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“Great time! Good music & drinks were flowing! Don’t run to the bar when you get on, run to the front of the boat to get a good seat!”
Experience Key West’s vibrant coral reef on a 3-hour snorkel sailing trip with professional guides, unlimited drinks, and friendly, knowledgeable crew.
“it was an absolutely beautiful day on the water for our snorkeling trip. We would highly recommend it to anyone else. Staff was very knowledgeable and fun.”
Experience a cozy sunset sail off Key West with wine, beer, and gourmet snacks. Perfect for relaxed travelers seeking scenic views and quality drinks.
“The captain and crew were awesome. The wines were a great choice and the snacks were just the right amount. There was a vegan in our party and she had nothing but wine...no complaints! I recommend the danger boat..it's the best!!”
Experience a vibrant sunset cruise in Key West with live music, unlimited drinks, and appetizers—perfect for relaxing and meeting new friends.
“This cruise was so much fun! The band was phenomenal! The crew worked non-stop serving drinks and making sure there was always plenty of appetizers available.”
Experience a tranquil sunset from a small sailboat off Key West, with drinks included, attentive crew, and stunning water views—ideal for relaxed evenings.
“Hunter and the Captain were Great Hosts. Made sure you are Hydrated Definitely recommend This 90 minute Sunset Tour”
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 captian and crew showed us the local sites while sailing around. The drinks and hors d'oeuvres were a nice addition to the sailing and sunset views. We even saw dolphins jumping around the bow of a cruise ship as it was departing Key West.…”
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.
“Great Day! The crew Tony, Anthony & Conner were personable and ensured that everything worked without a hitch. Felt taken care of the entire day. Highly recommend this tour!!”
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.
“It was above the expectation. Nice crews, open bar and live music were great. Only thing I could’ve done differently is bringing a sweatshirts. It was pretty chilly out in the sea.”
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.
“The snorkel tour was such a blast from start to finish. The crew, Captain Chuck and Jared, had the perfect mix of fun energy and professionalism—they made everyone feel relaxed and ready to jump in. The water was crystal clear, the reefs were gorgeous, and…”
Discover the beauty of Dry Tortugas with this full-day catamaran trip from Key West, featuring snorkeling, historic tours, and stunning ocean views.
“Great historical information from the guide. Lunch was great as were all the other amenities. Not the best snorkeling but that was likely weather related.”
Experience soaring above Key West’s turquoise waters with a safe, fun parasailing trip—breathtaking views, friendly staff, and photos to remember.
“We were nervous about doing this activity but were reassured we would enjoy it, which we did. They were very professional”
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.
“I would’ve loved to appetizers. The staff energetic was great. Your out there for 3 hours with nothing to eat”
Experience a stunning Key West sunset on a graceful schooner, enjoy drinks, hors d'oeuvres, and wildlife sightings—all in 2 relaxing hours.
“My wife and I went out on our honeymoon and while there, another couple got engaged. An absolutely beautiful experience.”
Experience stunning Key West sunsets with lively music, unlimited open bar, and delicious appetizers on this 2-hour catamaran cruise for $79.95.
“Great cruise. The food is meager so you are not going to make a meal of it. However the drinks were flowing good!!”
Schooners at sunset, reef by morning and Duval Street in between.