Key West
The sailing trips: tall-masted schooners and modern cats running reef days, day sails and the sunset ritual. Wind has always been this island’s native engine.
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“Staff is very attentive and customer service oriented! The appetizer were very good. Music was also fun. A lovely evening!!”
Experience Key West’s vibrant coral reef on a 3-hour snorkel sailing trip with professional guides, unlimited drinks, and friendly, knowledgeable crew.
“The boat, the trip and the crew were all amazing. Recommend this highly. Will definitely go on this excursion with the same company again!”
Experience a cozy sunset sail off Key West with wine, beer, and gourmet snacks. Perfect for relaxed travelers seeking scenic views and quality drinks.
“Great experience on the Key West Sunset Sail and Wine Tasting. Beautiful sunset and smooth sailing. The crew was professional and attentive. The wine selection was good and paired well with simple hors d”oeuvres. We’d book again with Danger Charters!”
Experience a vibrant sunset cruise in Key West with live music, unlimited drinks, and appetizers—perfect for relaxing and meeting new friends.
“Overall good. Drinks were decent. Surprised there wasn’t a rum drink. Margs were decent for venue. Staff was attentive and friendly. Food was ok also for venue. Served veggies and pin wheel wraps and cheese and crackers and a few other things. The band was…”
Experience a tranquil sunset from a small sailboat off Key West, with drinks included, attentive crew, and stunning water views—ideal for relaxed evenings.
“This was our favorite activity of our entire honeymoon. Loved it! We were able to enjoy a beautiful sunset and even got to see some dolphins.”
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.
“We had such a great time and are so glad we did this! The crew was great, the sail unforgettable. So peaceful and beautiful out on the ocean and watching the sails go up and down was really fun!”
Experience a full day of sailing, snorkeling, and kayaking in Key West with all-inclusive food, drinks, and expert guides. Perfect for active water lovers.
“A nice way to get to do multiple activities at the same time. The snorkeling was better than my time at Cabo. All of our guides are great. Lots of food and drink.”
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.
“Very enjoyable sailing and ocean experience with personalized service and attention to detail on behalf of captain & assistant”
Experience Key West’s stunning sunset from a luxurious 69-ft catamaran, enjoying included wine, champagne, and scenic views in a relaxed, authentic setting.
“So much fun and the crew is fantastic!! If you do nothing else, DO THIS! I really can’t say enough good things. It’s just a really good time.”
Discover the Key West Reef Snorkel & Sail Adventure, a small-group cruise offering stunning reef views, friendly guides, and great value for memorable water fun.
“it was a great boat and the captain and first mate were off the charts fantastic. Alice D and Charla were so easy going and I formative. I have been snorkeling many times thru various avenues. We had some people who have never been and…”
Discover the beauty of Dry Tortugas with this full-day catamaran trip from Key West, featuring snorkeling, historic tours, and stunning ocean views.
“Incredible Day spent at this National Park, Wonderful history and learned so much about the British and other foreign invaders. Amazingly scenery and incredible weather. A superb day trip, The staff aboard the Catamaran were fantastic. Thank you all for a memorable day and well…”
Experience soaring above Key West’s turquoise waters with a safe, fun parasailing trip—breathtaking views, friendly staff, and photos to remember.
“Captain Alex and Garrison were fabulous....they went beyond for us....I'm going to send another tip to them”
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.
“A very memorable experience. Very friendly crew. Saw a lot of corals and fishes while snorkeling. Topped it off with drinks on the boat after. Would definitely recommend”
Experience a stunning Key West sunset on a graceful schooner, enjoy drinks, hors d'oeuvres, and wildlife sightings—all in 2 relaxing hours.
“The best way to watch the sunset in the Keys! Every member of the crew was amazing!💖”
Experience stunning Key West sunsets with lively music, unlimited open bar, and delicious appetizers on this 2-hour catamaran cruise for $79.95.
“Such a great experience, the crew and the boat were absolutely amazing. We had such a great sunset...THANK YOU!!”
Schooners at sunset, reef by morning and Duval Street in between.