Sail, Snorkel & Kayak Day Trips

Explore the unspoiled Key West Backcountry aboard a traditional 65-foot sailing schooner on one of our great Danger Charters Key West snorkeling and kayaking tours.


Danger Charters offers the best Key West sailing tours aboard our 65-foot schooners, custom-built replicas of the classic Florida Keys skipjacks used by the wreckers and fishermen who worked the Keys in the 19th century. These sleek sailing vessels were originally designed for harvesting oysters in shallow Chesapeake Bay. They can skim gracefully through the waters among the Keys and are perfect for touring the beautiful Key West Backcountry.

An Unspoiled Marine Ecosystem 
The legendary Lower Keys Backcountry is the last remaining example of wild, untouched Florida and one of North America’s premiere ecotourism destinations. Experience unforgettable adventure in the unspoiled marine wilderness of the Key West National Wildlife Refuge. You can paddle a kayak through mysterious mangrove-shaded channels, snorkel in gin-clear water over living corals and among exotic sponges, or simply enjoy the incredible scenery while relaxing on deck or taking a cooling dip in turquoise water over a sugar-white sand bottom.

All-Inclusive Sailing Trips 
A pleasant 45-minute sail west from Key West harbor, the shallow water flats and sandbars, winding channels, and mangrove islands of the Backcountry offer world-class snorkeling and kayaking. Protected stretches of water and numerous small islands make it possible to find calm seas and good visibility in almost any weather condition, and our expert captains have the years of experience needed to make nearly every voyage a success.

We provide everything necessary for a fun and exciting trip:

  • Top-quality snorkeling gear
  • Modern, easy-handling kayaks and paddles
  • Comfortable wetsuits for the winter months
  • Fresh fruit, healthy snacks, water, and soft drinks
  • Happy hour wine and beer when the water sports are done
  • Delicious lunch treats on our Key West Backcountry Picnic Cruise

Novices have nothing to worry about on these top-rated Key West snorkel and kayak sailing trips. The friendly Danger Charters crew members are expert guides, and a few minutes of instruction are all that is needed to have a great time on and in the water

Anyone can paddle our modern recreational kayaks. They are easy to get in and out of and very stable, but tipping over in the warm, shallow water is part of the fun anyway. The same goes for snorkeling – anyone can do it. This popular sport is far easier than swimming, and with a bit of friendly expert help even first-timers will be gliding effortlessly through an amazing underwater world alive with interesting tropical marine life. And one-on-one instruction and assistance, prescription dive masks, and wetsuits are all available at no extra charge.

The Ultimate Key West Sail, Snorkel & Kayak Adventures 

Embark on an exceptional tall-ship sailing tour and watersports adventure with captains and guides who know the local waters intimately. Relax in the sun and enjoy complimentary cold water, sodas, and snacks. When the water play is finished, toast a successful expedition with beer and wine. Then savor the sail back to port on a graceful craft that recalls the days when Key West wreckers set out in their skipjacks to salvage ill-fated ships caught on the reefs.

Danger Charters offers several styles of day sailing trip to fit your interests and needs. Choose a morning excursion to start the day with adventure then return in time to spend the afternoon exploring Key West. Select the afternoon trip and enjoy a perfect view of the Key West sunset on the sail back to port. For a real treat and extra time under sail, more play time, and a delicious lunch on deck, come aboard for our 6.5-hour Premium Backcountry Safari adventure that includes a picnic lunch.

Book Now! 
Danger Charters welcomes you aboard for the best sail, snorkel, and kayak tours in Key West, but make your reservations soon because these great Florida Keys Backcountry adventures fill up quickly! Click the tabs below to view details about each version of this trip.

Morning Sail, Snorkel & Kayak Excursion

Start the day with sailing adventure and a refreshing dip on our Danger Charters 4.5-hour Morning Sail, Snorkel & Kayak Excursion. Sail out to the Key West National Wildlife Refuge to snorkel, paddle, and play in the pristine waters then return in time to spend the afternoon in Key West, reboard your cruise ship, or catch a departure flight.

The Morning Half-Day Excursion is a perfect way to fit some real adventure into a tight schedule. It’s great for cruise ship passengers or families with small children, and it still offers all the thrills of sailing offshore on a tall ship, snorkeling the clear Backcountry waters, and enjoying one of the world’s top kayaking destinations. All watersports gear is included, complimentary snacks and beverages keep you refreshed, and wine and beer are served on the homeward sail.

Afternoon Sail, Snorkel & Kayak Excursion with Sunset

Enjoy a relaxing afternoon on and in the water then catch a perfect view of the amazing Key West sunset on our Danger Charters 4.5-hour Afternoon Sail, Snorkel, Kayak & Sunset Excursion. Sail out to the Key West National Wildlife Refuge to snorkel, paddle, and play in the clear water under the warm afternoon sun.

The Afternoon Half-Day Excursion is great for those who may not want to roll out so early after enjoying the Key West nightlife. Sail the warm breezes out to the Key West National Wildlife Refuge, snorkel and kayak in one of America’s most pristine marine ecosystems, and rehydrate and recharge with complimentary beverages and snacks. Then, on the sail home, watch the sky light up with the legendary Key West sunset. It is truly awe-inspiring when seen from the deck of a classic 65-foot sailing ship with a glass of beer or wine in hand.

Premium Sail, Snorkel &, Kayak "Backcountry Safari" with Lunch

Experience the ultimate Key West snorkeling and kayaking tour on our Danger Charters 6.5-hour Key West Backcountry Picnic Cruise. Get more time to sail, play, and explore the amazing Key West National Wildlife Refuge. Sightsee, snorkel, kayak, and enjoy a delicious buffet-style picnic lunch on deck all in one unforgettable day. This is the perfect sailing trip for true watersports adventurers and anyone who just loves being on a beautiful boat at sea.

This great tour features lots of time under sail (wind conditions permitting) plus plenty of snorkeling and a kayak expedition around one of the mysterious mangrove islands. If the weather is good, a stop at a sandbar will offer the chance to relax and take some great photos. In between activities, a picnic lunch on deck while sailing the turquoise waters makes this trip something special and is the perfect way to relax and recharge for the next water fun session. When it’s all over, toast an amazing day with complimentary wine and beer.

Private Charter Sail, Snorkel & Kayak for up to 20 guests

Have a 65-foot skipjack sailing schooner all to yourself on our Danger Charters 4.5-hour Private Charter Sail, Snorkel & Kayak Tour. This tour is the perfect way to gather family and friends, celebrate a special occasion, or do some corporate team-building. We will leave port under sail (wind conditions permitting) and head out to the Key West Backcountry to relax and play in the scenic Key West National Wildlife Refuge.

Snorkeling in tropical waters, kayaking, swimming, and spending time on deck in the shade with complimentary snacks, soft drinks, and cold water will make your yachting dreams come true. Our classic skipjack schooners are designed to cruise gracefully through the shallows around the Keys where other vessels cannot go. Drifting on crystal-clear water over coral heads and sponge gardens, spotting sea turtles and gamefish, and jumping in to swim over a sugar-white sand bottom are experiences that your group members will never forget. Everything is included in our private charters, including beer and wine to enjoy on the sail back to port.

  • Choose the perfect trip for your interests and itinerary.
  • Sail the amazing Key West Backcountry waters aboard a classic 65ft Florida Keys skipjack schooner.
  • Glide over the sand bottom and coral reefs of the Key West National Wildlife Refuge.
  • Go back in time with an interesting historical chart talk.
  • Snorkel through lush sponge gardens and over coral patch reefs in crystal clear water.
  • Kayak the mangrove islands with their rich variety of bird and marine life.
  • Enjoy free snacks, water, and beverages.
  • Try the Premium Full-Day “Backcountry Safari” for more fun afloat and a delicious picnic lunch on deck.


Current Specials

Use code ALLABOARD and save 10% off all day trips during January when you book online! (Excludes all Private Charters)

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