Spend a beautiful Florida day out in the clear, blue waters on a snorkeling and dolphin-watching sailing excursion. Enjoy cruising on a roomy catamaran that books less than half their passenger limit for comfortable social distancing, spot wild dolph...

Picture the perfect Key West sunset, as you sail and sit on the deck of a romantic two-masted schooner. With the wind blowing in your hair, the tall ship sails into the sunset over the Southernmost Point of the U.S. Among the sights, your captain wil...

With your friendly & knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the history, culture, and ecology of the Florida Keys, listen to island music, & enjoy the breathtaking scenery! Fee...

Don't miss one of the top things to do in Key West—a half-day sailing tour where you can explore the waters of the Florida Keys. You'll cruise out to a mangrove eco-system to kayak through shallow waters, home to a wide variety of birds, and then y...

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and m...

Cruise into the sunset with wines from all around the world, imported and domestic beers as well as hors d'oeuvres. This cruise is great for a romantic evening or just to enjoy time with friends. Please arrive 30 minutes prior to your departure to ch...

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a fun day in the sun. On the Island T’ing adventure, you’ll sail on a large catamaran away from the bus...

Discover a different side of Key West as you explore a secluded paradise in the Florida Keys backcountry on this Island Adventure. Tucked away between mangrove islands, shallow sandbars and clear, calm turquoise waters, we’ll transport you to a rem...

This full day excursion from Key West includes all the fun things to do in the ocean - kayaking, snorkeling and sailing! You will head way back into the Key West National Wildlife Refuge and spend time enjoying the day, sometimes even at a sandbar. L...

Set sail aboard our classically-styled schooner as she departs Key West's Historic Seaport for a full day of sailing and exploration through the  pristine waters of the Gulf of Mexico.  Observe complex ecosystems and flourishing marine life as you ...

This is the only 2 hour sunset cruise in Key West that provides a private guided tour around the island.Sit back and relax while your Captain points out all the sites along the way. Enjoy the privacy of a private charter. Feel free to bring food or b...

VOTED KEY WESTS BEST - Over 5,000 5 Star Reviews Jet ski Tour around Key west, No Hidden Fees, Everything is included, FREE 2nd Rider, FREE Shuttle Pickup Please check-in one hour before with your photo I.D and credit card.  If you were born on or...

This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the Gulf of Mexico and choose from several water activities, including kayaking around backcountry mangroves, snorkeling in...

Explore beautiful tropical beaches on this full-day catamaran trip from Key West to Dry Tortugas National Park. The Dry Tortugas islands were discovered by Ponce De Leon in 1513; he sighted more than 100 sea turtles swimming in the seas surrounding t...

This Watersports Adventure is sure to please everyone in your party!  The "DO IT ALL" Watersports Adventure is the original and only All Day Watersports Adventure that offers 13 watersports for you to enjoy. This adventure includes a complimentary g...

Enjoy a morning in the crystal clear water of The Florida Keys National Marine Sanctuary. This private custom charter will take you on an adventure snorkeling at the reef. See marine life in their natural habitat. Sea Turtles, Tropical Fish, Starfish...

Private, exclusive tour of the islands near Key West. The only land-based tour in the Florida Keys, operating from Key West. Small groups of up to 12 travel in a comfortable customized air-conditioned vehicle along the Overseas Highway. Drivers are p...

Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minut...

Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special ...

Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we ...