Top Fort Myers Cruises & Sailing

SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft. Sailing Catamaran, "Copacetic". The sunset hours are a magical time to be out on the water. With the winds calm, the sun turns golden and paints the sky in a palette of hues and colors that seem almost unreal. There is no way you cannot be taken by it. The clean ocean air, vast sky and unbelievable sunset colors will connect you with nature and give you a feeling of relaxation and happiness that most people don't get to experience anymore. A sunset sail will help you calm your mind and let you breath again. So come join us and reset your senses!

Florida is home to some of the world’s most biodiverse landscapes and you can discover a fraction of it during this guided kayak tour. Join a small group and guide to paddle through mangrove forests, shallow bays, and beautiful beaches. While you paddle, keep your eyes peeled for local wildlife such as manatees, dolphins, spoonbills, turtles, and rays, and listen to commentary from your guide about your surroundings.

Discover the haunted history of Fort Myers with a guide who shares spooky tales during this 1.5-hour walking tour at night. Hear stories about Fort Myers’ paranormal past as you take in buildings and alleyways that are rumored to have ghosts. The tour proceeds at a leisurely pace, making it suitable for people with all levels of fitness.

Enjoy a private cruise with your friends and family on the Tiny Tiki. The price is a flat rate for a maximum of 6 people. The Tiny Tiki is a 23 ft custom tiki pontoon which offers both shaded and unshaded comfortable seating. We have coolers with ice on board and unique teak tables to give our boat an authentic tiki bar feel. The majority of the cruise will be through slow waterways along the intracoastal along Fort Myers Beach. All tours are operated by our USCG approved Captain Kate and our guide Brendan. You will likely spot dolphins, various species of birds, and maybe even manatees on your cruise. We have a stereo system with an aux cord so you can play your own music if you prefer. BYOB

Come sail with us in the mid morning or afternoon and take in the serenity that our pristine emerald waters can provide! Dolphins, Manatees, Sea Turtles, and our abundant bird life are frequent guests on this relaxing daytime sail. Weather it's animal watching you're looking for, or just a relaxing cruise around Fort Myers Beach and Sanibel, this activity provides both and will not disappoint!

Spend a day in the great outdoors and explore Lovers Key on a guided eco-tour. Join a guide and a small group to paddle through the mangrove forests, keeping your eyes peeled for wildlife like dolphins and manatees. Learn about the area’s history of Native Americans and Conquistadors as well as the local ecology from your tour guide.

There is no better way to get a birds eye view of this tropical paradise, with a family owned and operated staff with your safety and enjoyment as their highest priority! Take off and land from a custom parasail boat, and enjoy the cruise while the other parties take their turn!

Sailing on a graceful Sailing Yacht can be a once in a lifetime experience. Bolero is a beautiful French Yacht she is a Fountain Pajot Lipari 41 You will be able to move about the boat and enjoy hanging out at the helm in the cockpit inside the salon or lounging out front on the trampoline. If you want to help sail we can accommodate your interest and show you the lines. Even in rough seas... the catamaran holds a steady and even base with minimal rocking.... making your time more enjoyable. Book a tour today and add Sail Bolero to your favorite memories. Up to 6 passengers can board Bolero. For a private sail you would need to purchase all 6 available spaces.

Discover Florida’s wild Everglades on an exciting full-day tour from the Greater Fort Myers area. Travel by airboat deep into the secluded Western Everglades, explore Big Cypress National Preserve by van and foot, and take a leisurely cruise through a mangrove forest. Enjoy commentary from your naturalist guide as you spot manatees, dolphins, and native birds and lunch .

TripAdvisor SPECIAL MONDAY ONLY Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple daily sails that include a quarter day and sunset sail aboard a real sailboat. Owned/operated by husband and wife, we immediately reduce the "Creepy Captain and Crew" factor making for a relaxed and comfortable experience for all guests. Our vessel looks like new due to rigorous daily maintenance. You'll feel a sense of pride sailing aboard our vessel as we depart Salty Sam's Marina heading for the Gulf of Mexico. We will pass the shrimp boat fleet and beautiful homes on the way to the Gulf. Once out of the marked channel, we raise our sails and shut the motor off. Wildlife such as dolphins, sea turtles, manatee, and various birds can appear at anytime. If the wind allows, we will sail towards the Sanibel lighthouse or along the shores of Fort Myers Beach. Book 6 seats for a private tour. Welcome aboard!

Sailing Bolero is a large catamaran and offers an abundance of room to move about and enjoy the scenery and the sunset from the comforts of a beautiful yacht. You will never forget the fun of sailing in the Gulf and watching a South West Florida Sunset. A once in a lifetime experience. Something to share with your friends and family. Enjoy your own beverages and food and have a pick-nick while spotting dolphins swimming off the bow. The vistas and the views from the decks of Bolero are stunning and your photos will fill your vacation album with wonderful scenes unique and wonderful. Captain Joe and crew offer first class treatment assisting with all your needs showing you how to sail, points of interest and catering to your comfort and enjoyment. Book today and start your Catamaran Cruising Adventure. Welcome Aboard.

On this trip, guests will explore Estero Bay and the Gulf of Mexico in search of Dolphin, Manatee and Turtles. These encounters happen on a regular basis in Estero Bay and the Gulf of Mexico. The Dolphin are extremely playful and can be seen jumping in the wake less than 10 feet from the boat.

Family friendly fishing charters and excursions with fun in mind. Customize your day to what you want to see and do. You can fish this diverse area or experience dolphins close up or both! Hang out in the beautiful warm waters at the sandbar or beach, listen to your playlist and enjoy your day on the water. Getting to see this area by boat and spend memorable day catching fish is an amazing experience not to be missed while visiting Southwest Florida.

BRP Premium Audio and guests can come to an agreement on music choice, we have the most fun rides in all of SWFL