Top Naples Day Cruises

Set sail from Naples aboard a spacious catamaran that cruises along the Gordon River, Naples Bay, and drops anchor at Keewaydin Island. This half-day cruise takes you to pristine white-sand beaches where you can go swimming and shelling. Hear live commentary about the sights along the way and keep an eye out for dolphins. The catamaran accommodates up to 44 passengers and is suitable for all ages.

Discover the sights and marine life of Naples on a sightseeing cruise. You have the opportunity to see birds, dolphins, and, season permitting, manatees. The cruise also takes you past the area’s top mansions, Keewaydin Island, and more. Relax and learn about local history, wildlife, and celebrity real estate during on board commentary. It’s the perfect time to take unobstructed photographs of the city and its natural surroundings.

Relax on the water and enjoy stunning views of Naples Bay on a sunset cruise. The boat seats six guests, letting you skip the crowds and enjoy a more personalized experience. You may also see local wildlife such as dolphins, manatees, ospreys, and more. You don't need to worry about bringing anything, since snacks and drinks come with the cruise.

Enjoy a private sunset tour for up to five people. During the trip, look for wild animals such as dolphins, blue herons, egrets, and roseate spoonbills. Stop for a swim at Keewaydin Island, take a walk on a secluded beach, or collect a few souvenir seashells. Learn about the greater Everglades ecosystem and the steps being taken to preserve it on this private boat tour.

Ahoy Matey! If you are captivated by stories of infamous pirates and legendary mobsters, then this is the tour for you! The Ten thousand Islands are abundant with tales of notorious pirates, nefarious mobsters and legendary ghost ships. On this distinctive tour, you will be regaled with stories of the area, including the legendary lost treasure of the Ten Thousand Islands, ghost ships witnessed by multiple people, the infamous pirate that's known worldwide who used to hide out in the area, and mobster influences in the Everglades. In addition, as you float toward the Everglades you’ll learn why the Canal here was made, and what the notorious local historic hotel was originally designed for. You’ll be taken to an abandoned beach that pirates and swashbuckling buccaneers have lived in days past. This tour is full of rich history, exciting tales and captivating stories, allowing you to walk on the same sand that pirates once roamed. Climb aboard and book your adventure today!

Explore the Ten Thousand Islands by boat on a small-group cruise tour to one of Florida’s top natural attractions. Depart from Marco Island, located just south of Naples. Head to an isolated barrier island that is only accessible by boat, where you can swim in the warm waters, search for shells, and look for marine and other wildlife.

Set sail on this beautifully appointed Catamaran, "Cool Beans", and start making lasting memories! Cool Beans Cruises is the perfect way to see SW Florida, By Water! Choose from a 2.5 hr. Day-Sail or a 2 hr. Champagne Sunset Cruise. With quick access to the Gulf of Mexico, you will experience true sailing with limited motoring. A stop for a swim to a secluded pristine beach for shelling can be part of the Day Sail Only(weather permitting). Keep your cameras ready to capture a photo of the local wildlife to see along the way! Cool Beans Catamaran will accommodate up to 20 passengers. PRICE INCLUDES SODA, WATER, BEER, & WHITE WINE . A CHAMPAGNE TOAST AT SUNSET IS INCLUDED FOR THE SUNSET CRUISE. Please note that parties of 7 or more, an 18% gratuity is added to our base price and is due and payable to the Captain. Also available is our 25 Ft .Pontoon, Lil' Beans! Perfect for up close eco/nature /shelling and island hopping. Book a Private tour for a group for up to 6 guests

Get an up-close view of Florida’s spectacular, coastal mangrove forests—and enjoy an active way to explore—on this kayaking or paddleboarding tour. Pick from multiple tour times, head to the departure point, and meet your guide: after an introduction to your kayak or paddleboard, you’ll hit the water. Paddle through mangrove tunnels, have the chance to spot wildlife like dolphins and manatees, and learn more about the forests from your guide.

Spend some time on the gulf waters of southern Florida—a nature lover's delight—on a boat tour from Marco Island to Cape Romano. With a guide, you have the chance to learn about the region's marine life and see the ecosystem of mangroves, plus go shelling.

See the gentle giants of the sea in their natural habitat on this Everglades wildlife tour. Climb aboard the covered boat and set out along the Florida waterways to spot manatees, alligators, sharks, birds, and more. Learn about the local ecosystem and wildlife from your Coast Guard-certified captain and keep your eyes peeled for manatees that sometimes come right up to the boat.

Begin your private charter with a scenic cruise through Naples Bay and the waterways of Port Royal, home to some of Naples' most impressive waterfront estates. From there, your captain will take you to the beautiful shores of Keewaydin Island, a barrier island known for its natural setting, white-sand beaches, and excellent shelling. Once ashore, the time is yours. Swim in the Gulf, stroll along the beach in search of shells, relax in the sun, or enjoy the beach games provided onboard. Your captain takes care of the details while you enjoy the flexibility and privacy of having the boat exclusively for your group. With no crowded tour and no rigid group itinerary, the experience feels relaxed, personal, and entirely your own.

Experience the magical Naples sunset while cruising on our Edison Explorer. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to the Gulf of Mexico. Along the way, you will see the southwest Florida wildlife, Keewaydin Island and also enjoy the historical narration provided by expert Captains. Admire some of the most beautiful mansions in Port Royal, an incredibly exclusive neighborhood home to well-known millionaires and move throughout the boat to get the best view, unique photo opportunities and to relax on the water.

Unwind aboard your own floating tiki bar on this 3-hour private cruise! This charter is all yours! Departing from the docks at The Fish House Restaurant, set out with a USCG-certified captain at the helm and soak up the sun while cruising the waterways of Little Hickory Bay. Take in gorgeous waterfront homes and native wildlife along the way, play your own playlist through our onboard Bluetooth speakers, and bring your favorite drinks and snacks to enjoy as you relax on the water, just you and your group. Perfect for birthdays, family outings, or simply unwinding with friends on a beautiful Bonita Springs day.

Cruise Naples Bay and the Gordon River aboard your own floating tiki bar! This private charter is all yours! Departing from the dock at The Boathouse Restaurant, set out with a USCG-certified captain at the helm and spend three relaxed hours taking in the best of Naples from the water. Wind through the canals of Port Royal to admire the area's beautiful mansions, and keep an eye out for wildlife along the way. With three hours on the water, there's plenty of time to soak up the sun, snap photos, and simply enjoy the ride, don't worry, this 3-hour tour won't strand you on Gilligan's Island! Bring your favorite drinks and snacks along for the ride, and play your own playlist through your onboard Bluetooth speakers as you relax with friends. Perfect for birthdays, bachelorette parties, corporate events, or simply unwinding with friends on a beautiful Naples day.

Cruise the waterways aboard your own floating tiki bar! This private charter is all yours! Departing from the docks at The Fish House Restaurant, set out with a USCG-certified captain at the helm and wind your way through Little Hickory Bay and the local canals. Take in gorgeous waterfront homes along the backside of Barefoot Beach — or cruise through the mangroves for a closer look at native wildlife like pelicans and ospreys, with a good chance of spotting a dolphin or two along the way. Bring your favorite drinks and snacks along for the ride, play your own playlist through our onboard Bluetooth speakers, and enjoy 90 minutes of relaxed Florida daytime fun on the water, just you and your group. Perfect for birthdays, family outings, or simply unwinding with friends on a beautiful Bonita Springs day.

Unwind aboard your own floating tiki bar on this 2-hour private cruise! This charter is all yours! Departing from the docks at The Fish House Restaurant, set out with a USCG-certified captain at the helm and soak up the sun while cruising the waterways of Little Hickory Bay. Take in gorgeous waterfront homes and native wildlife along the way, play your own playlist through our onboard Bluetooth speakers, and bring your favorite drinks and snacks to enjoy as you relax on the water, just you and your group. Perfect for birthdays, family outings, or simply unwinding with friends on a beautiful Bonita Springs day.

Explore Naples, Florida on this five-hour private luxury boat tour completely tailored to your perfect day on the water. This experience offers a unique day on the water to cruise the canals of Port Royal, spend time at Keewaydin Island, watch the sunset, grab a bite to eat at a waterfront restaurant or bar, and everything in-between! Perfect for families, friends, nature lovers, and those seeking a personalized adventure on the water. This is not just a tour, we prove the a high-end boat, experienced captain, and you tell us what would made this trip your perfect day on the water.

Cruise Naples Bay and the Gordon River aboard your own floating tiki bar! This private charter is all yours! Departing from the dock at The Boathouse Restaurant, set out with a USCG-certified captain at the helm and take in the beautiful sights of waterfront homes and native wildlife along the way. From there, cruise through the canals of Royal Harbor or Aqualane Shores while sipping your favorite beverage and listening to your favorite playlist on our onboard Bluetooth speakers. Ninety minutes of sunshine, scenery, and good company, no one ever leaves without smiling! Bring your favorite drinks and snacks along for the ride and relax with friends as you take in the best of Naples from the water. Perfect for birthdays, bachelorette parties, corporate events, or simply unwinding with friends on a beautiful Naples day.

Kick back and relax on this beautiful 53' sailing catamaran that can accommodate up to 44 passengers. Cruise through the prestigious Port Royal neighborhood in Naples Bay and then set sail into the Gulf of Mexico to watch a breathtaking sunset while sipping your favorite cocktail. Cruises are narrated to point out interesting sights along the way. Dolphin sightings are plentiful and fun for all ages. Pack your favorite drinks and snacks in a cooler, and don't forget to take some pictures! We've been cruising the Naples Waterways since 1991 and are family-owned and operated. Guests are welcome to bring small coolers with their favorite beverages and snacks. Alcohol is permitted. Please note this is not a private boat tour, this is a group tour with others onboard Boarding time is 15 minutes prior to scheduled departure time. Please allow enough time to park and walk down the dock. We leave promptly on time.