catamaran sunset cruise in key west

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• Key West Wind & Wine Sunset Sail

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.... Read More

• Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise... Read More

• Key West Sunset Champagne Cruise

Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy... Read More

• Key West Sunset Dinner Cruise

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar.... Read More

• Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran... Read More

Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and... Read More

• Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines... Read More

Key West Sunset Snorkel Sail

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and... Read More

Key West Dolphin Watch Sunset Snorkel Cruise

The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous... Read More

Sunset Sip & Sail

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •... Read More

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Key West Private Wind & Wine Charter (for up to 30 guests)

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on... Read More

Key West Sunset Cruises Overview

A Key West sunset cruise is a vacation must-do that adds an unforgettable experience to any Key West visit. Choose a graceful sailing schooner, a sleek modern catamaran, or a roomy dinner cruise liner with live music and all the trimmings – this curated selection of the best Key West sunset cruises offers good times set against one of nature’s grandest spectacles.

Depart the harbor in the late afternoon to enjoy an evening on the water, or combine dolphin watching, snorkeling, or a glass-bottom boat tour with sunset and the perfect end to another day in paradise. Key West sunsets are famous for highlighting nature’s grandeur as the sun sinks below the broad ocean horizon and brings on dramatic color changes of a range and intensity not seen on land. The unobstructed fetch of the light, atmospheric moisture, and other refractory factors combine to produce awe-inspiring natural beauty.

Add a chilled beverage and a loved one to share the occasion and the result is sublime. Click on a selection below to learn more about the most popular Key West Sunset Cruises.

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What type of boats are used for Key West Sunset Cruises?

A: The diversity of available sunset cruise vessels is one of the things that make Key West Sunset Cruises so special. Guests who enjoy sailing can choose a 65-foot skipjack schooner with authentic lines that replicate the sailboats used by 19th century Florida Keys fishermen and wreckers. Or a modern sailing catamaran with the stability, speed, and generous deck space these craft are known for. Power catamarans are fast and smooth, perfect watersports or dolphin-watching platforms. And of course, enjoying a buffet dinner and cocktails aboard a 65-foot custom party catamaran should be on everyone’s bucket list. For a wedding, anniversary, or other special occasion, try a private charter to have a sail or power yacht all to yourself.

All the boats used for these popular Key West Sunset Cruises are top-of-the-line designs built for safety, comfort, and fun on the waters around Key West. The United States Coast Guard regularly inspects every Key West Sunset Cruise boat, and all required safety equipment is aboard and properly updated at all times. This is luxury sunset cruising at its best, with expert local captains and crew members, high-tech navigation gear, and the latest in quiet, efficient, low-emission engines. Plus, there are those added touches to enjoy like room for cocktail and wine service, deck space for top local musicians to perform, and even a bit of space to dance on some cruises.

Q: What makes a Key West Sunset Cruise so special?

A: Something about sunset in a tropical island location inspires people to a greater appreciation for what is normally a simple daily event. The famous and elusive Waikiki sunset “green flash” draws hundreds of camera-toting tourists to the Kalakaua Avenue beach walk each evening. Maui has Mt. Haleakala, the “House of the Sun” with sunsets worth an hour drive up the mountain. Beach bar decks in Phuket Thailand get packed as early evening comes on. And sunset in Key West is definitely a big deal whether seen from land or water.

Mallory Square and the nearby anchorage waters have been a hub of activity in Key West for over two hundred years, and when hippies arrived in town during the late 1960’s, they discovered that Mallory Pier offered a perfect wide-open view to the west. The custom of celebrating the amazingly colorful ocean sunsets took hold, and now Mallory Square and the Key West sunsets are both world famous.

Visitors have been boarding boat tours out of the harbor near today’s Mallory Square since the mid-19th century. With quiet, unobstructed on-deck views, the blazing orange, red, and purple clouds along the horizon and the awesome disc of the sun visible as it slides out of sight captured attention very early on. Now, modern vessels are able to provide visitors with a nice range of specialized sunset-watching cruises to suit any taste, and the best way to find out why Key West Sunset Cruises are so special is to come aboard and try one (or more).

Q: Which Key West Sunset Cruise is best for me?

A: The only easy choice among the many popular Key West Sunset Cruises is deciding to go on one. After that, the variety of attractive options may easily lead a visitor to decide that the only solution is to enjoy more than one sunset on the water! But if a choice of just one (or two) must be made, the best strategy is to consider what you like best and who is joining you for what could easily be the highlight of any Key West visit.

Naturally, the idea of gliding smoothly over turquoise water under sail while toasting a perfect day with a cold beer, glass of wine, or cocktail is very tempting. A Sunset Sip & Sail or Premium Sunset Sail with Hors D’oeuvres and Full Bar will provide a perfect happy hour start for a couple planning an evening on the town.

For an active family, or anyone who enjoys the water, taking an afternoon snorkeling trip that winds down with a beautiful sunset (and beverages) offers the best of both worlds. A Key West Sunset Snorkel Sail is just the ticket. Nature lovers should try a Glass-Bottom Boat Tour Sunset Combo or take the Dolphin Watch Sunset Snorkel Cruise.

Looking to party with some reggae or just enjoy live music and a cocktail hour at sunset? Take a look at Rum n’ Reggae or the Sunset Party Cruise. The award-winning Key West Wind & Wine Sunset Sail is notable for its pairing of fine wines and craft beers with gourmet appetizers. Special occasions (and every Key West sunset is special) call for a Sunset Champagne Cruise or Dinner Cruise. And for the ultimate in luxury, gather family and friends or just one significant other on a 65-foot schooner and sail away on a Key West Wind & Wine Private Charter.

Q: What kind of wine is served on the Key West Wind & Wine Sunset Sail?

A: Looking for a sunset cruise with a focus on fine wine to go with the fine view? The Key West Wind & Wine Sunset Sail is a legend with locals and visitors alike. This elegant and awesome sunset cruise has pulled down top ratings on Trip Advisor for several consecutive years in addition to earning a Top Sunset Cruise designation (one of the top 2 in North America) from Coastal Living Magazine. The Wind & Wine is a cruise that stands above the rest because it is one of very few sailing excursions in the United States that offers a selection of “real” fine wines from America and around the world.

A small group will gather on deck beneath the billowing sails to enjoy an intimate atmosphere, tropical music, and the incredible Key West sunset along with 8 different wines from around the world and 5 types of domestic and imported beer. There are usually 4 red and 3 white wines plus a champagnoise open for the tasting. The charcuterie and cheese board goes far beyond simple sailors’ rations to deliver the perfect wine pairings with Dill Havarti, Smoked Gouda, fresh Mozzarella, and Brie cheeses. Caprese skewers, summer sausage, honey-drizzled green apple slices, fruit, water crackers and more make for the ultimate water-borne wine tasting session.

Q: Skipjack schooner or catamaran – which one is best for a sunset cruise?

A: Sailing schooners and sailing or powered catamarans are the two most popular Key West sunset cruise vessels. In fact, these are the most commonly used craft for all types of Key West water tours from Backcountry snorkeling and kayak tours to glass-bottom boat rides. The reason for this is simple – skipjack-style schooners and catamarans are both shallow-draft boats that are well-suited to navigating the sandbar- and reef-filled waters around Key West.

Skipjack schooners were originally designed for harvesting oysters in shallow Chesapeake Bay. Adopted for use by 19th-century Florida Keys wreckers, sailors who would race out to salvage cargo from ill-fated ships caught on the reefs around the Keys, skipjacks became very common in local waters as general working and fishing boats. Modern catamarans are adaptations of ancient Polynesian boat designs used by sea-going peoples who lived on tropical islands ringed by shallow coral reefs and lagoons. The ability to skim through the shallows and land directly on the beach was critical. Known for their stability and versatility, today’s catamarans are the fastest and shallowest-running boats on the water.

Both types of vessel provide a safe, comfortable ride and can take guests to the best places to sightsee and play in Key West waters. Do you enjoy a touch of history and the romance of a tall ship under sail? Then a schooner would be a good choice. These classic ships have been sailing out of Key West for over 200 years, and guests who come aboard a Key West schooner today are in for an award-winning luxury sunset cruise.

Catamarans also move very gracefully under sail, but a key difference is that the cat’s deck remains level at all times because the vessel does not heel (lean over under the wind power) like a single-hull sailboat. A catamaran can also offer more wide-open deck space between the two hulls. This allows for seating at tables, live music and dancing, and ease of movement around deck for enjoying the view and taking pictures. The broad, flat deck also makes the catamaran a great play boat for an afternoon of watersports and sunbathing.

Schooners and catamarans are both a lot of fun on the water, so the choice between them is mainly about a guest’s personal preference. Planned activities for the sailing trip as well as any physical limitations and the need for ease of movement should also be considered. Of course, many Key West visitors end up going out on both types of vessel to enjoy not only beautiful sunset cruises but the many other opportunities for fun on and in the water that have made Key West a world-famous tropical vacation destination.

Q: What are the best options for Key West Sunset Cruises?

A: According to verified reviews on Cool Key West and TripAdvisor, the best Key West Sunset Cruises are:

Q: What are the best kid-friendly options for Key West Sunset Cruises Activities?

A: According to verified reviews on Cool Key West and TripAdvisor, the best kid-friendly Key West Sunset Cruises are:

View all kid-friendly Activities →

Q: Which Key West Sunset Cruises have Instant Confirmation?

A: Key West Sunset Cruises with Instant Confirmation include:

View all Activities with Instant Confirmation →

Q: Which Key West Sunset Cruises have Free Cancellation?

A: Key West Sunset Cruises with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

Q: I need a ride! Which Key West Sunset Cruises include Hotel Pickup?

A: No problem. These Key West Sunset Cruises include Hotel Pickup:

View all Activities with Hotel Pickup →

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This Privacy Policy describes Our policies and procedures on the collection, use, and disclosure of Your information when You use the Service and tells You about Your privacy rights and how the law protects You.

We use Your Personal data to provide and improve the Service. By using the Service, You agree to the collection and use of information in accordance with this Privacy Policy.

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Types of data collected.

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Usage Data may include information such as Your Device’s Internet Protocol address (e.g. IP address), browser type, browser version, the pages of our Service that You visit, the time and date of Your visit, the time spent on those pages, unique device identifiers and other diagnostic data.

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Retention of Your Personal Data

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The Company will also retain Usage Data for internal analysis purposes. Usage Data is generally retained for a shorter period of time, except when this data is used to strengthen the security or to improve the functionality of Our Service, or We are legally obligated to retain this data for longer time periods.

Transfer of Your Personal Data

Your information, including Personal Data, is processed at the Company’s operating offices and in any other places where the parties involved in the processing are located. It means that this information may be transferred to — and maintained on — computers located outside of Your state, province, country or other governmental jurisdiction where the data protection laws may differ than those from Your jurisdiction.

Your consent to this Privacy Policy followed by Your submission of such information represents Your agreement to that transfer.

The Company will take all steps reasonably necessary to ensure that Your data is treated securely and in accordance with this Privacy Policy and no transfer of Your Personal Data will take place to an organization or a country unless there are adequate controls in place including the security of Your data and other personal information.

Disclosure of Your Personal Data

Business Transactions If the Company is involved in a merger, acquisition or asset sale, Your Personal Data may be transferred. We will provide notice before Your Personal Data is transferred and becomes subject to a different Privacy Policy.

Law enforcement Under certain circumstances, the Company may be required to disclose Your Personal Data if required to do so by law or in response to valid requests by public authorities (e.g. a court or a government agency).

Other legal requirements The Company may disclose Your Personal Data in the good faith belief that such action is necessary to:

• Comply with a legal obligation
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• Prevent or investigate possible wrongdoing in connection with the Service
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• Protect against legal liability

Security of Your Personal Data

The security of Your Personal Data is important to Us, but remember that no method of transmission over the Internet or method of electronic storage is 100% secure. While We strive to use commercially acceptable means to protect Your Personal Data, We cannot guarantee its absolute security.

Detailed Information on the Processing of Your Personal Data

Service Providers have access to Your Personal Data only to perform their tasks on Our behalf and are obligated not to disclose or use it for any other purpose.

Analytics We may use third-party Service providers to monitor and analyze the use of our Service.

• Google Analytics Google Analytics is a web analytics service offered by Google that tracks and reports website traffic. Google uses the data collected to track and monitor the use of our Service. This data is shared with other Google services. Google may use the collected data to contextualize and personalize the ads of its own advertising network. You can opt-out of having made your activity on the Service available to Google Analytics by installing the Google Analytics opt-out browser add-on. The add-on prevents the Google Analytics JavaScript (ga.js, analytics.js, and dc.js) from sharing information with Google Analytics about visits activity. For more information on the privacy practices of Google, please visit the Google Privacy & Terms web page:  https://policies. google .com/privacy?hl=en .

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Behavioral Remarketing The Company uses remarketing services to advertise on third party websites to You after You visited our Service. We and Our third-party vendors use cookies to inform, optimize, and serve ads based on Your past visits to our Service.

• Google Ads (AdWords) Google Ads (AdWords) remarketing service is provided by Google Inc. You can opt-out of Google Analytics for Display Advertising and customize the Google Display Network ads by visiting the Google Ads Settings page:  http://www.google.com/settings/ads . Google also recommends installing the Google Analytics Opt-out Browser Add-on –  https://tools.google.com/dlpage/gaoptout  – for your web browser. Google Analytics Opt-out Browser Add-on provides visitors with the ability to prevent their data from being collected and used by Google Analytics. For more information on the privacy practices of Google, please visit the Google Privacy & Terms web page:  https://policies.google.com/privacy?hl=en .
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• Twitter Twitter remarketing service is provided by Twitter Inc. You can opt-out from Twitter’s interest-based ads by following their instructions:  https://support.twitter.com/articles/20170405 . You can learn more about the privacy practices and policies of Twitter by visiting their Privacy Policy page:  https://twitter.com/privacy .
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• Perfect Audience Perfect Audience remarketing service is provided by NowSpots Inc. You can opt-out of Perfect Audience remarketing by visiting these pages: Platform Opt-out (http://pixel.prfct.co/coo) and Partner Opt-out (http://ib.adnxs.com/optout). For more information on the privacy practices of Perfect Audience, please visit the Perfect Audience Privacy Policy & Opt-out web page:  https://www.perfectaudience.com/privacy/index.html .

We may provide paid products and/or services within the Service. In that case, we may use third-party services for payment processing (e.g. payment processors).

We will not store or collect Your payment card details. That information is provided directly to Our third-party payment processors whose use of Your personal information is governed by their Privacy Policy. These payment processors adhere to the standards set by PCI-DSS as managed by the PCI Security Standards Council, which is a joint effort of brands like Visa, Mastercard, American Express, and Discover. PCI-DSS requirements help ensure the secure handling of payment information.

• Stripe Their Privacy Policy can be viewed at  https://stripe.com/us/privacy .

When You use Our Service to pay for a product and/or service via bank transfer, We may ask You to provide information to facilitate this transaction and to verify Your identity.

GDPR Privacy

Legal Basis for Processing Personal Data under GDPR We may process Personal Data under the following conditions:

• Consent:  You have given Your consent for processing Personal Data for one or more specific purposes.
• Performance of a contract:  Provision of Personal Data is necessary for the performance of an agreement with You and/or for any pre-contractual obligations thereof.
• Legal obligations:  Processing Personal Data is necessary for compliance with a legal obligation to which the Company is subject.
• Vital interests:  Processing Personal Data is necessary in order to protect Your vital interests or of another natural person.
• Public interests:  Processing Personal Data is related to a task that is carried out in the public interest or in the exercise of official authority vested in the Company.
• Legitimate interests:  Processing Personal Data is necessary for the purposes of the legitimate interests pursued by the Company.

In any case, the Company will gladly help to clarify the specific legal basis that applies to the processing, and in particular whether the provision of Personal Data is a statutory or contractual requirement, or a requirement necessary to enter into a contract.

Your Rights under the GDPR The Company undertakes to respect the confidentiality of Your Personal Data and to guarantee You can exercise Your rights.

You have the right under this Privacy Policy, and by law, if You are within the EU, to:

• Request access to Your Personal Data.   The right to access, update, or delete the information We have on You. Whenever made possible, you can access, update, or request the deletion of Your Personal Data directly within Your account settings section. If you are unable to perform these actions yourself, please contact Us to assist You. This also enables You to receive a copy of the Personal Data We hold about You.
• Request correction of the Personal Data that We hold about You.   You have the right to have any incomplete or inaccurate information We hold about You corrected.
• Object to processing of Your Personal Data.   This right exists where We are relying on legitimate interest as the legal basis for Our processing and there is something about Your particular situation, which makes You want to object to our processing of Your Personal Data on this ground. You also have the right to object where We are processing Your Personal Data for direct marketing purposes.
• Request erasure of Your Personal Data.   You have the right to ask Us to delete or remove Personal Data when there is no good reason for Us to continue processing it.
• Request the transfer of Your Personal Data.   We will provide to You, or to a third-party You have chosen, Your Personal Data in a structured, commonly used, machine-readable format. Please note that this right only applies to automated information which You initially provided consent for Us to use or where We used the information to perform a contract with You.
• Withdraw Your consent.   You have the right to withdraw Your consent on using your Personal Data. If You withdraw Your consent, We may not be able to provide You with access to certain specific functionalities of the Service.

Exercising of Your GDPR Data Protection Rights You may exercise Your rights of access, rectification, cancellation, and opposition by contacting Us. Please note that we may ask You to verify Your identity before responding to such requests. If You make a request, We will try our best to respond to You as soon as possible.

You have the right to complain to a Data Protection Authority about Our collection and use of Your Personal Data. For more information, if You are in the European Economic Area (EEA), please contact Your local data protection authority in the EEA.

Facebook Fan Page

Data Controller for the Facebook Fan Page The Company is the Data Controller of Your Personal Data collected while using the Service. As the operator of our Facebook Fan Page, the Company and the operator of the social network Facebook are Joint Controllers.

The Company has entered into agreements with Facebook that define the terms for use of the Facebook Fan Page, among other things. These terms are mostly based on the Facebook Terms of Service:  https://www.facebook.com/terms.php .

Visit the Facebook Privacy Policy  https://www.facebook.com/policy.php  for more information about how Facebook manages Personal data or contact Facebook online, or by mail: Facebook, Inc. ATTN, Privacy Operations, 1601 Willow Road, Menlo Park, CA 94025, United States.

Facebook Insights We use the Facebook Insights function in connection with the operation of the Facebook Fan Page and on the basis of the GDPR, in order to obtain anonymized statistical data about Our users.

For this purpose, Facebook places a Cookie on the device of the user visiting Our Facebook Fan Page. Each Cookie contains a unique identifier code and remains active for a period of two years, except when it is deleted before the end of this period.

Facebook receives, records and processes the information stored in the Cookie, especially when the user visits the Facebook services, services that are provided by other members of the Facebook Fan Page and services by other companies that use Facebook services.

For more information on the privacy practices of Facebook, please visit Facebook Privacy Policy here:  https://www.facebook.com/full_data_use_policy .

CCPA Privacy

Your Rights under the CCPA Under this Privacy Policy, and by law if You are a resident of California, You have the following rights:

• The right to notice.   You must be properly notified which categories of Personal Data are being collected and the purposes for which the Personal Data is being used.
• The right to access / the right to request.   The CCPA permits You to request and obtain from the Company information regarding the disclosure of Your Personal Data that has been collected in the past 12 months by the Company or its subsidiaries to a third-party for the third party’s direct marketing purposes.
• The right to say no to the sale of Personal Data.   You also have the right to ask the Company not to sell Your Personal Data to third parties. You can submit such a request by visiting our “Do Not Sell My Personal Information” section or web page.
• The categories of Personal Data collected
• The sources from which the Personal Data was collected
• The business or commercial purpose for collecting or selling the Personal Data
• Categories of third parties with whom We share Personal Data
• The specific pieces of Personal Data we collected about You
• The right to delete Personal Data.   You also have the right to request the deletion of Your Personal Data that has been collected in the past 12 months.
• Denying goods or services to You
• Charging different prices or rates for goods or services, including the use of discounts or other benefits or imposing penalties
• Providing a different level or quality of goods or services to You
• Suggesting that You will receive a different price or rate for goods or services or a different level or quality of goods or services.

Exercising Your CCPA Data Protection Rights In order to exercise any of Your rights under the CCPA, and if you are a California resident, You can email or call us or visit our “Do Not Sell My Personal Information” section or web page.

The Company will disclose and deliver the required information free of charge within 45 days of receiving Your verifiable request. The time period to provide the required information may be extended once by an additional 45 days when reasonably necessary and with prior notice.

Do Not Sell My Personal Information

We do not sell personal information. However, the Service Providers we partner with (for example, our advertising partners) may use technology on the Service that “sells” personal information as defined by the CCPA law.

If you wish to opt out of the use of your personal information for interest-based advertising purposes and these potential sales as defined under CCPA law, you may do so by following the instructions below.

Please note that any opt-out is specific to the browser You use. You may need to opt-out on every browser that you use.

Website You can opt-out of receiving ads that are personalized as served by our Service Providers by following our instructions presented on the Service:

• From their “Cookie Consent” notice banner
• Or from their “CCPA Opt-out” notice banner
• Or from their “Do Not Sell My Personal Information” notice banner
• Or from their “Do Not Sell My Personal Information” link

The opt out will place a cookie on Your computer that is unique to the browser You use to opt out. If you change browsers or delete the cookies saved by your browser, you will need to opt out again.

Mobile Devices Your mobile device may give you the ability to opt out of the use of information about the apps you use in order to serve you ads that are targeted to your interests:

• “Opt out of Interest-Based Ads” or “Opt out of Ads Personalization” on Android devices
• “Limit Ad Tracking” on iOS devices

You can also stop the collection of location information from Your mobile device by changing the preferences on your mobile device.

“Do Not Track” Policy as Required by California Online Privacy Protection Act (CalOPPA)

Our Service does not respond to Do Not Track signals.

However, some third party websites do keep track of Your browsing activities. If You are visiting such websites, You can set Your preferences in Your web browser to inform websites that You do not want to be tracked. You can enable or disable DNT by visiting the preferences or settings page of Your web browser.

Children’s Privacy

Our Service does not address anyone under the age of 13. We do not knowingly collect personally identifiable information from anyone under the age of 13. If You are a parent or guardian and You are aware that Your child has provided Us with Personal Data, please contact Us. If We become aware that We have collected Personal Data from anyone under the age of 13 without verification of parental consent, We take steps to remove that information from Our servers.

Your California Privacy Rights (California’s Shine the Light law)

Under California Civil Code Section 1798 (California’s Shine the Light law), California residents with an established business relationship with us can request information once a year about sharing their Personal Data with third parties for the third parties’ direct marketing purposes.

If you’d like to request more information under the California Shine the Light law, You can contact Us using the contact information provided below.

California Privacy Rights for Minor Users (California Business and Professions Code Section 22581)

California Business and Professions Code section 22581 allows California residents under the age of 18 who are registered users of online sites, services, or applications to request and obtain removal of content or information they have publicly posted.

To request removal of such data, and if you are a California resident, You can contact Us using the contact information provided below, and include the email address associated with Your account.

Be aware that Your request does not guarantee complete or comprehensive removal of content or information posted online and that the law may not permit or require removal in certain circumstances.

Links to Other Websites

Our Service may contain links to other websites that are not operated by Us. If You click on a third party link, You will be directed to that third party’s site. We strongly advise You to review the Privacy Policy of every site You visit.

We have no control over and assume no responsibility for the content, privacy policies or practices of any third party sites or services.

Changes to this Privacy Policy

We may update our Privacy Policy from time to time. We will notify You of any changes by posting the new Privacy Policy on this page.

You are advised to review this Privacy Policy periodically for any changes. Changes to this Privacy Policy are effective when they are posted on this page.

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Sorting, ranking, and search results

Cool Key West wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Key West over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Accessibility

Accessibility modes, online dictionary, readable experience, visually pleasing experience, easy orientation.

Cool Key West Accessibility Statement

Accessibility Statement

• www.coolkeywest.com
• September 19, 2024

Compliance status

Screen-reader and keyboard navigation.

• Screen-reader optimization: we run a background process that learns the website’s components from top to bottom, to ensure ongoing compliance even when updating the website. In this process, we provide screen-readers with meaningful data using the ARIA set of attributes. For example, we provide accurate form labels; descriptions for actionable icons (social media icons, search icons, cart icons, etc.); validation guidance for form inputs; element roles such as buttons, menus, modal dialogues (popups), and others. Additionally, the background process scans all of the website’s images and provides an accurate and meaningful image-object-recognition-based description as an ALT (alternate text) tag for images that are not described. It will also extract texts that are embedded within the image, using an OCR (optical character recognition) technology. To turn on screen-reader adjustments at any time, users need only to press the Alt+1 keyboard combination. Screen-reader users also get automatic announcements to turn the Screen-reader mode on as soon as they enter the website.These adjustments are compatible with all popular screen readers, including JAWS and NVDA.
• Keyboard navigation optimization: The background process also adjusts the website’s HTML, and adds various behaviors using JavaScript code to make the website operable by the keyboard. This includes the ability to navigate the website using the Tab and Shift+Tab keys, operate dropdowns with the arrow keys, close them with Esc, trigger buttons and links using the Enter key, navigate between radio and checkbox elements using the arrow keys, and fill them in with the Spacebar or Enter key.Additionally, keyboard users will find quick-navigation and content-skip menus, available at any time by clicking Alt+1, or as the first elements of the site while navigating with the keyboard. The background process also handles triggered popups by moving the keyboard focus towards them as soon as they appear, and not allow the focus drift outside of it.Users can also use shortcuts such as “M” (menus), “H” (headings), “F” (forms), “B” (buttons), and “G” (graphics) to jump to specific elements.

Disability profiles supported in our website

• Epilepsy Safe Mode: this profile enables people with epilepsy to use the website safely by eliminating the risk of seizures that result from flashing or blinking animations and risky color combinations.
• Visually Impaired Mode: this mode adjusts the website for the convenience of users with visual impairments such as Degrading Eyesight, Tunnel Vision, Cataract, Glaucoma, and others.
• Cognitive Disability Mode: this mode provides different assistive options to help users with cognitive impairments such as Dyslexia, Autism, CVA, and others, to focus on the essential elements of the website more easily.
• ADHD Friendly Mode: this mode helps users with ADHD and Neurodevelopmental disorders to read, browse, and focus on the main website elements more easily while significantly reducing distractions.
• Blindness Mode: this mode configures the website to be compatible with screen-readers such as JAWS, NVDA, VoiceOver, and TalkBack. A screen-reader is software for blind users that is installed on a computer and smartphone, and websites must be compatible with it.
• Keyboard Navigation Profile (Motor-Impaired): this profile enables motor-impaired persons to operate the website using the keyboard Tab, Shift+Tab, and the Enter keys. Users can also use shortcuts such as “M” (menus), “H” (headings), “F” (forms), “B” (buttons), and “G” (graphics) to jump to specific elements.

Additional UI, design, and readability adjustments

• Font adjustments – users, can increase and decrease its size, change its family (type), adjust the spacing, alignment, line height, and more.
• Color adjustments – users can select various color contrast profiles such as light, dark, inverted, and monochrome. Additionally, users can swap color schemes of titles, texts, and backgrounds, with over 7 different coloring options.
• Animations – epileptic users can stop all running animations with the click of a button. Animations controlled by the interface include videos, GIFs, and CSS flashing transitions.
• Content highlighting – users can choose to emphasize important elements such as links and titles. They can also choose to highlight focused or hovered elements only.
• Audio muting – users with hearing devices may experience headaches or other issues due to automatic audio playing. This option lets users mute the entire website instantly.
• Cognitive disorders – we utilize a search engine that is linked to Wikipedia and Wiktionary, allowing people with cognitive disorders to decipher meanings of phrases, initials, slang, and others.
• Additional functions – we provide users the option to change cursor color and size, use a printing mode, enable a virtual keyboard, and many other functions.

Browser and assistive technology compatibility

Notes, comments, and feedback.

• Part of the Hindu Charters Family
• (305) 509-1771
• [email protected]

Argo Navis is a 75 ft luxury catamaran — the last commercial sailing vessel built in Key West, Florida. We sail year-round from the Key West Historic Seaport offering Sunset Cruises, Brunch Sails, and Day Trips as well as Special Events. All ticketed trips are inclusive of craft beers & cocktails, fine wines, as well as light bites & heavier menu offerings, depending on the trip. Our team specializes in creating and hosting your perfect Private Charter and the vessel is also available as a venue for corporate meetings, classes, summits & seminars. 

Argo navis is part of the hindu charters family – sail as you are. .

Join us on the SV Argo Navis, the only luxury catamaran sailing yacht in Key West, for 2 hours of craft food and drink pairings as the sun sets where the Atlantic Ocean meets the Gulf of Mexico. Your sail through the enchanting changing tropical colors of the sky and water includes a selection of craft beers, fine wines, six rounds of charcuterie style passed appetizers and bean-to-bar chocolates chosen by our crew with suggestions from our sommelier. We don’t play any music and never overcrowd the boat so there’s a seat for everyone to enjoy space to stretch out and relax while experiencing the tranquility of a wind driven vessel. A sunset on the water is the original nightly show, and we’ve got the best front row seats.

The Argo also offers a Best of Key West Sunday Brunch, special themed and holiday sails, and private charters for your group or event. From weddings to corporate retreats, chef dinners to birthday and anniversary celebrations to dockside meeting venues, the crew is standing by to custom create your perfect excursion with exquisite attention to every detail.

Sail as you are on the 75’ luxury catamaran SV Argo Navis for an unsurpassed experience. Book direct here on the website or call 305.509.1771 for personalized assistance. Always friendly dog friendly on all our sails. Have more questions about our sailing charters?  View our Frequently Asked Questions page here.

Thank you for choosing to sail as you are! You can call us directly at 305-509-1771 for more information, or use the link below to reserve your sail online. We appreciate your business and look forward to sailing with you.

Have more questions? See our FAQ here.

What Do Our Guests Say?

See more reviews.

PART OF THE HINDU FAMILY

Hindu Charters is a family-owned, local business sailing out of both Key West, Florida and Provincetown, Massachusetts. Schooner Hindu, one of the oldest, most historic wooden schooners in the Florida Keys, has been sailing out of P-Town since 1946. Built in 1925, Hindu is undergoing a top to bottom historic restoration just in time for her 100 th anniversary. To help with this enormous undertaking, all sails on our luxury catamaran SV Argo Navis support this effort.

Location Of The Boat

Get directions to the boat.

PROUD SUPPORTER

FRIENDS & COMMUNITY PARTNERS

The 8 Best Sunset Cruises in Key West (2024)

What better way to experience the majestic beauty of the Florida keys than by enjoying some of the best sunset cruises in Key West. Enjoy a fantastic Key West sunset with live music and bottomless booze with several different sunset cruise operators to choose from.

There are plenty of options for the best sunset cruise in Key West, with many providing drinks, snacks, or dinner as you take in the sunset. The most popular options are watching the sunset on a catamaran, listening to a live band, hoisting the sail and enjoying the best of Key West. 

Top Pick: Key West Sunset Cruise

Don’t miss one of the highest-rated Sunset Cruises in Key West with over 2000 positive reviews and our top choice of the best sunset cruise in Key West !

Meeting Points & Information

• Most of the Key West sunset cruise meeting points are Key West Historic Harbor or near Conch Republic . 
• The minimum drinking age is 21 years old . 
• The time of sunset in Key West varies throughout the year, but you can expect boat departures between 6 pm and  8 pm. 

1. Key West Sunset Champagne Catamaran Cruise

4.5 Stars (449 Reviews)

Sebago has operated its Key West Sunset Champagne Catamaran Cruise for a number of years and is one of the top-rated Key West sunset cruises. Experience a 69-foot catamaran with an open bar that includes views across the Gulf of Mexico & Atlantic Ocean.  

The hugely popular tour offers a hugely enjoyable Key West cruise experience, with a fantastic crew and captain who are eager to answer questions and point out sights of interest. Savor the spectacular sunset with either a beer, glass of champagne, wine or sangria. 

Included in the tour: 

• Unlimited wine, beer, soft drinks
• A modern catamaran
• Tour length: 1 Hour & 30 Minutes – 2 hours. 

What Guests Said:

“I had an absolutely amazing time! The views were breathtaking, the crew was exceptional, and the overall ambiance was magical. The sunset was a sight I will cherish forever. I highly recommend this cruise to anyone visiting Key West. Thank you for providing such a remarkable experience!” Joonhyeong_P

2. Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

4.5 Stars (372 Reviews)

Enjoy a cruise on a spectacular Key West catamaran with departures either in the morning or late in the evening for a sunset cruise.

The Key West Dolphin Watch Sunset Sail is an intimate sunset cruise that sails past the landmarks of Key West and takes in stunning views of Fort Zachary Taylor , as well as spotting wild dolphins in the Gulf of Mexico. 

Enjoy the Key West sunset from the catamaran as you enjoy freshly prepared tapas and snacks. This Key West sunset cruise is perfect for anyone looking to sit back and relax, perhaps even spot dolphins and enjoy conversation with fellow passengers. 

Included in the tour:

• Small Groups
• Departures from Key West Historic Harbor
• Tour length 2 Hours 30 Minutes

Price of Cruise: $92 per person. 

“ Aside from the amazing sail, the chats with the crew and other passengers was really an added highlight. We love being on the water and sunset did not disappoint – we also got to see some dolphins, but, being able to talk to the entire crew and some passengers really did add to the overall experience. Highly recommend this experience. Captain Rachel was phenomenal and we thoroughly enjoyed it .”

3. Key West Premium Sunset Sail aboard Schooner with Hors D’oeuvres and Full Bar

5 Stars (442 Reviews)

Unlike several of the other Key West sunset cruises which take place aboard a catamaran, sailing on a classic schooner is a completely different experience . 

The classic schooner offers visitors a romantic vessel to enjoy watching the spectacular Key West sunset. With gorgeous hors d’oeuvres provided as you sail around iconic Key West landmarks such as Mallory Square which also happens to be the birthplace of watching sunsets in Key West. 

Take in the sights and even help the crew hoist the sails on this classic Key West Schooner .  The romantic sunset cruise on Appledore Star is one of the best sunset sail Key West tours.

Included in the Key West Sunset Cruise:

• Tasty finger food
• Hoist the sails with the crew
• Tour length: 2 hours

What Guests Said:  

“Great crew, just the right amount of time and beautiful sunset. The hors’d ‘oeuvres were tasty and lots of drink options. Champagne at sunset was my guilty pleasure! We’ll book again next time we visit!”

4. Key West Sunset Cruise with Tropical Buffet Dinner

4 Stars (961 Reviews)

Spend your late afternoon enjoying the infamous Key West Sunset with a tropical buffet dinner . The menu changes regularly but can expect to find typical dishes that are influenced by the region, such as black beans and rice, or Caribbean roast pork . Don’t miss trying the plantains!

With the weather in Florida sometimes being overwhelmingly hot, you can relax in the large open cabin that is able to fit 60 people comfortably with AC . When you’ve finished dining on the scrumptious buffet dinner, head to the deck, listen to the live music and enjoy the incredible sunset. 

With an open bar that includes mojitos, what better way to enjoy one of the best sunset cruises in Key West than by sitting on a 65-foot yacht and making new memories. 

• Tropical buffet dinner
• Air Conditioning
• Spectacular Key West sunset views

Price of Cruise: $88

“The food was amazing!! The service outstanding! Entertainment was great and funny! The performer engaged the crowd and was family friendly.”

5. Key West Sunset Sail with Full Bar, Live Music & Hors D’oeuvres

4.5 Stars (2229 Reviews)

One of the top-rated and best sunset cruises in Key West is the Key West Sunset Sail with Full Bar and Live Music. Set sail in the late afternoon and enjoy terrific live music, a full open bar, and plenty of delicious hors d’oeuvres. 

It also happens to be one of the busiest booze cruises in Key West that has a solid reputation for its energetic crew and entertainment. Dance the evening away while enjoying a full open bar that includes beer, sodas, wine and sparkling wine. 

The hors d’oeuvres are tasty finger food staples such as egg rolls, shrimp and other great food for soaking up all the booze!

With live commentary and information about the island of Key West, the Key West cruise takes in the landmarks of Key West and one of the most spectacular sunsets in the Florida Keys. 

• Hearty snacks

Price of Cruise: $80

“Live music, good appetizers and great crew! We had a blast! We’d do it again and recommend to anyone especially couples.”

6. 2-Hour Private Sunset Cruise around Key West

4.5 Stars (46 Reviews)

Want to escape the crowds and charter your own private sunset cruise in Key West ? Then Blue Chi Charters offers an incredible and intimate experience. Experience the incredible Key West sunset with just your loved ones, as you spend 2 hours passing by the iconic Key West landmarks. 

Savour the privacy and experience Key West without the crowds, as you head to points of interest like the Southernmost Point in the USA, or uninterrupted views of Fort Zachary Taylor State Park & Mallory Square. 

You can enjoy your private sunset cruise in Key West with complimentary beverages. You can also bring your own bottles of wine and beer on board as they have an ice cooler. 

• Private Charter Boat
• Bottled Water

“I took my significant other for a private, romantic cruise into the sunset and we had a wonderful time on this two hour ride around Key West. Our Skipper was very knowledgeable and kind, he provided interesting insights at just the right moments without being intrusive. It was a truly romantic and memorable experience that ended with a spectacular sunset.”

7. Key West Sunset Snorkel with Unlimited Draft Beer & Wine

4.5 Stars (76 Reviews)

Set sail and explore the incredible crystal clear waters of Key West, stopping off for snorkeling and swimming in the waters of the Atlantic Ocean . Experience the magic of the coral reefs that are abundant with marine life. 

Spend the hours before sunset swimming the 3rd largest natural reef in the world, the Florida Marine Sanctuary. Keep your eyes peeled for turtles, reef fish and you may even spot a wild dolphin!

Back on board, enjoy the amazing Key West sunset with a nice cold beer or glass of wine as your dry off. This is one of the best sunset cruises in Key West for visitors looking to swim and enjoy a spectacular sunset.

Included in the private catamaran:

• Snorkeling equipment
• Open water snorkeling in a coral reef

Price of Cruise: $60

“The crew made the experience easy and super enjoyable. The tour isn’t crowded and comfortable. Definitely recommend this one out of all the tours in Key west!”

8. Sunset Tiki Boat Tour in Key West

5 Stars (93 Reviews)

If you are in Key West with a group of friends, what better way to enjoy the amazing sunset in Key West than by renting your very own Tiki Boat ? 

Bring your own booze as you and your friends set sail on a tiki boat complete with a tiki bar! 

“What a great night! Very fun to be on the water on this boat! Nick the captain was personable and fun! We brought our white claw and snacks! We will book this again!!”

A Key West Sunset Cruise You Won’t Forget

Why not take the hassle and claustrophobia out of watching the Key West sunset by taking a splendid and squish-less experience of a fabulous Key West sunset cruise?

Drop a comment below and let me know which of the best sunset cruises in Key West you ended up choosing and how it was! Continuing on your Florida adventure? Make sure to check out my post on the best rooftop bars in Tampa .

Pin for Later!

Meet Missy…

Missy spent the first 2 decades of her life living in her native Dublin, Ireland. Before a life living overseas called to her, and she spent the next decade living in China, Laos & Belgium. She now splits her time in Antwerp, Belgium, and wherever the sun is currently shining. You can follow Missy’s real-time travels on her Instagram .

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• Things To Do
• Key West Hotels
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Lowest Price Guaranteed

Please note: After your purchase is confirmed you will receive a complete tour itinerary with check-in time, location and what to bring.

Land's End Sunset Sail

Restrictions

• Amazing Key West Sunset
• A Romantic Atmosphere Aboard The Pelican, a Luxury Catamaran Yacht
• Delicious Hors D'oeuvres, Including Peel & Eat Shrimp
• Complimentary Sangria, Champagne, Wine, Beer, and Soft Drinks
• Full Liquor Bar

Ready for a romantic sunset aboard our luxury yacht? Best on Key West offers a relaxing and picturesque sunset cruise on one of our catamaran yachts. There’s plenty of room to sit back and enjoy the most beautiful sunsets that can only be seen in the Key West skies. We offer an intimate experience for this sunset sail, which means we limit passengers to half of the boat’s capacity. This gives you a cozier experience and a guaranteed perfect view of the blazing sunset sky while we sail peacefully down the coast.

A Sunset Sight to Behold

After a long day of watersport activities, shopping, and all of the other splendid festivities Key West offers, take our Land's End Sail and let the tranquil rocking of the boat help you  unwind. We invite you to sit back and enjoy yourself with complimentary chilled champagne, boutique wine, tropical sangria, premium beer and soft drinks. Our caterers also prepare and serve mouth-watering, chef-selected hors d’oeuvres including the area’s most delicious peel-and-eat shrimp.

This luxury sunset cruise leaves every afternoon from the Historic Key West Seaport. Our departure times are adjusted seasonally to ensure optimal viewing. We depart at 5 p.m. in the winter and at 6:30 p.m. in the summer, with check-in and boarding times 30 minutes prior to departure (exact check-in and departure times and details will be provided in a confirmation email). Sailing along the south shores of the island, you’ll have the best views of the coast and the sun hitting the watery horizon. 

This 2-hour sunset sail is a perfect way to end your Key West day. We invite you to experience the sunset in true Key West fashion with your loved ones, friends or your whole family. To watch the sun dip below the dark blue waters from a luxurious Best on Key West boat, all while sailing through the warm breeze along the southernmost point of the continental United States, is truly a spectacular venture. Don’t miss out on making some the greatest memories with the ones you love under the best views of the Key West sunset skies.

What is the weather cancellation policy? If the activity must is cancelled due to bad weather, and you cannot reschedule, you will be issued a full refund.

Where is the departure point for this tour? Check-in instructions will be included in your activity confirmation email.

Where can I park? There is metered parking available near the check-in facility.

It is your responsibility to make sure you are aware of and understand all restrictions pertaining to this tour before booking online or over the phone. It is your responsibility to ensure that you are medically qualified and within any limits listed below in order to participate in this activity. No refunds will be given to those who reserve a spot and can not participate due to the restrictions listed below. For more information please read our cancellation policy and terms and conditions page or call our staff with any questions regarding your ability to participate.

• 21 and over for drinking (must show valid picture ID)
• NOTICE : The discounted prices may not be available during Peak or Holiday periods. Peak/Holiday pricing is $69.95 per adult. 

Found a better price online? We will price match it. Just call our Activity concierge and ask for our price matching special.

Price Match Guarantee

Found a better price online ? We'll Price Match It.

WE WON'T BE BEAT ON PRICE!

In fact, our prices are up to 56% Cheaper*

Best On Key West is the #1 Tour and Activity Concierge in Key West

To prove it we are matching all online pricing on the tours we offer.

For price matching call

*Current Parasailing price on Carnival of $89.99 vs $39.95 with us

Get Your Free Key West Guide

What Should I Bring?

• Directions to Echo, Cruise Ship & K.W. Passenger Info

Key West Info

• Cancellation Policies, Terms and Conditions
• Catamaran Echo Videos
• Echo 2 Private Day Charters
• Echo 3 Private Day Charters
• ECHO Upgrades
• Tasting Notes
• Echo 2 Sunset Cruise
• Echo 3 Sunset Cruise

ECHO Fall 2024 specials!

Book during august and september for any future date for great promo code discounts., $200 off all echo 3 private charters – use promo code “200echo3”, $100 off all echo 2 private charters – use promo code “echofall100”, $20 off all echo 2 and echo 3 public trips (by the seat) – use promo core “echofall20”.

Catamaran ECHO 2

Current public & private trips – book here online, (free shuttle to the echo 2 dock from the perry hotel).

Catamaran ECHO 3

Premium public and private trips – book here online, (free shuttle from downtown key west, free parking, easy uber), …is a fast and comfortable sailing machine, providing the most stable ride on the water. naturally it’s a catamaran.

And with our big bimini top, you can get all the Key West sun or shade that you want. The fresh water shower on deck comes in handy on those hot days. A private bathroom in the cabin makes a day in the wildlife refuge civilized and helps protect our tropical waters.

ECHO 2 is located at the “Key West Historic Seaport” which is downtown in Old Key West at the famous Key West Bight. The Historic Seaport “Harbor Walk” goes right around the water’s edge and leads right to ECHO’s dock along side the famous “Boat House Restaurant at Turtle Kraals”. Spend the day on the Harbor Walk before and after your ECHO trip and visit all the great shops, restaurants and bars and galleries. This is where all the locals hang out!

So come and hang out in the coolest part of town and cruise with us at Catamaran ECHO ..

ECHO'S Official Website

Wild Dolphin

Snorkeling & Sailing Adventure

Click here to read more!

Private Day Charters

Echo 2 – Downtown Key West Echo 3 – Uptown Key West

Sunset Cruise - Adults Only

Private Trips Available (all ages welcome)

Towel (day trips), Sun screen applied (no oil), Hat, Camera, Sunglasses (polarized best), a jacket in fall, winter, spring (even if you think it’s warm out), a small bag to secure your things, a few bucks and a Big Smile!

Echo Upgrades

Please reserve upgrades in advance while reserving here online, or by phone or email before the trip.

Directions, Cruise Ship & K.W. Ferry Passenger Info

Certificate of Excellence 2019

Read Reviews

Call for Reservations

1-888-579-4782.

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Our Activities

Downtown – Key West Historic Seaport

Catamaran Echo 2 - Wild Dolphins! Snorkel & Sailing Adventure

Catamaran Echo 2 - PUBLIC Sunset & Moët Sail

Catamaran Echo 2 - PRIVATE Day Charters

Catamaran Echo 2 - PRIVATE Sunset & Moët Sail

Uptown Key West – The Perry Hotel and Marina

Catamaran Echo 3 - Uptown Sunset & Moët Sail

Catamaran echo 3 - private uptown sunset & moët sail, catamaran echo 3 - champagne dolphin sail & reef snorkel, catamaran echo 3 - premium private day charter.

Winner Best Watersports 11 Years Running. Enjoy Xtra Savings Up to $60*

Action Packed Ultimate Adventure H2.0 > View Trip

• DEPARTURE POINT DIRECTIONS
• SPECIAL TRIPS & EVENTS
• SPECIAL OFFERS
• JOB OPPORTUNITIES
• MEDIA TICKET REQUEST
• PRIVATE CHARTER INQUIRIES
• WEDDING CHARTER INQUIRIES
• ENVIROMENTAL COMMITTMENT
• MAKE A WISH FOUNDATION
• MEET THE CAPTAINS
• BIKE RENTALS
• PRIVATE CHARTERS
• GOLF CART RENTALS
• THINGS TO DO IN KEY WEST
• VISIT KEY WEST
• KEY WEST ADVENTURE GUIDE
• BEST KEY WEST BARS
• PLACES TO WATCH THE SUNSET
• KEY WEST PARASAILING
• KEY WEST SNORKELING
• KEY WEST WATERSPORTS
• KEY WEST SANDBAR TRIPS
• KEY WEST WEDDINGS
• FOR CRUISE GUESTS

• walk up sales locations

Your phone number will not be shared with a third party, nor will it be sold or used for purposes other than providing you with directions to the selected destination.

Sunset Combo Trips

With several combinations to choose from, there’s something for everyone to enjoy on Fury’s Sunset Combo Trip packages. Experience the peaceful, pristine Florida Keys backcountry, snorkel the tropical reef, witness groups of playful dolphins or enjoy a captivating glass-bottom eco-tour before settling in for the main event – the world famous Key West sunset.

LET'S TURN UP THE HEAT ON SAVINGS!

Sign up to receive an email with a one time offer code to use on select trips.

Combo Package SAVE $140

Package with Reef Snorkel, Parasail or Glass Bottom Boat & Save

TRIP DETAILS

Commotion On The Ocean Sunset Cruise

Key West’s Original Live Music Sunset Cruise

• Departs 6:00pm

Save up to $10* with code FURY

Dolphin Watch Eco Tour

Founding member of NOAA Dolphin Smart Program

• Departs 10:00am & 2:00pm

Save up to $20* with code FURY

Dolphin Watch Sunset Cruise Combo

Eco Tour • Backcountry Snorkel • Sunset (Available Seasonally)

Double Dip Snorkel Sunset Combo

Snorkel 2 Reef Locations • Sunset (Available Seasonally)

• Departs 10:30am & 2:00pm

Double Dip Snorkel Trip

Visit Two Living Coral Reef Locations

Fury’s Island Adventure Eco Tour

Remote Sanctuary Reserved For Locals

• Departs 10:00am & 3:30pm
• Food & Beverages

Save up to $25* with code FURY

Glass Bottom Boat

Taking Visitors To Key West’s Reefs For Over 70 Years

• Departs 12:00pm, 2:00pm & 5:30pm
• Approx. 2 hrs

Glass Bottom Boat & Sunset Cruise

Island Adventure & Sunset Cruise Combo

Eco Tour • Snorkel • Kayak • Paddleboard • Sunset Combo Option

Key West Jet Ski Tours

Brand New SeaDoo Jet Skis

• Departs 8:30am-4:30pm

Save $30* with code FURY

Key West Parasailing

Tandem + Triple Rides Largest Parasailing Fleet in Key West

• Departs 9:00am-3:00pm, 4:15pm & 5:15pm

Save $25* with code FURY

Key West Private Charters

Completely Customizable

Key West Snorkeling

Start Your Day Aboard Key West’s Most Spacious Catamaran

• Departs 9:30am

Save up to $15* with code FURY

Key West Sunset Cruise

Tranquil Ocean Setting

• Departs 6:15pm

Save up to $5* with code FURY

New! Ultimate Adventure H2.0

Key West's Largest & Only State Certified Ocean Waterpark • All Activities Included!

• Departs 12:30pm

Save up to $60* with code FURY

Reef & Ritas Snorkeling Trip

Afternoon Adventure Aboard Key West’s Most Spacious Catamaran

• Departs 1:00pm

Rum & Reggae Snorkel Sunset Combo

Reef Adventure by Day, Sunset Magic by Night

• Departs 4:30pm

• 305-294-5687

• SNORKELING TOURS
• COMBO TOURS
• SUNSET SAILS
• SCHOONER SAILING TOURS
• DOLPHIN WATCHING TOURS
• PRIVATE CHARTERS

Captain’s Choice Dolphin Watch & Sunset Sail

• ADDITIONAL INFORMATION

Enjoy Key West At Dusk with Sebago Watersports

The Captain’s Choice Dolphin Watch & Sunset Sail in Key West offers an intimate cruise for parties large and small. Featuring a chef’s selection of tapas and shrimp cocktail, guests also can order from a beverage menu of boutique wines, champagne, water, and soft drinks. The sail provides stunning views of local landmarks and culminates with a perfect sunset in Key West.

• 2 bathrooms

Your Tour Includes:

A sunset sail past local Key West landmarks

Chef’s selection of tapas, including cocktail shrimp

Bottomless drink options, including champagne, sangria, boutique wine, premium beer, soft drinks, and filtered water

What To Bring

• Valid, government-issued photo ID (for alcoholic beverages)

Important Notes

Boarding starts one half hour before departure time. Spring and fall departure times vary based on when the sun goes down. Please check with us for exact departure times upon booking. Please bring a valid, government-issued photo ID. All prices do not include Florida sales tax. While dolphin sightings are highly likely due to their year-round presence and the crew’s expertise in the area, they cannot be guaranteed.

• [email protected]
• 205 Elizabeth Street. Key West, FL 33040

Private Charter Requests

Custom charter options.

• Experience amazing Key West Sunsets with customized catering options
• Morning or Afternoon Snorkels
• All day adventures or eco-tours
• Dolphin Watches
• Parasailing

CONTACT COURTNEY TO CUSTOMIZE YOUR VERY OWN WORRY-FREE DAY ON THE WATER.

Give Us A Call

• Phone: (786) 526-0487
• [email protected]

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Private & Shared Sailing Charters

Sunset sail key west.

Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you.

Get inspired with our most popular trips!

Private sunset sail.

Chillout Lilypad Sail

Key West Daysail

Sunset Sail on When & If

Privates Charters

Discover your perfect private charter.

Set out on a snorkeling, stargazing, or sunset sail, or build your own custom trip. Romance, relax or unwind from the privacy of your own chartered sailboat.

Shared Trips

Come together on a shared charter.

Rise above the crush of the crowds and set sail on a unique shared sunset charter, with a few friends you haven’t met yet. A personable local crew and captain will treat you to a stunning sunset view from the deck of an unforgettable vessel– General Patton’s elegant, private schooner When and If.

Three Classic Boats

View our fleet.

We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. Each boat is suited to different types of outings, so take a moment to get acquainted with our vessels.

Real. Fun. Sailing.

When And If is back at beautiful Stock Island Marina!

Check Out Our Ship's Store!

Wreckers' Race Season Is Back!

Hello, Sailor! Don’t miss out on the latest Sunset Sail news & offers.

Friends of SSKW

Legal & safety.

The Sandie Cat

Key west's newest luxury catamaran ⛵.

The “Sandie Cat” is a brand new state of the art 65 foot catamaran that can accommodate up to 149 passengers. This sailed catamaran promises a unique venue for your wedding, private charter, or other event. With plenty of room for guests and festivities, this sailboat always delivers a memorable experience!

This triple level catamaran gives its guests plenty of room and options to get comfortable as you sail through the Key West waters.

• Key West’s newest luxury sailing catamaran. Climb aboard the 65ft Sandie Cat for an incredible boating experience. This triple level catamaran gives it’s guests plenty of room and options to get comfortable as you sail through the Key West waters. Equipped with a fully stocked bar, your guests can enjoy craft cocktails and a selection of beer, wine & champagne. The Sandie Cat is uniquely equipped with 2 above deck modern restrooms.

This boat is equipped with a fully stocked bar so your guests can enjoy craft cocktails and a selection of beer, wine & champagne, 2 above deck restrooms, an illuminated dance floor with cocktail tables, state of the art sound system, front deck that is perfect for a wedding ceremony, and a top deck with the best view in town. Click HERE for a 360° view of the boat.

BOAT PACKAGES INCLUDE:

Open well bar, unlimited draft beer, DJ or live music and a great selection of appetizers. Call us and ask about our bar and menu upgrade options.

QUICK DETAILS:

Sailboat 65 foot catamaran

Users Accommodates up to 149 people

Wine Full bar

Food Premium food menu available

Sunset Top sun deck & lots of seating

Star Outline Sound system, illuminated dance floor with cocktail tables, and 2 bathrooms

RESERVE YOUR DATE NOW:

Call us today to reserve the boat for your wedding, charter, or event: (305)-296-2554