Top Naples On the Water

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.

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.

Experience the natural beauty and marine life of Southwest Florida up-close with a CLEAR kayak! Don't just take our word on what an awesome tour this is... see our TripAdvisor Travelers' Choice Awards for 2022-2023-2024! Paddle Naples' tours are in the top 10% of all worldwide tours! Our Five-Star guided eco-tours and rentals take you through Estero Bay and the Gulf of Mexico’s most incredible paddling routes... including mangrove tunnels, secluded beaches, and prime shelling areas! This is prime habitat for dolphins (year round) and manatees (mostly warm water months). We use top quality standard kayaks and paddleboards that are comfortable and easy to paddle. We have CLEAR paddleboards too, and HOBIE pedal kayaks if needed. Complementary photos included! Looking for something truly unique? Try our CLEAR Kayak Sunset Glow Tour. We will paddle to a secluded beach for shelling until sunset, then we turn on the colorful underwater LED lights and have a great time paddling back!

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.

Soak up the natural beauty of Bonita Springs and discover its marine wildlife on a relaxed self-guided tour either by SUP or kayak. Look out for manatees and dolphins as you drift through Estero Bay, home to one of the Gulf’s most wildlife-rich habitats, following mangrove tunnels and paddling to secluded beaches primed for shelling. Take this tour at your own pace with pre-designed routes to guide you.

Introduce your family to fishing on a private charter from Marco Island, designed for anglers of all experience levels. Friendly captains provide hands-on guidance and enjoy teaching children the basics, making it an accessible experience for beginners. With all fishing equipment included and no license required, this 2-hour catch-and-release trip explores scenic mangroves and calm waters, offering chances to spot dolphins and sharks while discovering Florida's coastal wildlife.

Have a kayak adventure around the mangroves near Naples and Marco Island. Led by a naturalist, you’ll safely explore the famous mangrove tunnels and look for dolphins and manatee while your guide shares fascinating information and funny jokes. Enjoy the comfort of your own kayak (unless you’re with a child, who will join you in a tandem) and receive free photos taken by your guide.

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

Kayak at your own pace, as you enjoy one of the best locations in SWFL to kayak and enjoy our beautiful eco system. Bring your family, friends and pets along for the ride. Explore a secluded beach with awesome shelling, mangrove tunnels, and pristine water ways. Most days you will have a Dolphin experience, and many days during season you will see Manatees, everyday you will see some sort of wonderful wildlife our eco system harbors. CLEAR KAYAKS: Clears do not operate as singles, these are tandems only! Which requires you to book for two people minimum. The water clarity in the Gulf of Mexico is highly variable. For the best conditions book on non-windy days and a timeslot with an incoming tide. If the water is murky it is due to a host of variables such as, high winds, outgoing tides, and storms.

Go kayaking in the Rookery Bay Reserve on a half-day tour from Naples that is led by a local biologist guide. Learn about the wildlife and ecosystem of this stunning part of the Ten Thousand Islands in southwest Florida as you paddle through mangrove tunnels, mudflats, and oyster reefs. Look for birds and marine life such as sea stars, dolphins, large snails, and possibly even manatees.

Kayaking is a fantastic way to explore the waterways around Naples and this tour gives you the opportunity to experience it in a unique way. Not only will you paddle out on a clear kayak to watch the sunset, but on your return, your guide will turn on the LED lights and let your kayaks glow as you paddle back to the launch point.

Set sail into the glorious Gulf of Mexico for a luxurious 2.5-hour Catamaran day sail, aboard the beautiful 42ft. MaineCat Cool Beans. Journey to an exclusive island paradise where you can bask in the sun and take part in some exciting shelling (weather permitting). Relax with pristine views as calming island tunes fill your ears, while sipping on complimentary drinks from comfortable seating—with the choice of basking indoors or outdoors. Create memories with your loved ones on the high seas.

Spend a relaxing day fishing on the Gulf of Mexico during this family-friendly excursion from Naples. Your vessel ventures out to calm waters where everyone can enjoy a peaceful fishing experience. Cast your line for several species including redfish, snook, sheepshead, and trout. This tour is ideal for families with young children and inexperienced fisherpeople who would like to try a new sport.

Tackle the waters surrounding Florida’s Marco Island to try your luck at spotting some local dolphins and manatees from your paddleboard or kayak with the help of a guide. The tour leader is also on hand to help you learn more about the local wildlife and how they live. Make sure you keep your eyes peeled for sea turtles and pink spoonbill birds too.

Join owner and guide Mike on a LED HOBIE GLOW ADVENTURE!!! Our Hobie Pedal Mirage Drives and their powerful LED lighting make our sunset kayak tour unique. Whether you choose to paddle or pedal, your experience will be epic, and allow you to effortlessly go through currents, go further, and see more. The LED glow lights not only highlight the mangrove eco system but make the experience very exciting. Southwest Florida Sunsets are breath taking, as you travel to the beach to watch the sunset, we will search for Dolphins and Manatees, and navigate mangrove tunnels. When we return from the sunset, the LEDs will light your way in an special way.

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.

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.

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, couples, and nature enthusiasts. Whether you're a nature lover, photographer, or family looking for a memorable adventure, this tour delivers unforgettable moments in one of Florida’s most scenic coastal regions. Frequent sightings of dolphins, manatees, and native wildlife Visit a remote island for shelling and beachcombing ***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***

The Estero Bay Estuary is one of the largest natural-state estuaries in southwest Florida—ideal for kayaking if you have the gear and know-how. This small-group kayaking and paddle board tour travels the channels and mangrove tunnels around Big Hickory. Explore the nature preserve’s beaches and mangrove tunnels, while keeping an eye out for dolphins, manatees and other wildlife.

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.

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.

The waters off the coast of Naples have some of the best deep-sea fishing in all of Florida—if you have the right fishing gear and boat to reach it. This full-day charter boat rental makes fishing as easy as possible, providing a fully-equipped boat with twin motors, an experienced captain and crew, and even contacts at a local restaurant who can cook your catch for a small fee.