Top Fort Myers Cruises & Sailing

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.

Party on the Florida waters with your pals during this floating BYOB tiki bar experience off Fort Myers Beach. Whether you’d rather sip and sunbathe or mix and mingle with new friends over party games, there’s plenty to enjoy while you float along on the crystal blue sea. All while your crew is on-hand to make sure everyone is staying safe while you have fun.

Come aboard this tiki boat and set sail for fun from Fort Myers Beach with your captain on this group cruise. Look out for dolphins, manatees, and other marine wildlife while you coast through the Florida waters and sip a chilled drink. The covered catamaran has plenty of space and shade so you can protect yourself from the Florida sun.

Sip a drink and relax while the crew sails to their favorite scenic spots around the beach. You’ll get stunning views of the sunset over the water and have a chance to spot a host of local wildlife, from dolphins to manatees, while you enjoy the ride. Make memories that will last a lifetime on your next Fort Myers trip with the help of this friendly crew.

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.

Climb aboard our custom round tiki boat for a 90-minute public cruise that blends tropical vibes with easygoing fun. Bring your favorite beverages (cooler and ice provided), settle into plush wrap-around seating under a shaded bamboo canopy, and let your expert captain navigate the calm waters. With a full stand-up bathroom onboard, you can stay refreshed and comfortable without missing a moment of the action. Drift through mangrove-lined backwaters and scan the bay for local wildlife—dolphins, manatees, rays, and coastal birds—though sightings aren’t guaranteed, the search is part of the fun. Our premium sound system lets you set the mood with Bluetooth and aux hookup. This floating tiki bar boat delivers pure Florida fun in a friendly, social atmosphere.

Whether you’re on Spring break with your girlfriends or backpacking solo, this sunset booze cruise in Fort Myers is the perfect end to a day in paradise. It’s a bring–your-own-booze party boat, so you supply the tipples and your awesome crew take care of the rest – ice buckets, tunes, party games and, with some help from Mother Nature, that glorious Floridian sunset. Come away with lasting memories and some new drinking buddies.

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pals on our public activities or having an intimate celebration with your chosen ones on private outings. Fancy a tipple while the waves lap around you? Bring your beverage of choice – just remember, BYOB! Safety and fun go hand-in-hand at Tiki Pub. Every voyage is captained by our experienced crew, ensuring your adventure is smooth sailing from start to finish. Plus, for those looking to have a blast without splashing too much cash, we offer a wallet-friendly option to revel in Fort Myers' captivating waterways.

Captain Lauren with SWFL Party Pontoon is a marine biologist with years on the water in the area. Tours are catered to the group on board, so whether you want to just relax, shell, learn about the area, we have you covered. Floaties and beach games (and sand castle making toys for the kids) are always included. If you want to snorkel, we do not provide gear, but that can be done at some of the beaches. Book direct for more info or other tours.

Get up close and personal to Florida’s wildlife on a paddleboard tour through Fort Myers. Get your gear and slowly navigate the waterways in search of West Indian manatees, dolphins, sea turtles, pelicans, and many more species. Stop to search for seashells at a nearby beach and take in the coastal views before heading back to the launch point.

Leave your worries on land. The Oasis is bringing sunset views, island tunes, LED lights, and plush lounge seating for up to 30 guests. Custom-built to bring the ultimate Jimmy Buffet style cruise to you. Construction on The Oasis finished in January of 2024, making it the latest and greatest tiki boat on the harbor. When you have to take a liki on the tiki there's a fully enclosed and private restroom with an electric flushing toilet. Chill in the shade under our Tiki Thatched roof, or sit up front to catch some sun and work on your tan. When the sun goes down, dance under the LED lights and move to the sounds of our Oasis surround sound system. We have full Bluetooth capabilities, so feel free to request a song! Both adults and children may join us. Please leave all pets/animals at home as they are not allowed onboard. No Smoking or Drugs allowed onboard at any time.

Leave the crowds on land behind and sail into the Gulf of Mexico on board the immaculate Orion’s Child with this small-group sailboat tour. Set off with the husband-and-wife crew and relax on board as you pass shrimp boats and waterfront homes lining the channel. Once in the gulf, the sails are raised and course set for Sanibel lighthouse or Fort Myers Beach. Spot dolphins, sea turtles, and other marine wildlife as you fly across the waves.

Come aboard The Oasis and leave your worries on land! Bring your favorite drinks (cans only) and experience Charlotte Harbor’s most relaxing way to meet the locals—our playful bottlenose dolphins. We keep drinks ice-cold in a jumbo cooler and provide cups, plates, napkins, and a private electric-flush restroom. Lounge under the tiki roof or stretch out on plush seating while island tunes roll. This isn’t just a boat ride—it’s a naturalist-led eco tour. Learn how dolphins hunt and raise calves as we slow for respectful viewing (sightings common, never guaranteed). Watch for seasonal manatees, ospreys, pelicans, rays, snook, and the mangrove nurseries that power this estuary. Kids (and curious adults) love our discovery bucket—conch shells, captain’s spyglasses, fossils, and skeleton models bring the ecosystem to life. You’ll leave with new facts, great photos, and that vacation feeling.

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and a myriad of sea creatures and incredible Birds! The best part is that then you can share what you have learned so we can all help to preserve the beauty of the bay and its precious Wildlife.

Cruise the waterways of Fort Myers Beach at night on this small-group tiki boat experience. Enjoy a relaxed BYOB format while a captain handles navigation, so that you can focus on the atmosphere. With limited capacity, the cruise offers a social but uncrowded setting, combining music and scenic views for an upbeat, unique way to experience Fort Myers after dark.

Cast your line in Florida’s abundant waterways and enjoy a relaxing boat day with this private charter service. Board your vessel with your group and choose to fish in the back bays to target snook, redfish, and trout, or offshore for snapper, grouper, mackerel, and shark. This tour is completely customizable to your group’s interests and skill levels.

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups of up to 12. We offer recommended stop but the tour is completely customizable. Yo0u decide on what stops to take and how long to stay at each stop. Behind every curve, a new wonder awaits—lush rainforests, stunning waterfalls, narrow one-lane bridges, and the vibrant traditions of Hana’s elders. With this tour, you control the journey. Choose your stops, adjust the order, and decide how long to stay at each location. Your private guide and Hana Highway expert will handle the driving, sharing captivating stories of Hawaiian history, legends, and culture along the way. Whether you want to linger at a scenic spot or explore hidden gems, this is your adventure to shape. Aloha Sunshine Tours offers an unforgettable journey through the heart of Maui tailored to you.

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 sunset cruise along the waterways of Cape Coral with this private boat tour, with space for up to six passengers. With a Master Captain at the helm, you don’t have to worry about navigation, tides, or where to find wildlife. Cruise out to San Carlos Bay and keep your eyes peeled for playful dolphins and other wildlife while enjoying a beautiful sunset.

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on board sound system with Tiki-Oki, and the friendliest most fun captains around. You'll be sure to have the time of your life.

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.

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. Whether you want to dance, sing Tiki-Oki, slip down the on board water slide, or just relax and enjoy the sunset, this cruise will make all your dreams come true!

Capt. Mike, a Snook Bight Marina Fishing Pro staff guide, is happy to assist you in every way from baiting your hook, casting and cleaning any fish within the legal-size limit. If you are a nature lover we can see dolphins any time of year near Fort Myers Beach. In the summer months, there are also excellent opportunities to spot manatees. 4 hours of fishing fun, we fish within 3 miles of shore and travel time between spots is anywhere from a few minutes to 20 to take advantage of optimal fishing conditions. The boat is stable, has partial shade, a small bathroom, and an iced cooler on board for your favorite food and drinks that you provide. Or there is room for your own cooler. We are handicap accessible and limited to 6 passengers max. We provide everything you will need for fishing, you just bring food and drinks.