schooner sailboat annapolis

Schooner Woodwind Online Reservations

About Online Booking

• Events depart from the Annapolis Waterfront Hotel, unless otherwise indicated.
• You MUST check-in at the Dock Office where you will be instructed where to stand in the boarding queue.
• We begin boarding 10 minutes before the departure time. Please arrive early and check in at the Dock Office.
• Parking suggestions and directions to the Annapolis Waterfront Hotel Dock can be found on our website https://www.schoonerwoodwind.com/contact-us/directionsmap/
• Please wear soft soled shoes.
• Smoking and vaping are prohibited on public cruises.
• Pets are not allowed aboard, with the exception of “working” service dogs (which are permitted).
• By law, no alcohol can be brought aboard or removed from the boat. We have a cash bar with local microbrews, wine and bubbly.
• As a Federally regulated vessel, there is a ZERO TOLERANCE policy for illegal drugs, including but not limited to marijuana (even if prescribed by a physician). Federal regulations overrule state and local laws/ordinances.
• All guests aboard agree to the Contract of Carriage - located at https://www.schoonerwoodwind.com/contract-of-carriage/

Reservation / Cancellation Policy

• Once tickets are purchased, there are no refunds or exchanges.
• We sail rain or shine unless the captain cancels the cruise due to unsafe conditions.

Policy Notices

• All guests must wear soft soled shoes aboard to preserve the sensitive wood deck
• Smoking and vaping are prohibited aboard public sailing cruises

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• Annapolis: 410.263.8234
• Cape Cod: 508.524.9121
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A Grand Experience for All

Custom built for sailing, comfort and fun. Our cruising grounds are some of the most beautiful and historic in the country

Corporate Events

Special occasions, adventure & entertainment.

Custom built for sailing, comfort and fun, the Liberte is a grand experience for all. Our cruising grounds are some of the most beautiful and historic in the country. The captain and crew are dedicated to your safety, comfort and enjoyment.

USCG certified for 49 passengers. Music. Full bar. Every Sail is Unique.

One Great boat, two great locations

About the boat.

The schooner, Liberté, is based on Spa Creek in Annapolis, Maryland. During the summer months, she’s docked at the Patriot Party Boats pier in Falmouth harbor in Cape Cod, Massachusetts. Captain Chris and Jane had this vessel built just for them.

The original hull design by Dudley Dix is a Hout Bay 70, a two-masted gaff-rigged schooner intended as a heavy but fast offshore cruiser. Many alterations were made to the design, including adding a spoon bow, scaling down the lines to meet U.S. Coast Guard parameters, redesigning the deck layout and adjusting the rig to a three-masted staysail design.

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Reservations Dates Previous month Next month Adults 1 2 3 4 5 Children 0 1 2 3 4 Marriott Rewards Number

Schooner Woodwind

Enjoy our annapolis sailing cruises.

Seeing as it's considered the “Sailing Capital of the U.S.,” no trip to Annapolis would be complete without getting out on the waters of the Chesapeake Bay. Lucky for you, we offer two 74-foot wooden schooners right here at the hotel dock. Hop aboard the Woodwind or the Woodwind II and let our expert sailing crews take you along the historic Annapolis waterfront, past the Naval Academy, and into the Chesapeake Bay. Depending on the strength of the wind, the schooners may make it all the way to the Chesapeake Bay Bridge. You may even be asked to be part of the crew during the excursion and help raise the sails or steer the boat! Sailing cruises we offer:

• Two-hour public sailing cruises
• Private cruises
• Schooner races
• Team-building events
• Student groups
• Wine and beer events
• Foodie events

Embrace a Slower Season

Take your time enjoying the change of the seasons with up to 25% off stays.

Picture Perfect Sailing

• Meet your Skipper

Sail in Annapolis, Book a Sailing Cruise Today

Enjoy quality time with family and friends sailing out of Annapolis. You'll fall in love with the Chesapeake Bay. Your sailing charter awaits. 

CHOOSE YOUR SAILING ADVENTURE

Sailing options.

With Picture Perfect Sailing, the options are virtually endless!

Your skipper will take you for a day sail in Annapolis for a few hours towards St Thomas Point Lighthouse or the Chesapeake Bay Bridge, or perhaps around Annapolis harbor. For a longer sailing charter, choose our all-day sailing experience or overnight. You'll find yourself sailing to Baltimore or Saint Michaels. Book a sailing cruise now, make the memories of a lifetime with your family and friends!

Day Sail: come sailing for a few hours

Duration: 3 hours (leaves and returns to Annapolis)

Starting at $650 for 2 guests. Your sailing charter includes: skipper, snacks & beverages. Please check rates and book a sailing cruise by clicking the button below.

Sunset Sails: come sailing as the sun goes down

Duration: 2.5 hours (leaves and returns to Annapolis)

Starting at $650 weekdays for 2 guests. Your sailing charter includes: skipper, snacks & beverages. Please check rates and book a sailing cruise by clicking the button below.

All Day of Sailing: come sailing on the Chesapeake Bay all day!

Duration: 6 hours (leaves and returns to Annapolis)

Starting at $1,550 weekdays for 2 guests. Your sailing charter includes: skipper, crew member, snacks, lunch & beverages. Please check rates and book a sailing cruise by clicking the button below.

Overnight Sailing: experience sailing and sleeping aboard!

Choose one or two overnights: (leaves and returns to Annapolis)

Single (one) overnight: typically departs at 10am, one overnight in Baltimore or St Michaels, with disembarkation at 5pm the next day. Variations upon request. Starting at $2,450 weekdays for 2 guests. Your sailing charter includes: skipper, hostess, lunches x 2, snacks, breakfast x 1 & beverages. 

Double (two) overnights: typically departs at 9am,  one overnight in Baltimore or St Michaels, second overnight at the dock back in Annapolis and disembarkation at 9am the next morning. Starting at $3,900 for 2 guests.  Your sailing charter includes: skipper, hostess, snacks, breakfast, lunch x 2 & beverages.

The prices displayed in the booking schedule include yacht fuel, dock fees, water, propane for cooking, yacht insurance, cabin linens & bath towels. 

What’s not included: water activities off the boat (due to insurance limitations) such as swimming, paddle boarding or dinghy use; dinners (plan dinners on shore); crew gratuity.

How to book a sailing cruise with an overnight? Contact us for availability and custom pricing.

*Rates vary by season. Holiday rates upon request. Special pricing for Navy families, veterans, and first responders.  Contact Picture Perfect Sailing for more information and to book a sailing cruise today!

The Sailboat

You'll sail aboard a Beneteau Oceanis 45, with extensive cockpit protected by canvas and well-appointed to accommodate up to 3 couple for overnight sailing in maximum comfort; a head (bathroom) with shower, a full galley (kitchen) and comfortable salon. Arguably the nicest charter boat to sail in Annapolis. Let the sailing adventures begin, book a sailing cruise now.

With Picture Perfect Sailing, your designated skipper (and mate, depending on your sailing option!) will lead the sailing charter: maneuver the boat, guide your visit of the Annapolis area on the water, and ensure the fun & safety of all! 

Meet your skipper .

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Sailing is an Experience to be Enjoyed Over a Lifetime

We provide a community at the Annapolis Sailing School for your ongoing growth and enjoyment. We offer day sailboat rentals, adult sailing, KeelBoat Club Membership, KidShip sailing, powerboat lessons, and events at our beautiful location on Bembe Beach.

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12 Seminars to Attend at the Annapolis Sailboat Show, 2024 edition

• September 24, 2024

ACY Yachts is delighted to announce a packed schedule of exciting seminars during the 2024 Annapolis Sailboat Show, October 10 through 14.

There is no fee to register. We highly recommend you RSVP to guarantee your seat. When you do, please submit any questions or comments so our presenters are better prepared to support you and your cruising dreams.

1. Commissioning 101, Ken Krasko, ACY Yachts.  

ACY Yachts is known around the world as the experts for commissioning and outfitting a new cruising yacht. Our extensive experience in customizing boats over the past 40+ years will not only save you time and money, but will also spare you the stress and headaches of sorting it out on your own! We don’t just talk about customization, we can show you how your design ideas translate into reality, almost right away! 

Join ACY Technical Director Ken Krasko and learn what questions you should be asking yourself before you choose your yacht and its options.  

Thursday 10/10, 12:15 to 1pm Saturday 10/12 10:15 to 11am

2. Everything you want to know about BVI + USVI, Waypoints Yacht Charters, Kirstie Palmer.  

The US and British Virgin Islands are hailed as the best sailing yacht destination in the Caribbean, and arguably the whole world. The consistent trade winds, year-round warm weather, and line of sight sailing make the islands ideal for your next charter vacation. This session will help you plan an unforgettable charter experience, from travel logistics to provisions, pro tips, and most-loved sailing itineraries. 

Whether you’re seeking a sleek monohull or a spacious catamaran, Waypoints has a yacht that will perfectly suit your needs. And their yacht charter specialists stand at the ready to answer your questions and help you prepare your best sailing vacation yet! 

Thursday 10/10, 3:15 to 4pm Saturday 10/12, 12:15 to 1pm Sunday 10/13, 3:15 to 4pm

3. The future is electric, Jeremy Benichou, Fountaine Pajot.  

Join us for this exciting session presented by Fountaine Pajot, exploring the cutting-edge of electric boating technology. Discover how the OdSea Lab is pioneering sustainable solutions, integrating renewable energy with innovative design to redefine marine mobility. We’ll discuss the benefits of electric propulsion, eco-friendly materials, and the latest advancements in energy efficiency. Engage with industry experts and learn how Fountaine Pajot is leading the charge towards a greener, more sustainable future on the water. Don’t miss this opportunity to be part of the electric revolution in boating! 

Thursday 10/10, 11:15 to 12pm Friday 10/11, 11:15 to 12pm Sunday 10/13, 11:15 to 12pm

4. Introduction to Business Yacht Ownership, Bill Lahr, Yacht CFO.  

Learn how it is possible to offset a substantial portion of new yacht costs with business income, special financing options, and potential tax advantages. Like many other businesses, certain for-profit yacht charter businesses may qualify for business deductions including depreciation, dockage, maintenance, and other related expenses for a yacht. Choose your boat, choose where, how and when, and let an experienced maritime tax professional help you achieve an improved ownership solution.  

The session is led by Certified Financial Planning™ professional and Tax Strategist, Bill Lahr. Bill, decades ago, created the company Archetype Advisors™ and focused a unique expertise to provide clients the service called ‘my Yacht CFO’.  For decades, he saw people buying boats and getting flawed or inaccurate advice… putting their dreams in jeopardy.  “People need a fiduciary who they can trust because we are not biased by boat sales nor charter center goals,” advises Bill. “We know maritime law, business strategy, financial planning and the intimate expertise of the Internal Revenue Code.” Yacht CFO gathers a team of experts in the areas of tax, business planning, and coaches who ensure the boat you’re buying is the right boat with the right business achieving what you planned. 

Friday 10/11, 1:15 to 2:15pm Friday 10/11, 3 to 4pm Saturday 10/12, 1:15 to 2:15pm Saturday 10/12, 3 to 4pm Sunday 10/30, 1:15 to 2:15pm

5. Key Insights into Yacht Insurance, Roland Stanley, Brown & Brown.  

Owning a yacht is a dream come true for many sailing enthusiasts. However, along with the joys of yacht ownership comes the responsibility of securing adequate insurance coverage to protect your investment and mitigate potential risks. Whether your boating dreams involve private ownership or chartering, you don’t want to miss these key insights into yacht insurance; topics will range from carrier insurance requirements to what to look for in your coverage, as well as the questions to ask and common pitfalls to avoid. 

Brown & Brown was founded in 1939 as a two-partner firm and has risen to become one of the largest insurance brokerages in the world. With a team that is as connected locally as it is nationally, Brown & Brown provides the personalized, dedicated service you want from a boutique agency while delivering the peace of mind that you expect from a top brokerage. 

Thursday 10/10, 5:45 to 6:30pm Friday 10/11, 4:15 to 5:30pm Saturday 10/12, 11:15 to 12pm

6. Announcing the new Fountaine Pajot 41, Laurent Fabre, ACY Yachts.  

On the heels of the Cannes boat show, come and learn more about the latest sailing catamaran to be launched next year and available as early as Spring 2025: the new Fountaine Pajot 41—a perfect blend of elegance and performance. Designed for both comfort and adventure, the 41 features spacious living areas, a modern layout, and eco-friendly innovations. With ample natural light and a sleek, aerodynamic design, it promises exceptional sailing experiences and stability on the water. Whether you’re cruising with family or entertaining friends, the 41 offers luxury and functionality.  

Experience the joy of sailing in style and discover the future of catamaran design with the new Fountaine Pajot 41. 

Thursday 10/10 2:15 to 3pm

7. Mastering Offwind Sails with North Sails Experts, Max Vinocur & Austin Powers.  

Join North Sails experts at the Annapolis Sailboat Show for an engaging seminar on monohull and multihull offwind sail options. Discover why offwind sails are crucial for cruising boats and learn about the advantages of different sail types. From the G0 to symmetrical spinnakers, this seminar will cover sail handling systems, including top-down and bottom-up furling, and help you choose the best sail for your needs. Enhance your sailing experience and get your questions answered by our knowledgeable team. Don’t miss this opportunity to optimize your sailing performance! 

Saturday 10/12, 4:15 to 5:00pm Sunday 10/13, 4:15 to 5:00pm

8. Pictured in Time: An Artist’s Journey Around the Chesapeake, by Neil Harpe .

In the early 1980s, Annapolis artist Neil Harpe documented his native Chesapeake Bay, taking photographs of the workboats and watermen he encountered, as material for his artwork. In doing so, he captured images of a vanishing way of life. With over 125 never-before-seen photographs, Pictured in Time: An Artist’s Journey Around the Chesapeake portrays a bygone era of graceful skipjacks and other workboats, lighthouses, Baltimore’s vibrant waterfront, and fishing ports like Tilghman Island, Crisfield, and Annapolis.  

Neil will discuss these photos and his related artwork, and sign copies of his brand-new book Pictured in Time, which will be available for sale. 

Saturday 10/12, 5:15 to 6:30pm Monday 10/14 2:15 to 3:15pm

9. Presenting Ocean Skills, by Eric Thuel.  

Ocean Skills is the first online learning platform dedicated to recreational boating. Its programs for monohull, catamaran and power boats are designed by sailing and learning experts, with digital specialists and image experts. The Ocean Skills WebApp is accessible on any device. With 300+ professional videos and a complete resource kit (quiz, summary sheets), Ocean Skills offers a unique and fun experience to acquire, to review, and to improve your sailing skills.

From beginner to skipper, each learning journey is uniquely designed and adapted to your needs, to bring you optimal autonomy and security onboard. Every month you’re offered a personal review quiz and playlist to keep learning and progressing. Ocean Skils is recognized by key players in the nautical industry, from sailing schools to insurance providers. Its solution has already been adopted by more than 60,000 users willing to navigate in serenity and security. Welcome aboard, welcome online. 

Thursday 10/10, 10:15 to 11am Sunday 10/13, 5:45 to 6:30pm Monday 10/14 10:15 to 11am

10. The Waypoints Difference, Kirstie Palmer, Waypoints Yacht Charters  

Waypoints Yacht Charters takes pride in maintaining a fleet of meticulously cared-for yachts in the most sought-after sailing destinations in the world. Each vessel is equipped with the latest technology, modern amenities, and stylish interiors, ensuring that your sailing experience is nothing short of extraordinary.  

Discover what makes Waypoints Yacht Charters unique in consistently delivering top-notch service and customer care to their charter clients – and the best care in the industry for yacht owners who opted for the Business Yacht Ownership approach. 

Thursday 10/10, 1:15 to 2pm Friday 10/11, 12:15 to 1pm Sunday 10/13, 12:15 to 1pm Monday 10/14 1:15 to 2pm

11. Women Sailing on the Chesapeake Bay, Jayne Durden, HHSA Commodore.  

Herrington Harbour Sailing Association (HHSA) is well known around the Bay for supporting women’s sailing. For over 20 years we’ve run the annual Women’s Regatta where women step up to skipper and crew in a three-race regatta, many taking roles they haven’t before. We also run a women’s cruise and a monthly program, Women Underway, where women teach and support women in all aspects of sailing. Come and learn about what has made our women’s programs so successful and how you can participate or build your own program.  

Friday 10/11, 5:45 to 6:30pm

12. Yacht Financing 101, Glenn Overton, Azure Funding.  

Are you considering financing your next yacht acquisition? Learn about the marine loan process and how to plan ahead of your purchase, with special consideration for the self-employed and yacht buyers nearing retirement. 

Azure Funding is a recreational financial services firm specializing in marine loans. Azure provides attractive rates and terms while delivering the best lending experience possible. 

Thursday 10/10, 4:15 to 5:00pm Friday 10/11, 10:15 to 11am Sunday 10/11, 10:15 to 11am Monday 10/14 12:15 to 1pm

Bonus event for ACY Owners!

Our owners are invited to RSVP for an Owners’ Happy Hour at the ACY Seminars tent on Saturday evening. Select the last option in the list to register and an ACY Ambassador will be in touch with more information.

Saturday 10/12, 5:15 to 6:30pm

About The Author

Maryline o’shea, related posts.

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All the images are the property of Yacht Sales Management, LLC d/b/a Atlantic Cruising Yachts (ACY) and/or used with permission. Yacht Sales Management, LLC (“YSM”) maintains this website to provide general information about ACY and its Boat as a Business® and Business Yacht Ownership® approaches, and Waypoints® charter management. The materials on this website are for informational purposes only and do not constitute accounting or tax advice. Persons receiving information through this website should not act or rely upon this information without consulting their own accountants or tax advisors. YSM neither accepts requests for accounting advice or services nor offers accounting advice or services through this website. Communication with YSM through this website, by email or otherwise, does not create an accountant-client relationship. YSM makes no representations or warranties of any kind, express or implied, as to the operation or content of this site. YSM expressly disclaims all other guarantees, warranties, conditions and representations of any kind, either express or implied, whether arising under any statute, law, commercial use or otherwise, including implied warranties of merchantability, fitness for a particular purpose, title and non-infringement. In no event shall YSM or any of its members, officers, employees or affiliates be liable, directly or indirectly, under any theory of law (contract, tort, negligence or otherwise) to you or anyone else, for any claims, losses or damages, direct, indirect, special, incidental, punitive or consequential, resulting from or occasioned by the creation, use of or reliance on this website (including information and other content) or any third-party websites or the information, resources or material accessed through any such websites. The materials on this website are provided only as general information which may or may not reflect the most current legislative or regulatory requirements or the requirements of specific industries or of states. Readers should not act upon this information without consulting their own accounting advisor.

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Amogy completes first sailing of ammonia-powered vessel.

Maritime technology company Amogy has conducted the first sailing of its ammonia-powered demonstration vessel in a significant step for the development of its carbon-free solution.

The retrofitted NH3 Kraken tugboat conducted its first sailing with Amogy’s ammonia-to-electrical power system on a tributary of the Hudson River in New York, US in the largest and first maritime application of the technology.

CEO Seonghoon Woo said: “By demonstrating our technology on the water for the first time, we’ve gained invaluable knowledge that will help us move quickly to commercialization and real-world applications.

“The opportunity to decarbonize the maritime industry is within reach, and for Amogy, it’s just the beginning.”

https://twitter.com/amogyinc/status/1838239744242733372

The ‘ammonia-cracking’ technology uses the colourless gas as its primary fuel source before converting it into hydrogen and nitrogen, using the former to power integrated fuel cells.

Amogy previously tested the technology at smaller scales, including a 200kW system used on a class eight truck, but the 1mW scale system used on the NH3 Kraken marks the final demonstration of the solution before the company begins deploying pilot projects.

The company has already seen a wide array of interest in its solutions with investment from major maritime players including Hanwha Ocean , Samsung Heavy Industries, and HD Hyundai Heavy Industries .

https://www.ship-technology.com/interviews/anastasija-kuprijanova-amogy-ammonia-qa/ Speaking to Ship Technology earlier this year, Amogy’s director of maritime business development Anastasija Kuprijanova said the business was targeting full commercialisation of its technology in mid-2025.

"Amogy completes first sailing of ammonia-powered vessel" was originally created and published by Ship Technology , a GlobalData owned brand.

The information on this site has been included in good faith for general informational purposes only. It is not intended to amount to advice on which you should rely, and we give no representation, warranty or guarantee, whether express or implied as to its accuracy or completeness. You must obtain professional or specialist advice before taking, or refraining from, any action on the basis of the content on our site.

Sailing yachts like Mike Lynch's are 'unsinkable bodies', CEO of boat manufacturing firm says

Bayesian superyacht which sank off Italy is an "unsinkable" vessel, Giovanni Costantino, CEO of The Italian Sea Group, said.

By Ashna Hurynag, news correspondent and Eleonora Chiarella, producer

Sunday 25 August 2024 08:48, UK

Vessels like Mike Lynch's stricken superyacht are "unsinkable", according to the chief executive of the firm which makes and sells them.

Giovanni Costantino, CEO of The Italian Sea Group, told Sky News there are no flaws with the design and construction of the Bayesian superyacht which capsized in a storm off the coast of Porticello, Sicily, on Monday.

Five bodies were found by divers on Wednesday - taking the number of confirmed dead to six.

The Italian Sea Group also owns the firm that built British tech tycoon Mr Lynch's Bayesian, and Mr Costantino said the vessels "are the safest in the most absolute sense".

"Being the manufacturer of Perini [boats], I know very well how the boats have always been designed and built," he said.

"And as Perini is a sailing ship... sailing ships are renowned to be the safest ever."

He said their structure and keel made them "unsinkable bodies".

Read more on this story: Why search of superyacht wreck has been so difficult Hero mum 'slept with baby on deck when storm sank yacht'

Be the first to get Breaking News

Install the Sky News app for free

Mr Costantino said news of the sinking "put me in a state of sadness on one side and of disbelief on the other".

"This incident sounds like an unbelievable story, both technically and as a fact," he said.

It is understood Italian prosecutors investigating the incident are continuing to hold interviews with the survivors.

On Tuesday they questioned the captain for more than two hours to help reconstruct what happened and provide useful technical details.

Four British inspectors are also in Porticello and have begun a preliminary assessment of events.

It is understood they will look at all relevant aspects of the incident, including the design, stability, and operation of the vessel. They will also examine the effects of the weather conditions experienced.

Keep up with all the latest news from the UK and around the world by following Sky News

Twenty-two people were on board the vessel, 15 of whom were rescued - including Briton Charlotte Golunski and her one-year-old daughter Sofia.

Divers will resume efforts on Thursday morning to bring ashore a body they found earlier. One more person remains missing.

Related Topics

• Superyacht sinking

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Below deck sailing yacht season 5’s daisy kelliher has changed (is she having a breakdown).

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Below Deck Sailing Yacht season 5 is coming quite soon and the trailer revealed that Chief Stew Daisy Kelliher is a whole new person after her breakup with Colin MacRae , but is she having a breakdown? Daisy, who’s spent the majority of her time on Below Deck Sailing Yacht working as a dependable Chief Stew, has always been in a leadership role aboard the sailing yacht. Working in a more specialized area, Daisy’s specific knowledge and ability to lead is necessary to keep the crew working well together during a traditionally difficult charter season aboard Captain Glenn Shephard’s Parsifal III.

While Daisy may be struggling during her time aboard Parsifal III during Below Deck Sailing Yacht season 5 , viewers will be expecting the same quality of work that they’ve always seen from the experienced Chief Stew. Daisy, who has been open about her life after her breakup with Colin, has been keeping herself moving forward after ending things with her one-time friend and ex-boyfriend. Though Colin appears to have someone new after leaving the Below Deck franchise, Daisy has kept quiet about her own relationship status , as there will likely be a lot to reveal on Below Deck Sailing Yacht.

Below Deck Sailing Yacht Season 5’s Trailer Featured A Whole New Daisy

She’s still reeling after her breakup.

Although Daisy and Colin’s breakup wasn’t seen on screen, the pair ended things after Below Deck Sailing Yacht season 4 and shared that they’d split during the season’s reunion show. Colin and Daisy’s relationship seemed difficult throughout Below Deck Sailing Yacht season 4, but the pair’s split wasn’t the relief that either felt like it could be. Instead, both appeared raw and rough after the split and had a tough time talking about it during the Below Deck Sailing Yacht reunion.

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After her split from Colin, Daisy appears to be a whole new version of herself during the trailer for Below Deck Sailing Yacht season 5 . Though Daisy and Colin’s relationship wasn’t long, their friendship prior to taking things to the next level had been a long, genuine connection. Without Colin in her life or on the show, Daisy appears to be dealing with stress differently and understands that she doesn’t want to take the relationships in her life for granted moving forward.

Daisy’s Breakup With Colin MacRae Changed Her

She’s still not entirely over it.

Although Daisy’s life isn’t entirely changed , she seems like she’s been moved to look at things differently after her breakup with Colin. During the trailer for the new season of Below Deck Sailing Yacht, Daisy is shown sharing that the breakup was hard, but she’s been able to come out of it fending for herself in different ways. Making it clear that she wants to stand up for herself and block out the shade she gets from others, Daisy appears to have a whole new outlook on life that could still leave her a bit shaky at times.

Daisy & Gary King’s Friendship Could Be Fractured

She’s not happy with gary’s attitude.

While Daisy’s relationship with Colin is over, she still has d isgraced Below Deck Sailing Yacht first officer Gary King in her life, but their relationship appears to be fractured this season. Daisy and Gary’s tumultuous friendship has sparked rumors of romance over the years, but it’s clear that the pair are friends through and through, especially in the trailer. Daisy is shown shouting at Gary during the trailer , struggling through interactions with her friend as he appears to be wallowing in his cabin. Daisy and Gary’s friendship will be put to the test on Below Deck Sailing Yacht season 5.

Below Deck Sailing Yacht premieres Monday, October 7 at 9 p.m. EDT on Bravo.

Source: Below Deck /Instagram

Below Deck Sailing Yacht

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Below Deck Sailing Yacht is a spin-off of the Below Deck reality television series. Premiering on Bravo, the show follows the life of a Yacht crew as they attempt to navigate a busy Charter season in which many customers make use of a 177-foot sailing yacht. Over the first three seasons, the yacht has been to Greece, Croatia, and Spain.

Sailing Season is Here. Join Us for a Sail!

Buy Tickets for Today or This Week

• We sail rain or shine.
• There are no refunds or exchanges unless the captain cancels the cruise due to unsafe conditions.

* Everyone has loved having more room, so we are staying at just 30 people per cruise (instead of 48).

Online tickets go on sale at midnight 6 days before you want to sail.

Tickets may also be purchased, during office hours, in person or by phone (410-263-8994) beginning 6 days before the date you want to sail.

• The boat leaves on time, you will not be refunded if you miss the boat.
• We have a bar filled with local microbrews, wine and bubbly. You cannot bring your own alcohol.
• Pets are not allowed aboard, with the exception of “working” service dogs, which are permitted.

For groups buying individual tickets, that would like to sail on the same boat, please use the comment section ONLINE to alert us of the group name so we can try to keep your group together.

All policies listed in link below including parking, smoking, check in, footwear and more.

• Wheelchairs and strollers cannot be accepted aboard. See FAQS

Contract of Carriage

Accessibility

I have a mobility issue, or i am traveling with someone who has a mobility issue, is this cruise suitable.

• The Woodwind boarding ramp is approx 22″ wide with rope handlines on one side (crew members will offer their arms and hands to help guests board). The current tide determines the angle of the ramp (higher tides mean a steeper slope to the ramp).  At the end of the ramp, guests must step down (approx -11″) onto the deck.
• The cockpit area provides bench seating with a non-cushioned backrest and an area where guests can brace their legs. This is the most suitable place for guests with mobility and/or stability issues to sit and feel the most secure.  In order to access this area, guests must step (or swing legs) over and down approx 13.5″ to the bench and then down to the cockpit floor (approx 16″ down).
• As Schooner Woodwind is a sailboat, she may at times, sail heeled over at an angle of 5-20 degrees from one side to the other. Guests with mobility issues will likely find it difficult to move around the boat and/or keep themselves seated comfortably when the boat is heeling.
• The restrooms (heads) are located below deck – accessed by means of a companionway ladder (about six steps).

Can I bring my mobility aid aboard?

• Most wheelchairs and walkers do not fit aboard the Woodwind without compromising the safety of the boat and/or other passengers aboard. Mobility aids can be left at our Dock Office and retrieved following the cruise.  The captain has the authority to determine if it is safe for the other passengers aboard to allow mobility aids aboard.

Are you ADA compliant?

• The vessel configuration does not violate the law. There are no vessel configuration regulations now in place with which to comply.

Please consider all of these factors before deciding to purchase a ticket for a cruise on the Schooner Woodwind.  The captain has the right to determine if a specific person with limited mobility will be a danger to other guests aboard due to the current conditions.  In such cases that a person is not able to sail, a refund will be provided to this person and one caregiver that stays behind.

All Cruises

I see that only 30 people is the capacity on public cruises, but i see that the boat is uscg certified for 48 which one will it be.

The company has decided that the experience aboard with just 30 people (who may not know each other) is a better experience than the USCG capacity of 48 people.  Before the COVID-19 pandemic, we would sell out the boat with 48 people aboard. We reduced how many tickets we sold and our crew and customers have loved it.  We will be operating this way all season.

When will the decision be made to cancel a trip due to bad weather?

Unless there’s a tropical storm heading our way, the decision is typically made just prior to departure time.

Are there life jackets for my infant?

Yes. When you check-in at the dock office, let us know that you have an infant and we will hand you a special infant life jacket.

What should I wear for the cruise?

Soft-soled shoes are required and the dress is very casual and comfortable. Depending on the season, layered clothes work best. We supply complimentary ponchos should there be rain during the cruise.

What about motion sickness?

Since we sail in relatively protected waters and we have a heavy ballasted keel, it is very rare for people to get seasick (less than 1%). We recommend getting “sea bands” for your wrists if you are concerned about this. You can purchase these wristbands from our ticket office prior to your cruise. Motion Sickness pills will work too, however, the side effect is they may make you drowsy. We do not sell medication to help with motion sickness; please bring anything you may need with you.

What about being caught out in a lightning storm?

During the summertime, lightning storm forecasts are a common occurrence. Most of these do not materialize, but if one does “pop up” while sailing and when possible, we will head for the dock as soon as we can. Our captains are excellent at reading these storms; where the storms are and where they are going.

What do you typically see? Where do you go?

All cruises are dependent on weather factors. Minimally, all cruises will sail past the Naval Academy, Annapolis Harbor area, and the “Scenic Severn River”. Most trips leave the harbor and head out to the Bay, passing by osprey nests and other sailboats & powerboats. While sailing you may get to see the 4.5 miles long, Chesapeake Bay Bridge and as the Woodwind sails back into the harbor, the historic, Annapolis skyline stands out quite prominently. If the wind is light, we often sail up the Severn River where the magnificent waterfront estates meet the shoreline. Some trips are just right for a cruise under the Bay Bridge, and on less frequent occasions, we can sail to Thomas Point Lighthouse. It’s very easy for us to say “each trip is unique”, which keeps frequent sailors coming back for a new adventure!

Can we go below decks to get out of the rain and/or extreme heat?

We do encourage you to stay out on the deck where you can truly experience sailing, however, there is space below decks if you need to get out of the elements for a while.

Can I bring my own alcohol onboard?

We do sell a variety of beer, wines, and bubbly. We have a liquor license, and it does not allow for any type of alcohol to be brought on board.

Public Cruises

What if i need to cancel.

Our cruises do not allow for cancellations.  You can sell or give your ticket to someone else.  In the event that we need to cancel the cruise, all ticket monies will be refunded.

Must I buy a ticket for an infant or toddler?

Yes, they count as a passenger, according to the U.S. Coast Guard.

Can I buy tickets more than 6 days in advance?

Yes, you can. By purchasing a flat-fee Group Sail package (1-16 guests), you will be guaranteed the sail time that you want.  An added bonus, if you are checked in at the Dock Office 15 minutes prior to the sail, your group will board first to select the seating you like.  Click here for Group Sail information.

When do I need to show up?

We begin boarding 10 minutes prior to departure time. Allow plenty of time for traffic, parking, and time to check-in at our Dock Office. We cannot hold the boat if you will be late.

Can I smoke onboard?

There is no smoking of any kind or vaping permitted on any public or private cruises.

Can I bring food on board a public cruise?

If you wish to bring food on board, it must be individually packaged for each person. No spreads, buffets, and no cakes.

Private Cruises

Do you do team-building.

We have wonderful team-building programs for groups of 7-70 people, including our popular “Ultimate Team Challenge: Match Racing Program” with our two, identical schooners. Visit our Teambuilding page here to learn more.

Do you have merchandise so my guests can remember their adventure?

We have a wide variety of merchandise, from t-shirts to hooded sweatshirts, postcards to patches, we have it all. Check out our Ship’s Store for what we sell. All this merchandise can be purchased at the dock office or online in advance of the cruise. For large quantity orders, please let your sales agent know ahead of your visit, so we can make sure we have everything in stock.

Can I bring my own food?

We work with our exclusive caterer to provide your group with the best menu for your sailing event. All food is served chilled or at room temperature. Our menus include great appetizers, brunch, breakfast items, and gourmet lunch and dinner options. All food is pre-packaged for each guest and delivered to the boat and served by the extraordinary crew aboard. See our menus here.

Who takes care of gratuities and taxes?

All gratuities and taxes are included in your private cruise contract under Service Fees.

Can I have my wedding on the Woodwind?

Small weddings are ideal aboard the Woodwind. Rehearsal dinners while sailing or a cruise to entertain and show off Annapolis to your guests is also a treat aboard. A true taste of Maryland!

What if the weather is bad?

We typically sail rain or shine unless the captain cancels the cruise due to unsafe conditions. We do offer “Rain Protection” at an additional cost on some of our private charters. See below.

What is Rain Protection?

Schooner Woodwind offers “Rain Protection” at an additional cost. This insurance gives the charterer a time period of 24 hours prior to the charter until 2 hours before the scheduled departure to cancel if there is a greater than 30% chance of rain forecasted for the time of the charter.

Rain Protection is not available:

• On any charters contracted within 14 days of the Event Date.
• If the charter originates from a port other than Annapolis, MD.
• If both Woodwinds are chartered for the same cruise time.
• Special dates like Blue Angels Fly-Over, July 4th, and other Holidays.

Scout and Student Cruises

Is a private cruise the only option for a scout or student trip aboard the woodwind.

Yes. In order for our crew and captains to be able to offer interactive programming for the Scouts, we do need it to be a private event.

If we wanted to brush up on our nautical terms, where should we go?

Go to our Educational page where they can learn terms, names of the sails, and other great information.

Does Schooner Woodwind have Scout patches? If so, how much?

We have great Participation Patches that say “Annapolis Sailing Cruises”.  Each participating scout and student will receive a patch as part of the Private Cruise Pricing. Additional patches are $4.25. Click here to see patches

Do you have merchandise so the guests can remember their adventure?

What is the life jacket policy.

According to the Girl Scout USA and BSA safety procedures, they want all Scouts, adults, and other children aboard a cruise must be outfitted in life jackets. We have additional Type III life jackets that are more comfortable for non-emergency use.

How many people can we fit on the boat?

The USCG limits us to 48 passengers, however, we are limiting the boat to 40 passengers.  We do have two Woodwinds, so if you have an extremely large group (40 to 80), we can fit them aboard both boats.

What to bring/Wear

Soft-soled shoes are required, and the dress is very casual and comfortable. Depending on the season, layered clothes work best. We supply complimentary ponchos should there be rain during the cruise.

What should I bring aboard?

Bring a smartphone to purchase bar items or an extra soda or water. Bring a real raincoat, if it is forecasted to rain, yours will far surpass the complimentary rain ponchos that we have aboard.

Can I bring a bottle of wine aboard?

No. We have a liquor license, and it does not allow any type of alcohol to be brought on board. We do sell a variety of beer, wine, and sparkling wine.

What do I do when I arrive at the Annapolis Waterfront Hotel Dock?

Check-in at our ticket office when you arrive at the dock for boarding instructions. Our ticket office staff will direct you to the boarding line for your cruise. If both Woodwind and Woodwind II are sailing, there will be two lines.

If you have not already purchased tickets, you can do so at our ticket office on the dock.

What do I need when I check in?

If you bought your tickets online, you should bring the printout of your ticket confirmation page. If you have a smartphone, you can bring up the confirmation email on your phone. If you bought your tickets over the phone, please have your confirmation number and a photo ID with you when you pick up your tickets. You will be told where to stand for which boat you are on.

When should I arrive?

Please arrive at the dock no later than 15 minutes before the scheduled departure time of the cruise. If you arrive early you can check in at any time, there is a great bar and restaurant located on the water at the Annapolis Waterfront Hotel. No alcohol may be brought aboard.

Click on the picture above to get a 360 degree view of the boat and where the Schooner Woodwind is docked.

General Policy

• Once tickets are purchased, there are no refunds or exchanges.
• We sail rain or shine, unless the captain cancels the cruise due to unsafe conditions.
• We begin boarding 10 minutes before the departure time. Please arrive early and check in at the Dock Office.
• Please wear rubber soled shoes.
• Smoking is prohibited on public cruises.
• Pets are not allowed aboard, with the exception of “working” service dogs, which are permitted.
• We have a bar with local microbrews, wine and bubbly. By law, no alcohol can be brought aboard or removed from the vessel.

In Addition to Above

For Weekday Sunset Sails:

If the scheduled entertainment cannot perform for any reason, we will continue to sail the scheduled public cruise. No adjustments will be made to the price since our crew will do our very best to make the cruise enjoyable without the scheduled entertainment.

For Wednesday Night Races (5:30 Departure Time):

Schooner Woodwind will depart promptly at 5:30 PM, however our starting time for the race is 6:45. We will be racing a fairly short course and there is a strong possibility that we will get back to the dock after 7:30 PM. This is bonus time so that we can finish the race. We will return to the dock no later than 8:00 PM. Schooner Woodwind will still depart even if the races have been cancelled by the yacht club, but the Captain has deemed the conditions safe to sail.

For Wednesday Night Races (6:25 Departure Time):

Schooner Woodwind will depart promptly at 6:25 PM, because our starting time for the race is 6:45. We must get to the starting line on time. Schooner Woodwind will still depart even if the races have been cancelled by the yacht club, but the Captain has deemed the conditions safe to sail.

For Public Special Event Cruises with catering:

The captain will wait up to one hour past the scheduled departure time to resolve any weather or mechanical issues before deciding if the event needs to be canceled. If the event is cancelled or shortened and food is able to be served or individually distributed, the food costs will not be refunded.

For Public Lighthouse Cruises:

We will make every attempt to see three lighthouses on this cruise, however, weather conditions, wind speed, and direction may impede our ability to do so. This is not a motor cruise to see the lighthouses. We hope it is breezy enough to sail the majority of the time. If the guest speaker is unable to perform for any reason, we will still sail the scheduled cruise. If the cruise is cancelled due to unsafe conditions, a refund will be issued for the cost of the sail but not the catering, the bagged lunch will be available for pick up.

For Public Wine in the Wind Cruises:

If the wine representative is unable to attend for any reason, we will still sail the scheduled cruise. Also, the captain will wait up to one hour past the scheduled departure time to resolve any weather or mechanical issues before deciding if the event needs to be cancelled. If the event is cancelled or shortened, a refund will be issued for the cost of the sail but not the catering, the food will be available for pick up.