Key West
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“Very friendly and knowledgeable staff. Despite windy and cloudy weather, we had an exceptional time. Hors d’oeuvres and drinks were delicious.”
Experience a relaxing sunset cruise in Key West with dinner, live music, and drinks included. Perfect for romantic evenings or lively gatherings.
“Great evening. Staff was very friendly and accommodating. Our trip was sold out so be careful to not miss then sunset when it's your turn to eat.”
Explore Key West's coast with a half-day tour featuring sailing, kayaking, snorkeling, and sunset views. Perfect for adventure lovers and nature enthusiasts.
“This is well worth the $125 cost! The crew could not have been nicer or more accommodating! I was worried that it would be too cold to snorkel but there were wetsuits available for use. I had never been snorkeling before but it didn’t matter…”
Experience a cozy sunset sail off Key West with wine, beer, and gourmet snacks. Perfect for relaxed travelers seeking scenic views and quality drinks.
“I highly recommend this sunset sail. The wine and apps were delicious and the crew was great. It was such a nice touch to have a wine tasting while enjoying the beautiful sunset. I was really impressed with the selection of wines. I would highly…”
Experience a romantic adults-only sunset cruise from Key West with champagne, gourmet cheese, and stunning water views—perfect for a relaxed, intimate evening.
“This was such a wonderful experience. Having a small group made it even more special. The sunset was beautiful. The captain and crew were knowledgeable and hospitable. If you’re wondering if you should book this trip- you definitely should!”
Experience a vibrant sunset cruise in Key West with live music, unlimited drinks, and appetizers—perfect for relaxing and meeting new friends.
“Not your usual review as our sunset cruise was cancelled by a freak raging windstorm. Just wanted to thank the team there at the pier that handled everything so professionally and quick. Rescheduling was offered but we had opt for cancellation as it was our…”
Experience a tranquil sunset from a small sailboat off Key West, with drinks included, attentive crew, and stunning water views—ideal for relaxed evenings.
“There are bigger boats and longer trips and options out there for dinner cruises, etc. But we just wanted a nice 90 minute trek around the port with a small number of people on a sailboat. The bar service was a bonus to me. Captain…”
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.
“The crew was wonderful! The snacks and drinks were a nice touch. It was so beautiful to be sailing on the water.”
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.
“This was the BEST dolphin cruise ever! Well worth the money. Sebago is the bomb!!🤗🥰 Will definitely do this cruise again!”
Experience Key West’s stunning sunset from a luxurious 69-ft catamaran, enjoying included wine, champagne, and scenic views in a relaxed, authentic setting.
“Had a wonderful time on this sunset cruise. Loved that they limit amount of people so wasn’t crowded at all.”
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.
“It was a beautiful boat trip, very informative coral reef experience. Lovely folks running the operation.”
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.
“Was great, top luck with Captain John and Sparkles as our guides. We saw a dolphin family, sting rays and good amount of corals. Simply good!”
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.
“Such a great snorkeling experience. The crew was amazing and informative.”
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.
“The sunset boat trip provided us with the most beautiful sunset as well as fantastically enthusiastic and friendly staff, excellent food and plenty to drink. A perfect evening and incredibly good value for money.”
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.
“Reef snorkeling did not disappoint. We actually had more time than advertised and the crew made sure we had our fill of rum punch afterwards.”
Schooners at sunset, reef by morning and Duval Street in between.