sailboats under 20 feet to accompany you on your maritime adventures.

Determining the absolute safest sailboat in the world is challenging, as safety can depend on various factors, including the crew’s experience, weather conditions, and maintenance. However, sailboats designed for offshore cruising, such as those from renowned manufacturers like Hallberg-Rassy or Oyster, are often considered some of the safest due to their robust construction and advanced safety features.

The most efficient sail shape varies depending on the specific point of sail and wind conditions. However, in general, an aerodynamically curved shape, similar to an airfoil, is often considered the most efficient for harnessing wind power and generating forward propulsion on a sailboat.

A sailboat size suitable for two people typically ranges from 20 to 30 feet, with 25 to 30 feet being a popular choice for couples. This size provides enough space for comfortable living quarters and maneuverability while still being manageable for a two-person crew.

The size of a sailboat that one can single-hand largely depends on the sailor’s experience, skills, and the boat’s design. Many experienced sailors can comfortably single-hand sailboats up to 35-40 feet, but with the right equipment and know-how, even larger vessels can be handled solo.

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Beneteau First 20

  • By Jen Brett
  • Updated: July 19, 2013

20 foot sailboat

Just shy of 21 feet, the Beneteau First 20 is the smallest boat in this builder’s lineup. But don’t let the size fool you. The First series is the performance-sailing line from Beneteau USA , and like the First 20’s larger siblings, this boat is designed for a good turn of speed. And going with the theory that the easier a boat is to sail, the more likely you are to do so, things have been kept simple. As an updated version of the popular Beneteau First 211, the First 20 has dual rudders, an all-new backstay-less rig, and flies a large square-topped mainsail and 100-percent roller-furling headsail. This Finot-Conq design has higher freeboard than a pure sportboat, which will keep you drier, but still has a modern, sharp look. The First 20 comes standard with a fiberglass bowsprit for flying an asymmetric spinnaker.

beneteau first 20

I’ve always thought that when I’m done with big cruising boats, I’d love to have a simple trailer-sailer, and the First 20 (with a base price of $37,700) would fit that bill. The lifting keel and fold-down mast fit nicely on a trailer, and with a weight of less than 3,000 pounds, the First 20 can be towed by typical trucks and SUVs, opening up your cruising range to include any number of inland lakes and waterways. Try doing that with a full-size cruising boat.

The cabin is weekend-getaway ready with a double V-berth—it can be separated from the saloon with a privacy curtain—and two decent-sized quarter berths, a small sink, and a portable toilet.

Beneteau USA 410-990-0270

To read more Cruising World reviews of Beneteau sailboats, click here . To visit Beneteau America’s website, click here .

  • More: 2011+ , beneteau , day sailing , monohull , Sailboat Reviews , Sailboats , under 20 ft
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W.D. Schock

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W.D. Schock Boat Builders Presents Harbor 20

Overview of the Harbor 20 Sailboat

The Harbor 20 "The classic modern daysailer"

Classic daysailer meets state of the art marine technology.

The Harbor 20 presents a graceful silhouette, its modern underbody and rig make for a fast and easily-handled contemporary daysailer. The result is a beautiful, cost effective, and easy-to-use boat that will always be in style.

Comfortable Cruising

 The Harbor 20’s accommodating cockpit holds up to eight guests, and no  one needs to sit on the rail to balance the boat, or duck under the boom  when tacking. Deep coamings provide comfortable back support, and two  easily accessible ice chests quickly render your favorite refreshment.  

Natural Club Racer

 A fine entry with firm bilges and a long run aft give the Harbor 20 high  speed potential, high stability and the ability to move smoothly  through choppy water. The rudder is placed well aft, and the 900 lb.  bulb keel keeps the weight low. This keel design gives the boat plenty  of stability without slowing the boat down in light air. The Harbor 20  can be raced competitively either single-handily or with a crew of  two or more. 

Sensible Design, Simplified Sail Control

With incredible stability and loads of conveniences, the Harbor 20 can  be rigged in minutes and sailed solo or with a group. There  is no better opportunity to share sailing excitement with friends and  family – whether they are seasoned sailors or completely inexperienced.  Celebrating over seventy years of boat-building excellence, the Schock  heritage continues with the Harbor 20.  

Designed with simplicity in mind

 The roller-furling headsail and self-tacking club boom will delight your  crew. And when running wing-and-wing, the club boom acts as an  automatic winger, effortlessly holding out the jib. And the control  panel just aft of the mast is centralized convenience at its very best.  Ready to go sail? Simply raise the  main, roll out the jib, and throw off the bow line. When you return to  the dock, just roll the jib back up, stow the main neatly on the boom  using the lazy jacks, and cover the boat and jib with the optional  cockpit cover and jib sock.  

 ll halyards and lines are led below the deck to Harken hardware  mounted on a shelf at the aft edge of the cuddy cabin. Everything  is within easy reach for the skipper and crew.

Specifications & Options

Specifications, electric motor options.

     

Designed by: Steven W. Schock

Exclusive Builder: WD Schock Corp (USA) 

First Built: 1997

Construction: Fiber Glass

Draft: 3’6”

BALLAST: 900 lbs.

Displacement:1,800 lbs

MAIN: 151 sq. ft.

Jib: 8 sq. ft.

Draft (max): 3.50’

Sail Area/Disp.1: 23.84

Bal./Disp. 50.00 %

Disp./Len. 163.56 

An electric motor is available to push the boat at about five knots and to provide convenient, quiet, and odorless propulsion. The motor, which is permanently mounted on a stainless steel pivot arm, swings out of the aft lazarette and pins onto the starboard gunwale. No wrestling with an outboard and no through-hull fittings! Four hours at maximum speed comes from the two batteries installed forward under the cockpit seats. The 24 volt system can be easily recharged with the in-line three step charger. Just plug it in at the dock.

There are many customize options available, let our representatives help you customize the perfect boat for your needs. Call us today at (951) 277-3377

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28 Sabre Sailboat, 1976 - only-$5k - new Universal 20 hp diesel etc. - $5,000 (Jamestown RI)

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    Preowned sailboats for sale under 20 feet preowned sailboats for sale by owner. Home. Register & Post. View All Sailboats. Search. ... 31' Seafarer 31 ft MK1 Gulf Coasts Carrabelle Florida, Florida Asking $8,000. 33' Caliber 33 Saint Augustine, Florida Asking $33,000. 39' Beneteau Oceanis 393

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    Smaller boats are easy to navigate and not a hassle to maintain compared to larger yachts, which is why many choose sailboats under 20 feet as the ideal starter boat. From the Catalina 16.5 to the Beneteau First 20 or the Marlow Hunter 15, there are many smaller sailboats under 20 feet that offer beginner or expert sailors great value for money ...

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    The Best Sailboats Under 20 Feet. Pocket cruiser: CapeCutter 19. ... The 880 has taken the model to new heights and exemplifies the incredible space benefits you can achieve in a 29-foot sailboat. We're talking an aft cabin, room to sleep 5 people, an enclosed head, and standing headroom in the galley and main saloon. ...

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    20.50 ft / 6.25 m: E: 8.00 ft / 2.44 m: S.A. Fore: ... Numbers below 20 indicate a lightweight racing boat, small dinghy and such; 20 to 30 indicates a coastal cruiser; 30 to 40 indicates a moderate bluewater cruising boat; 40 to 50 indicates a heavy bluewater boat;

  13. 10 of the Best 20-Foot Boats

    Running on a welded aluminum hull, the Raptor can sneak into the shallows for early season pike or slice through a heavy walleye chop on open waters, with tons of space for die-hard anglers and all their gear. It's one of the best 20-foot boats for anglers. Length: 20' 11". Beam: 8' 6". Dry Weight: 2,170 lbs.

  14. 25 of the best small sailing boat designs

    Contessa 32. Assent 's performance in the 1979 Fastnet Race makes the Contessa 32 a worth entry in the 25 best small sailing boat designs list. Credit: Nic Compton. Designed by David Sadler as a bigger alternative to the popular Contessa 26, the Contessa 32 was built by Jeremy Rogers in Lymington from 1970.

  15. Best Small Sailboats Under 20 feet

    Conclusion: Choosing the best small sailboat under 20 feet when you are getting ready to sail ultimately depends on your preferences and sailing goals. The Hunter 17 offers a spacious cockpit and stability, making it an excellent choice for families and beginners. On the other hand, the O'Day Javelin focuses on simplicity and affordability ...

  16. Sailboats 20-27 feet for sale

    Get the best deals on Sailboats 20-27 feet when you shop the largest online selection at eBay.com. Free shipping on many items | Browse your favorite brands ... New Listing 27 ft Sailboat for sale. Pre-Owned. $7,500.00. Local Pickup. or Best Offer. 1973 Hunter 27' Sailboat Boat & No Trailer. Located at Okaloosa Island, FL. Pre-Owned: HUNTER.

  17. Beneteau First 20

    Beneteau. Just shy of 21 feet, the Beneteau First 20 is the smallest boat in this builder's lineup. But don't let the size fool you. The First series is the performance-sailing line from Beneteau USA, and like the First 20's larger siblings, this boat is designed for a good turn of speed.And going with the theory that the easier a boat is to sail, the more likely you are to do so, things ...

  18. WD Schock

    A fine entry with firm bilges and a long run aft give the Harbor 20 high speed potential, high stability and the ability to move smoothly through choppy water. The rudder is placed well aft, and the 900 lb. bulb keel keeps the weight low. This keel design gives the boat plenty of stability without slowing the boat down in light air.

  19. 28 Sabre Sailboat, 1976

    At this time I now own two other 28 foot sailboats at the same price for sale: - 1975 Sabre 28 with a new retrofit Yanmar 2GM20 Diesel Engine - 1988 28.8 Hunter (fully loaded) with Yanmar 2GM20 Diesel Engine Each three offered only 5K per sailboat ! (Note: Each sailboat has been valued at 2 to 3 times as much!) Sea Trails available:

  20. Sailboats Under 20 feet for sale

    Get the best deals on Sailboats Under 20 feet when you shop the largest online selection at eBay.com. Free shipping on many items | Browse your favorite brands ... 14 foot classic sailboat gaff rigged catboat. Pre-Owned. $9,500.00. Local Pickup. or Best Offer. 13' Alcort Sunfish Sail Boat (NO TRAILER)- T1312386. Pre-Owned. $100.00. 0 bids.

  21. SAIL Top 10 Best Boats for 2023

    For almost 20 years, we've called this awards program SAIL Best Boats, but this year, we're refining and renaming this program to better and more fairly represent the boats we've selected. Restricting boats to categories and labels—such as Best Cruising Monohull 30-40 feet and Best Performance Monohull 40-50 feet—doesn't bring our readers the full picture.

  22. SANTANA 20

    16.00 ft / 4.88 m: S.A. (reported): 204.00 ft² / 18.95 m² ... Numbers below 20 indicate a lightweight racing boat, small dinghy and such; 20 to 30 indicates a coastal cruiser; 30 to 40 indicates a moderate bluewater cruising boat; 40 to 50 indicates a heavy bluewater boat; over 50 indicates an extremely heavy bluewater boat.

  23. Pocket Cruisers 16' to 20'

    216 sq.ft: 20.07 sq.m: Approx. Dry Weight (incl. engine) 2547 lbs: 1155 kg: Ballast: ... LWL 17'; Beam 7'10''; Draft 2'; Displ. 2700 lbs.; Ballast 850 lbs; Sail Area 200 sq.ft.; Headroom 4'3''. Note - this design was part of our Professional Series of designs (for professional boat builders) but has now had it's hull computer ...

  24. VEVOR Carport Canopy Car Shelter Tent 10 x 20ft for Auto Boats ...

    Shop VEVOR Carport Canopy Car Shelter Tent 10 x 20ft for Auto Boats with 8 Legs White at Target. Choose from Same Day Delivery, Drive Up or Order Pickup. Free standard shipping with $35 orders.

  25. California yacht with fireworks, ammo onboard sinks after ...

    A luxury yacht that fire officials say was loaded with "1,000 rounds of unspent ammunition and fireworks" has been captured on video sinking at a marina in California after bursting into flames ...

  26. FLICKA 20

    J = 10.5 ft. P = 23.83 ft. E = 9.5 ft. And the Displacement as 6,000 lbs. Began as plans available for amateur builder. (Over 200 sets sold) The designer began building a plug for a Flicka of his own, but circumstances forced its sale to Nor'star Marine, CA, USA, before completion. By 1975, Nor'star was building Flicka's, either as owner ...

  27. TikTok warns of 'staggering' consequences from US divest-or-ban law

    TikTok has urged a federal appeals court to block a law that could soon ban the social media app in the US over national security concerns related to its Chinese parent, arguing the consequences ...