Private Charters - Tropic Like It's Hot
Recent Reviews
prestomagic24
May 16, 2026
Ryan and Rebecca gave us an awesome experience at the sand bar during our tiki boat charter! There were 9 of us and everything was smooth sailing, so much fun! Highly recommend, thanks guys!
Christina Suarez
May 14, 2026
Captain Ryan and Mate Amy were the best! We celebrated my son’s birthday with all his friends. The day was gorgeous, the boat was perfect and all the amenities and professionalism provided by the staff made for a flawless experience and a great core memory for my son! Thanks a mi…
Marnie Cormier
May 11, 2026
Our bachelorette crew had the BEST time on our sandbar excursion with Chris and Sophia! Truly the ultimate tour guides. The boat was fully stocked with coolers and water for us, and the vibes were amazing from start to finish. They went above and beyond with all the little detail…
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More Experiences
Island Jet Ski Tour
Explore the best of Islamorada with the Ultimate Thrill Ride! Maximum of 2 adults per jet ski. Three passengers are only allowed if 2 adults have one small child or one adult and two kids. Hop on our incredible island jet ski tour as it takes you through over 26 miles of the most beautiful waters and scenery the Florida Keys has to offer. This tour is perfect for thrill-seekers and nature lovers alike, providing an unforgettable experience on the water. With top-of-the-line jet skis and expert guides, you'll navigate through lush paths and open waters, making stops at iconic locations like the sandbar and coral reefs.
Catboat Tour
Discover the beauty of Islamorada with our newest adventure, the Catboat Tour! A maximum of 2 people per boat. Perfect for all ages, this tour offers a unique experience on the water with our state-of-the-art catboats. Enjoy a leisurely ride through the stunning waters of the Florida Keys, taking in the breathtaking scenery and wildlife. Our experienced guides will ensure a safe and enjoyable journey, providing insights into the local environment and history. Book now to experience the ultimate relaxation and exploration on the water!
Snorkel & Sandbar Combo Adventure
Two of the Florida Keys’ most iconic experiences — reef snorkeling and the famous Islamorada sandbar — combined into one unforgettable trip aboard the brand-new 55-foot Isle Legacy. This adventure begins with a scenic cruise through the beautiful waters surrounding Islamorada as your captain heads toward one of the area’s coral reef or patch reef snorkel sites. Slip into the clear, tropical water and explore a vibrant underwater world filled with colorful fish, coral formations, and other marine life that make the Florida Keys reef system so special. After snorkeling, the experience continues with a visit to the world-famous Islamorada sandbar, where shallow, crystal-clear water creates the perfect place to swim, float, and relax. Stretch out on premium SunChill floating loungers, wade in calm waist-deep water, or unwind aboard the spacious catamaran while soaking in the island scenery. With a comfortable ride, professional crew, and two unforgettable destinations in one trip, this experience is perfect for families, couples, and groups looking to make the most of their time on the water in Islamorada.
Islamorada Sandbar Experience
Enjoy the Florida Keys’ most famous sandbar aboard the brand-new 55-foot Isle Legacy. Departing from Three Waters Resort & Marina, the closest marina to the Islamorada sandbar, Isle Legacy offers a brief scenic ride before anchoring in clear, shallow turquoise waters. The short transit maximizes your sandbar experience so you can swim, float, relax, and socialize longer. Stretch out on premium SunChill floating loungers, wade in calm waist-deep water, or unwind aboard a spacious, stable catamaran featuring both shaded seating and an open sun deck. With an onboard restroom and generous room to move about, Isle Legacy offers a comfortable and easygoing sandbar trip ideal for families, couples, friend groups, celebrations, and visitors enjoying the Keys.
Sunset Cruise
End your day on the water with a relaxed Islamorada sunset cruise aboard the brand-new 55-foot Isle Legacy. Departing from a convenient Islamorada marina, you’ll glide through calm Florida Bay and Atlantic waters as the sky transforms into brilliant shades of gold, orange, and pink. Tropical music and laid-back island vibes create the perfect atmosphere while you relax and enjoy the scenery. Designed for guests seeking a peaceful and scenic experience on the water, this cruise is perfect for couples, families, celebrations, and visitors looking to unwind in comfort. The wide, stable catamaran offers generous space to move about, relax with friends, and take in panoramic views as the sun dips below the horizon. As the evening colors peak, guests 21+ are invited to enjoy a complimentary champagne sunset toast, adding a celebratory touch to an already unforgettable setting. Whether you're marking a special occasion or simply unwinding after a day in the sun, this is an easygoing and memorable way to experience Islamorada.
Private Charters - Isle Legacy
From casual sandbar days to unforgettable celebrations, Isle Legacy is the Florida Keys' premier private charter experience. Experience Islamorada your way aboard the brand-new 55-foot Isle Legacy. Whether you're planning a wedding celebration, corporate outing, milestone birthday, bachelor or bachelorette party, family reunion, sunset cruise, sandbar adventure, snorkeling excursion, or simply a fun day on the water with friends and family, Isle Legacy provides an unforgettable private charter experience. Designed with comfort, entertaining, and hospitality in mind, Isle Legacy offers a level of space and amenities rarely found on the water in the Florida Keys. Accommodating up to 49 guests, the vessel features spacious decks, comfortable cushioned seating, premium entertainment systems, and dedicated hospitality areas that make every outing feel effortless. While Isle Legacy is perfectly suited for upscale events and celebrations, it's equally ideal for laid-back groups looking to enjoy a private day on the water in a more comfortable and elevated setting. Spend the day at the famous Islamorada Sandbar, snorkel vibrant coral reefs, enjoy a sunset cruise, host a catered event, or create a fully customized itinerary. The day is yours to design.