Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.
6.5 hrs
Up to 20 people
Lunch, drinks, snorkel & kayak gear
Explore Key West’s turquoise waters aboard a historic schooner. Spend the day sailing, snorkeling colorful reefs, kayaking around mangrove islands, and relaxing over a fresh buffet lunch with complimentary drinks.
Arrive 30 minutes before departure. Guests consuming alcohol must present valid ID if under 35.
Q: Do I need prior snorkeling or kayaking experience?
A: No. The tour provides instruction and gear, and is designed so that no experience is necessary.
Q: What should I bring with me?
A: A bathing suit, hat & sunglasses, towel, sunscreen (ideally reef-safe), camera (or underwater camera), photo ID, and in cooler months a sweatshirt.
Q: Will we stop at a beach or sandbar?
A: Yes, when weather allows the crew stops at an island with a beach or a sandbar.
Free changes or cancellation up to 24 hours before departure for public bookings of up to 4 guests; 72 hours for 5 or more guests. Private charters are non-refundable within 14 days. Deposits are charged 24 hours before public trips and 7 days before private trips.
255 Front St Key West, FL US 33040
Key West sailing doesn't get much better than this, according to travelers who consistently rave about their time on the water here. Whether you're booking the adventure combo with snorkeling and kayaking through the mangroves or opting for the more leisurely sunset wine cruise, you're apparently in for something special. The crew members get called out by name again and again, with captains like Mary, Janet, Anthony, and Micah earning particular praise for being knowledgeable, professional, and genuinely fun to be around. People love that these aren't massive cattle-call operations. Groups tend to max out around 16 passengers, which creates an intimate vibe where the crew can actually give you personal attention and fellow travelers become part of the experience rather than just anonymous faces. The full-day excursions seem to be the showstoppers. You're looking at snorkeling (though not on a reef, so temper expectations accordingly), kayaking around mangrove islands with solid ecology commentary, plus snacks and unlimited drinks throughout. One couple said it was the best day of a rough year, which speaks volumes. The sunset sails hit differently too, with proper wine flights paired with cheese and appetizers, all enjoyed under actual sail power. A few practical notes: the snacks are described as good but light, so consider bringing extra food if you're prone to getting hungry. Weather can look sketchy before departure but often clears up, and you might even spot manatees at the dock. Multiple repeat customers say this is their go-to charter year after year, which tells you everything about consistency.
Danger Charters Sunset Wine and cheese cruise was a wonderful experience. The crew was experienced and prepared for the trip. The weather for our trip was cooperative and pleasant. You sit on the deck on comfortable benches with great views of the ocean. The sunset for our trip was fantastic. They provided curated fruit, cheese and meat snacks along with a sampling of wines. There was also beer and soda available. Don’t expect vintage or spectacular wines, most were drinkable and served cold. The selections were adequate with a few that rose above the rest. All in all this is a great activity for reasonable cost with a great crew that enhanced the overall experience. I recommend this trip.
Daniel Cascioppo
September 20, 2025
Danger Charters Sunset Wine and cheese cruise was a wonderful experience. The crew was experienced and prepared for the trip. The weather for our trip was cooperative and pleasant. You sit on the deck on comfortable benches with great views of the ocean. The sunset for our trip was fantastic. They provided curated fruit, cheese and meat snacks along with a sampling of wines. There was also beer and soda available. Don’t expect vintage or spectacular wines, most were drinkable and served cold. The selections were adequate with a few that rose above the rest. All in all this is a great activity for reasonable cost with a great crew that enhanced the overall experience. I recommend this trip.
Daniel Cascioppo
September 20, 2025