Top Naples Private Sightseeing Tours

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!

Experience the natural wonders of Southwest Florida on a private 2-hour dolphin and eco tour through the Ten Thousand Islands. Cruise aboard a comfortable boat with a USCG-certified local captain, spotting dolphins, manatees, sea turtles, sharks, and a variety of coastal birds in their natural habitat. Enjoy a stop at a secluded barrier island for shelling and beach time, where you can explore pristine sands and collect unique shells. This small-group tour (up to 6 guests) offers a personalized adventure ideal for families, and couples. Whether you're a nature lover, photographer, or family looking for a memorable adventure, this tour delivers unforgettable moments Frequent sightings of dolphins, manatees, and native wildlife Visit a remote island for shelling and beachcombing Count ALL guest, including children as adults when booking. ***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***

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.

Kick back, relax, and let your captain set sail for the sunset with you and your party on this private cruise from Marco Island, Florida. Feel free to bring a cooler packed with your favorite food and refreshments, alcoholic and otherwise. Stop off at a secluded beach for some shelling, and keep your eyes peeled for local wildlife such as dolphins, alligators, manatees, and coastal birds.

Cruise aboard the Double Sunshine from Naples and into the Gulf of Mexico at sunset. Move freely on the deck to see the best views and capture lovely pictures. You may be able to spot dolphins or manatees swimming in the gulf. Cruise past stunning mansions in exclusive Port Royal, serene Keewaydin Island, and enjoy the tales of Florida history from your knowledgeable captain.

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

Choose from a 3- or 4-hour fishing charter where you’ll angle for redfish, sheepshead, snook, a variety of grouper, mangrove snapper, and more. You’ll be fishing in Naples Bay, and may venture up to nine miles out into the Gulf of Mexico. When the tour is done, the captain cleans your catch quickly and with minimal waste.

Discover the serene beauty of Keewaydin Island on a luxury boat tour to this hidden gem of Southwest Florida. Accessible only by boat, the island boasts soft white sands and crystal-clear waters, perfect for a day of relaxation or beachcombing for unique seashells. Spend your time soaking in the natural landscape or lounging with a drink in hand. This tour is ideal for families and nature enthusiasts looking to experience Naples' untouched beauty. - Explore the pristine shores of Keewaydin Island by boat - Enjoy beachcombing for unique shells and relaxing by the water - Ideal for families and nature lovers seeking tranquility - Experience a hidden gem only accessible by boat

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.

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.

Exploring the Ten Thousand Islands National Wildlife Refuge on your own can be intimidating if you don’t know your way around on the water. Book this Thousand Islands 2-person Catamaran Tour to follow a knowledgeable guide who will keep you from getting lost and ensure you enjoy this pristine preserve to the fullest, with great opportunity to view the wildlife and sea life that inhabit the refuge.

Look for dolphins in the waters of the Ten Thousand Islands on this boat tour from Marco Island. With a captain-guide, explore a piece of Florida's gulf coast to see and learn about the natural environment. You also have the opportunity to spot shorebirds with your live guide on hand to identify them.

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.

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.

Experience the beauty and diversity of Florida's Everglades on a kayak tour. Join a small group and paddle through mangrove forests in search of local wildlife. During the winter months, manatees can be spotted congregating in the cooler waters of deep canals. You can also observe other animals like river otters, alligators, and several bird species during your tour.

Discover Naples, Florida with ease and learn about the area during this guided tour. Join a small group and board your electric trike for a comfortable ride through the streets of the city. See Naples Pier, Cambier Park, Historic Palm Cottage, the yacht club, and more over the course of the tour. The beauty of the trike is that guests can sit or stand while using the electric vehicle.

No matter what level of fishing expertise you possess, this private fishing trip on Lake Trafford is sure to suit you. With your private group, board a boat with your private captain and fishing guide. Cruise Lake Trafford as you try your best to catch fish that call the waters below home. Choose from a variety of tour lengths to better suit your schedule and enjoy the personalized experience of a private tour.

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.

This amazing tour views the Port Royal houses and Mansions with either a guided tour or relax on your own with a captained excursion. The tour ends at the mouth of the Gordon river or out on the Gulf of Mexico as we see the amazing sunset. As we head back during twilight we see the houses backlight by the georgous reflection of the just setting sun on the sky. Enjoy time on a luxury tri-toon with plenty of space. Bring your own drinks, charcuterie, or dinner and you will have plenty of time to enjoy.

Enjoy paddling through the mangrove tunnels on Estero bay. Our kayak tours are available for all ages. If anyone wants to bring their own SUP or kayak they are welcome to join. Dogs are permitted as well. Growing up in Southwest Florida contributed to your guide's love of beach life. He is extremely knowledgeable about the area and is passionate about sharing this love with you by kayaking through the beautiful mangroves, where you can see pelicans, herons, dolphins, and perhaps a manatee. With just 15 minutes of easy paddling, you will find the most gorgeous and relaxing private beach with an abundance of shells. You will leave feeling like Joey is your new friend! All of the equipment (kayaks and paddleboards) are of high quality and new!

Slow Burn Time Intentionally Taken. What to expect This is a quiet, no-wake charter designed for cigars, conversation, and unhurried time on the water. The two-hour experience is often enjoyed with a glass of bourbon or a drink of choice. Guests are encouraged to bring their own cigars. If forgotten, Gentle Wake provides one complimentary cigar per passenger from a curated sampler. The charter is BYOB, with ice and glassware provided, and hosted by a captain who maintains a relaxed, unobtrusive presence.

Come explore the beautiful waters surrounding Marco Island on a private dolphin and eco adventure through the famous Ten Thousand Islands. Cruise through the backwaters and coastal waters of Southwest Florida while keeping watch for wild bottlenose dolphins, manatees, sea turtles, birds, and other native wildlife. Your captain navigates to some of the area's most productive wildlife-viewing locations while sharing insights into the unique ecosystem that makes this region so special. This customizable experience is ideal for families, couples, and visitors of all ages seeking to discover the natural beauty of Southwest Florida. Bring your camera, relax, and enjoy a scenic boat ride through pristine waterways as you search for wildlife in its natural habitat and experience Marco Island from the water.

Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering hidden gems and local lore along the way . Explore the vast wetlands of Everglades National Park, encountering unique wildlife and ecosystems . Delve into the rich history and biodiversity of Big Cypress National Preserve . Finally, discover the underwater wonders of Biscayne National Park, from coral reefs to mangrove forests . With GPS-triggered narration, offline maps, and expert storytelling, enjoy the freedom to explore at your own pace without the constraints of group tours. Join thousands of travelers who have transformed their Florida road trips into enriching experiences—download now and let the Sunshine State's natural beauty and history captivate you!