The sunset sails: champagne decks, live music boats and the old wooden schooners, all facing the same direction at seven. Sunset is a scheduled event in Key West, and the boats beat the Mallory Square crowds to it.
Experience a memorable Key West sunset aboard a spacious catamaran with live music, premium drinks, and delicious hors d'oeuvres for a relaxing evening on the water.
Most Popular★ 4.5“It is a wonderful experience! Great music, food & beverages! The sunset was magnificent!! Highly recommend!”
★★★★★★★★★★
3,559 reviews2 hours (approx.)From $79.00by Sebago Key West
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Experience a relaxing sunset cruise in Key West with dinner, live music, and drinks included. Perfect for romantic evenings or lively gatherings.
★ 4.5“Very proficient staff. Timely, prompt response to ticket purchase and loading unloading. Food was outstanding.”
★★★★★★★★★★
1,707 reviews2 hours (approx.)From $92.95by Sunset Watersports
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Explore Key West's coast with a half-day tour featuring sailing, kayaking, snorkeling, and sunset views. Perfect for adventure lovers and nature enthusiasts.
★ 5.0“Wonderful variety of water sports to do. Micah, Anthony, and Laura were very knowledgeable about the wildlife that was seen during our trip. Would definitely recommend to anyone who is up to being on the water!”
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1,683 reviews4 hours 30 minutes (approx.)From $115.00by Danger Charters
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Experience a cozy sunset sail off Key West with wine, beer, and gourmet snacks. Perfect for relaxed travelers seeking scenic views and quality drinks.
★ 5.0“Quality sail on schooner with wine tasting and small plates. Paired well with fun staff. 5 stars all the way.”
★★★★★★★★★★
1,366 reviews2 hours (approx.)From $125.00by Danger Charters
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Experience a romantic adults-only sunset cruise from Key West with champagne, gourmet cheese, and stunning water views—perfect for a relaxed, intimate evening.
★ 5.0“A great intimate evening with amazing sunset. Excellent range of cheeses and wines. The crew were amazing.”
★★★★★★★★★★
954 reviews2 hours (approx.)From $108.91by Dolphin Echo Inc. (Catamaran Echo)
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Experience a vibrant sunset cruise in Key West with live music, unlimited drinks, and appetizers—perfect for relaxing and meeting new friends.
★ 4.5“This was great, staff was great and band was so fun! We met great people, drinks were great and the snacks were decent”
★★★★★★★★★★
952 reviews2 hours (approx.)From $79.95by Fury Water Adventures
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Experience a tranquil sunset from a small sailboat off Key West, with drinks included, attentive crew, and stunning water views—ideal for relaxed evenings.
★ 5.0“Great night of sailing with a gracious captain and crew. They took great care of us making sure we had everything we needed! It was a lovely night.”
★★★★★★★★★★
907 reviews1 hour 30 minutes (approx.)From $79.00by Floridays
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Experience a relaxing sunset sail in Key West aboard a classic schooner with complimentary drinks and hors d'oeuvres. Perfect for a romantic or scenic evening.
★ 5.0“Wonderful experience! This was the best Sunset cruise we have taken. The staff was great. I highly recommend.”
★★★★★★★★★★
804 reviews2 hours (approx.)From $122.59by Classic Harbor Line
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Experience a relaxing sunset sail in Key West with dolphin sightings, tapas, and premium wine. A cozy, scenic cruise perfect for nature lovers and foodies alike.
★ 4.5“We all enjoyed it all - the tour guides, the tapas, the sunset and the drinks. We saw several dolphins.”
★★★★★★★★★★
699 reviews2 hours 30 minutes (approx.)From $89.00by Sebago Key West
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Experience Key West’s stunning sunset from a luxurious 69-ft catamaran, enjoying included wine, champagne, and scenic views in a relaxed, authentic setting.
★ 4.5“was a great cruise because the team worked hard to make it great . Great libations and beautiful scenery abound !”
★★★★★★★★★★
586 reviews1 hour 30 minutes (approx.)From $59.00by Sebago Key West
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Experience Key West’s vibrant coral reef from a glass-bottom boat, with options for daytime or sunset cruises, perfect for non-swimmers and reef lovers alike.
★ 4.0“Great information! No sharks but lots of fish. Nice crew that helped us look out for dolphins and shore sights!”
★★★★★★★★★★
576 reviews1 hour 45 minutes to 2 hours (approx.)From $69.95by Fury Water Adventures
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Experience dolphin sightings, snorkeling in protected waters, and stunning sunsets on this 3-hour Key West cruise for $72. Perfect for nature lovers and sunset seekers.
★ 4.4“the crew was great. they did theorie best to search for dolphins. the snorkling was alsof great.”
★★★★★★★★★★
493 reviews3 hoursFrom $79by Sunset Watersports Key West
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Experience snorkeling at North America's only living coral reef in Key West, with drinks and sunset options, on a spacious catamaran with friendly crew.
★ 4.4“Tell people to arrive at least 1 1/2 hour in advance because there is no parking.”
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419 reviews3 hoursFrom $34by Fury Water Adventures
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Experience stunning Key West sunsets on a 2-hour catamaran cruise with open bar, delicious appetizers, and lively music—perfect for a laid-back evening.
★ 4.5“It was really cool to see the sun kiss the horizon. Definitely come hungry and ready to drink. The bartenders were great. DJ was awesome. My friend enjoyed the drinks and food. I enjoyed the view and sailing more than anything.”
★★★★★★★★★★
418 reviews2 hoursFrom $79by Sunset Watersports Key West
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Experience snorkeling over Key West’s only living coral reef, followed by a sunset sail with reggae music and drinks, all for about $59 per person.
★ 4.5“Good trip, but sail was not raised. Cap't said too much wind...(Saw many sailing) it was a 6' jump into the ocean, and a nerve wracking return to the boat via metal stairs being pounded w waves and no assistance. Good rum punch, efficient crew,…”
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370 reviews3 hours (approx.)From $59.95by Fury Water Adventures
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