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“The captain and crew were extremely attentive to all of the passengers. They even brought drinks and horsdoeuvres to the passengers hanging out on the main deck who were watching the Amazing sunset. They even mingled with the everyone and helped take pictures when asked.…”
★★★★★★★★★★
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“Was very relaxing. If you wanted to be alone by yourself, you could. if you wanted to party with others you could. Good mix.”
★★★★★★★★★★
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“Go on the sunset sail! You won’t regret it! Our friend group of 6 went on a sunset sail with captain Mary, Lexi, and Connor. It was the highlight of everyone’s Key West trip! The crew was amazing. You could tell that they absolutely love…”
★★★★★★★★★★
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“The crew was exceptional, as were the views of the sunset. I loved that this excursion was adults only and that my champagne glass was always full. Great find!”
★★★★★★★★★★
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“Great views, plenty of drinks, food. Good band played a lot of different genres.Staff where excellent. Smooth ride.”
★★★★★★★★★★
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“Wear comfortable shoes, it may get chilly in winter weather but a light sweatshirt is plenty to keep warm. The captain and fist Kate are very kind and well informed about sailing and Key West history.”
★★★★★★★★★★
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“great time and great crew. what fun. ffffffffffffffffffffffffffffffffffffffffffffffffffffffffffffffffffff”
★★★★★★★★★★
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“Captain Daniel and John were outstanding and very accommodating. The tapas were exceptional, much more than we anticipated and would give the chef 5 stars!”
★★★★★★★★★★
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“We didn't get to go on this cruise. It got canceled. We got put on a different cruise with appetizers, open bar, and live music. It was fine. But, not what we signed up for. However at least we still got to go on a…”
★★★★★★★★★★
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“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“The trip was amazing and the crew was very knowledgeable and friendly. I would highly recommend it”
★★★★★★★★★★
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“Free food and beverages live music and of course the sunset!”
★★★★★★★★★★
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“Great trip, as advertised. Crew was great, the reef was awesome, saw beautiful 🐠 . We enjoyed chatting with other passengers and ended with a gorgeous sunset.”
★★★★★★★★★★
370 reviews3 hours (approx.)From $59.95by Fury Water Adventures
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