202 William St. * Key West, FL

Welcome aboard!

Experience the Most Unforgettable Key West Sunset Cruise Aboard Our Historic Schooner

Sailing the Spirit of Independence
Intimate & Uncrowded

Your Key West Sunset Cruise Experience

Experience a premium Key West sunset cruise aboard our authentic schooner, departing nightly from the Key West Historic Seaport.  Enjoy the famous Florida Keys sunset with complimentary drinks and an uncrowded deck.

Our family-owned vessel offers a relaxed, intimate atmosphere with limited passenger counts. This excursion provides an uncrowded, memorable experience for couples, special occasions, and travelers seeking the best views in town.

Key West wedding Cruise

Tie the Knot Under a Canopy of Canvas

Celebrate your love story with an unforgettable, private ceremony on the pristine waters of the Florida Keys. Our historic schooner provides an intimate setting for up to 26 guests, making it the premier choice for couples seeking unique Key West Sailing Weddings, elegant elopements, and micro-weddings.

From the moment you step aboard, your party will enjoy premium Italian wines and gourmet food while the horizon provides a breathtaking sunset backdrop for your vows.

Click below to explore our custom wedding packages and begin planning your dream voyage into “happily ever after.”

Schooner Spirit of Independence Crew

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Absolutely stunning sunset cruise! We had a wonderful time out on the water. The views were breathtaking, and the boat wasn't crowded, which made the experience feel very relaxed and personal. Diana was incredibly friendly and welcoming, but the real highlights for us were the two dogs—especially Baba, the little Chihuahua. He was the star of the show! Highly recommend this for a peaceful evening.
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Rahul Singh profile picture
Rahul Singh
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BEST Sunset Sail in Key West! Capt. Ricky & Crew = Fabulous!!
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Steven ODonnell profile picture
Steven ODonnell
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We had just a wonderful evening! Great crew very friendly and they did not overcrowd us. Very family friendly. We got see the beautiful sunset and enjoy ourselves! ❤️
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Dee Buchanan profile picture
Dee Buchanan
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We took a sunset sail on the Spirit of Independence. Despite a time and dock change mix up, Dianna, one of the Crew, insisted they find us and wait for us. For her efforts, we are extremely grateful. The sail was wonderful. Captain Ricky, Carl and Dianna were welcoming and seemed genuinely happy to have everyone on board. There were about 15 guests, smaller and quieter than most of the boats on the water at sunset, and therefore much more personal and peaceful. This gave everyone more opportunity to talk with the crew and learn about the boat. If you are in Key West, we highly recommend a sunset sail aboard the Schooner Spirit of Independence.
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Michele Ensminger profile picture
Michele Ensminger
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Thanks for another great sunset cruise! We have been on six sunset cruises with Captain Ricky and crew. Enjoy a nice relaxing cruise with free wine, beer, champagne and mimosas. We had approximately 20 people on board so we had plenty of room to relax and visit with other on board and the crew. As we sailed around a watched the sunset we enjoyed some nice music.
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S Patzkowsky profile picture
S Patzkowsky
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My wife, 8-year old daughter, and I “stumbled” upon this sunset sail on accident after a mishap with a previously booked cruise left us stranded on the dock…Dayana, Liz, and Captain Ricky invited us onboard last minute with open arms (there were literally hugs involved). I can honestly say that that little mishap with the other cruise was a “happy little accident” that we’re now super thankful for because we had THE BEST TIME with some truly wonderful people! We will absolutely be repeat customers and recommend the Schooner Spirit of Independence to everyone we know visiting Key West in the future. Thanks so much team! You made this a wonderful experience 🙂
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Brian Winsor profile picture
Brian Winsor
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Well worth the cost. We both enjoyed the trip and the Schooner Spirit ordered up some beautiful weather!
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Michael Koehler profile picture
Michael Koehler
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Great sunset cruise for my wife and I! Highly recommend for anyone in Key West looking for an easy going cruise. Food was awesome and the crew was even better. Super friendly and pleasant.
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Eric Laylon profile picture
Eric Laylon
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Great boat,crew and trip, thanks for a wonderful evening in the Christmas parade.
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gerald rock profile picture
gerald rock