Top Naples Cruises & Sailing - page 2

Paddle the waters of the Naples coastline on a paddleboard or kayak while you try your luck at spotting some local wildlife with the help of a guide. Not only are you in with a chance of seeing manatees and dolphins, but sea turtles, bald eagles, and pelicans too. Take in the area’s beautiful scenery from the water and dive into the adventure.

This is the only tour of its kind around Marco Island! Experience the best of the 10,000 Islands on this exciting dolphin-watching and tubing adventure. Cruise through mangrove-lined waterways, spotting wild dolphins playing in their natural habitat. Then, switch gears for some fun as you float and glide across the water on a tubing ride, perfect for all ages. This private, small-group tour offers a unique mix of wildlife viewing and thrilling water activities, making it an unforgettable way to explore Southwest Florida’s scenic coast. Book now to combine adventure and relaxation on the water!

Nature lovers can spend a day immersed in pristine landscapes on this shelling cruise from Naples, Florida to Keewaydin Island. Join a small group and board your vessel for the journey to the remote island. Cruise past mangrove forests and see wildlife such as alligators, dolphins, and even manatees along the way. Once you reach Keewaydin, take a nature walk and fill your big with beach treasures before heading back.

Come see an amazing sunset on the Gulf! Some of the best sunsets in the world are in SW Florida—best seen on a sunset boat tour! There’s something truly magical about the sunset hour in South Florida. With stunning skies every night at sunset near Marco Island, you can depend on making some extraordinary memories. Wildlife and scenic views: After leaving private Goodland boat dock, the sunset cruise has to go to some of the best places around Goodland and Marco Island to enjoy the wildlife and scenic views. Barrier Island Beach Stop: We’ll spend about an hour on a barrier island as the sun goes down. It is a perfect opportunity to stroll on the white sandy shore, collect shells and sand dollars, or stay on the boat enjoying snacks and drinks. A perfect paradise sunset over the Gulf. 2.5 hours. Departs from our private commercial docks at 220 Goodland Dr (across the street from Stan's Idle Hour) daily 2 hours before sunset.

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!

Witness an incredible sunset only Florida can provide, all while relaxing in luxury on our first class boat. During this excursion we'll stop off at an incredible white sand beach where you can stroll the fluffy sand looking for that perfect shell, take in the extraordinary wildlife and, weather permitting, enjoy a breathtaking sunset that can only be found here. The beaches we travel to aren't like typical crowded SWFL beaches, we venture to secluded and rarely occupied areas that possess great beauty, bountiful shells and a relaxing setting. Unlike most tours in Naples, Marco and Goodland, we offer a better and unique eco tour experience while travelling through the Everglades. Keep an eye out on this Eco Tour! You may be lucky enough to spot the many dolphins, manatees, sea turtles, alligators, salt water crocodiles and other marine wildlife that makes this area so extraordinary. See for yourself why the Ten Thousand Islands are like no other place on earth.

Feel the gentle breeze as you cruise through the canals of Naples Bay; Enjoy a complimentary breakfast as you take in the beauty of the morning; Spot playful dolphins, manatees, and seabirds in their natural habitat; Relax on a luxury pontoon and soak in the elegance of a coastal paradise

Savour Sunset Where Day Softly Ends What to expect This is a relaxed evening charter centered on reaching the beach in time for sunset. The experience is intentionally simple and unhurried, offering space to take in the light, the water, and the close of the day. The charter is BYOB. Ice and glassware are provided, and the experience includes one complimentary bottle of wine to share, along with a thoughtfully prepared fruit and cheese platter. Guests are welcome to bring their drink of choice and settle into the moment as the sun lowers and the day comes to rest. No rush. No performance. Just water, light, and evening.

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.

Discover remote beaches in the 10,000 Islands on a guided Private Shelling Tour. Our boat can accommodate up to 6 guests. This tour is the perfect opportunity to find an abundance of beautiful seashells while visiting these uninhabited Islands. This tour is family-friendly and takes place during the lowest tides of the day.

Florida's south-west coast is filled with sea life, wildlife, and nature sightseeing you won't want to miss. This Naples Bay and Gulf of Mexico Private Eco Tour by Boat takes you to areas along the water in Naples Bay and the Gulf of Mexico so you can see a variety of animals and fish in their natural habitat. Plus, a guide narrates so you can learn about the ecosystem, too.

Experience the tranquil magic of a Naples sunset on a private 2-hour cruise. Guided by a local expert boasting over three decades on these waters, you'll discover the Gulf's best-kept secrets and breathtaking views. Listen to information about Naples's history, the wildlife and the area itself.

*Have a Group Larger than 6? We can take groups up to 12. Reach out to customer service and they will assist you in booking* Access to Hidden Shelling Beaches: We take you beyond the typical tourist spots to remote islands like 2nd Chance, Dickmans, Cape Romano and Kice Island — places only accessible by boat and known for their rare shell finds. Local Expertise: Your guide is a seasoned shelling expert with deep knowledge of the 10,000 Islands ecosystem, tides, and the best shelling techniques. Wildlife Encounters: Spot dolphins, manatees, pelicans, and other native wildlife as you cruise through mangrove-lined waterways. Private & Personalized: With space for up to 6 guests, this is a private experience tailored to your pace and interests — perfect for families, couples, or small groups. Peaceful Escape: No crowds, no rush — just you, the sea breeze, and miles of untouched shoreline.