Whether you're looking for an exciting day on the water, a relaxing sunset sail, or a unique overnight escape, our private sailing adventures offer an unforgettable way to experience the Florida Keys. Enjoy warm tropical waters, breathtaking scenery, and the freedom to explore at your own pace.

Choose Your Adventure

From a few hours on the water to a multi-day getaway, we offer a variety of private sailing excursions to suit your interests and schedule.

What Can You Experience?

Every trip can be customized to your group's interests. Depending on your chosen excursion and conditions, your adventure may include:

  • Sailing & Island Exploration: Discover secluded islands, sandy beaches, and beautiful coastal scenery.

  • Snorkeling & Marine Life: Explore vibrant coral reefs and look for dolphins, sea turtles, and other fascinating marine life.

  • Water Activities: Enjoy swimming, kayaking, paddleboarding, freediving, or casual fishing where available.

  • Seasonal Lobstering: Try your hand at lobster hunting during the Florida season, subject to applicable regulations and licensing.

  • Shelling: Some very amazing treasures are out there!

  • Relaxation at Sea: Unwind aboard your private vessel, enjoy the sunshine, and take in the natural beauty of the Keys.

  • Overnight Getaways: Extend your adventure and experience the unique pleasure of life at sea.

Selected charters include freshly prepared meals and refreshments, allowing you to relax and enjoy your time on the water.

Your Adventure, Your Way

No two groups are alike, and your trip doesn't have to be either. Our private charters offer flexibility to tailor your experience to your group's interests, whether you prefer an active day of exploration, a leisurely sail, or a combination of both.

Choose your preferred excursion, date, and duration. If you have a special destination or experience in mind, contact us to discuss a customized adventure.

Simple, Flexible Booking

Reserve your adventure with a 25% deposit. The remaining balance is due 5 days before departure.

With a variety of excursions and flexible options, planning your Florida Keys adventure is easy.

Let's Get You on the Water!

Explore our available charters, find the experience that's right for you, and get ready to discover the beauty of the Florida Keys from a whole new perspective.

Your boat. Your adventure. Your Florida Keys experience.

A 42’ Manta Catamaran is our featured yacht. Tortuga Sailing Adventures has been providing all inclusive sailing yacht charter excursions in the waters near Key West, Florida since 2012. The yacht and Captain are fully licensed and insured.  All of our water sports equipment is continuously updated and kept sanitary for your use.The impressive blue ocean sailing cruiser touts 3 comfortable staterooms, 2 heads, ample decks and first-rate construction, solar panels, a fresh water maker, generator and air conditioners - must haves for even the shortest vacations at sea. Vessels in our fleet have added several additional amenities to make live-aboard vacation cruising much more livable – even luxurious. 

Perfect for -

  • Day Trips to the nearby reefs and uninhabited islands to snorkel and explore

  • Sunset Sailing in the Atlantic Ocean or in the Gulf, near downtown Key West

  • Overnight Excursions to Dry Tortugas National Park and uninhabited islands

 

The Captain & Crew -  All Tortuga captains hold knowledge of local waters, land and weather conditions. Our crew members hold a variety of credentials including First Aid, CPR. 

See the crew