Top Fort Myers Cruises & Sailing

Unwind after a long day aboard a relaxing sunset cruise along Fort Myers Beach. Watch as the sun starts to dip below the horizon and changes the sky from blue to several hues of oranges, reds, and pinks. Relax on the spacious catamaran with a drink in hand and watch as the scenes pass you by.

Sail along the waterways of Fort Myers Beach and Sanibel Island aboard this relaxing cruise. Board your catamaran and enjoy a smooth sail along the blue-green waters. Pass by several landmarks including the Sanibel Island Lighthouse and Fort Myers Beach Pier. You also have the opportunity to spot local wildlife like sea turtles, dolphins, and even manatees.

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.

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.

Spend the day out on the water and search for local wildlife on this private excursion from Fort Myers. Board your private boat and head out to Estero Bay and the Gulf of Mexico to search for aquatic species. While you sail, keep your eyes peeled for manatees, turtles, and dolphins, who sometimes like to play in the wake of the boat.

Take a ride along the waterways of Fort Myers Beach aboard a private tiki boat during this excursion. Sit and relax on the comfortable vessel, that offers both shaded and unshaded seating, and keep your eyes peeled for local wildlife, mainly the playful dolphins. You can also bring your own drinks and snacks on board to really make the experience your own.

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.

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!

This is a one of a kind historical haunted pub crawl. Although one may find haunted pub crawls all over the world, this one is unique as the guides use magic to enhance the presentation. A portion of all ticket sales go to the Estero Island( Ft. Myers Beach)Historic Society.

Our tours are all custom tours based on what our customers decide they would like to do as long as it's doesn't exceed our allotted time.