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“While the weather wasn’t the best, the crew made up for it! Grace and the Jordan’s took great care of us. Delicious appetizers and drinks.”
★★★★★★★★★★
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“Wonderful trip Good food DJ was great Got everyone dancing and even took requests for the kids Great captain”
★★★★★★★★★★
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“I had a wonderful time with Nate, Molly, and Bible. They were very helpful, warm, hospitable. This is a great way to explore the natural side of the Keys. I definitely recommend it.”
★★★★★★★★★★
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“Crew was great! It was not crowded! Very very nice! So entertaining! Great Sunset Cruise! Definitely Recommend!”
★★★★★★★★★★
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“Clean boat great services nice staff and beautiful sunset love the views 100% recommend love it ! ♥️♥️”
★★★★★★★★★★
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“Third trip with Fury & all were an excellent experience! We can hardly wait for our next excursion with Fury.”
★★★★★★★★★★
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“Eric and Carlo were great. Friendly, professional and considerate of all on board. Very relaxing and enjoyable cruise.”
★★★★★★★★★★
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“This was the BEST dolphin cruise ever! Well worth the money. Sebago is the bomb!!🤗🥰 Will definitely do this cruise again!”
★★★★★★★★★★
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“Had a wonderful time on this sunset cruise. Loved that they limit amount of people so wasn’t crowded at all.”
★★★★★★★★★★
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“It was a fun ride out to the reef. Crew was knowledgeable & friendly! Sunset & champagne at sea was magnificent!”
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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“Really good experience. Professional crew and capitan”
★★★★★★★★★★
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“Excellent family friendly snorkeling trip. The staff was professional and helpful. Loved the hospitality and mimosas on the way back to shore. The boat was also well cleaned and maintained. Would definitely do this excursion again.”
★★★★★★★★★★
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“Great night on the water with this crew! Also loved the live music!”
★★★★★★★★★★
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“I would’ve loved to appetizers. The staff energetic was great. Your out there for 3 hours with nothing to eat”
★★★★★★★★★★
370 reviews3 hours (approx.)From $59.95by Fury Water Adventures
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