Top Naples Spring Break in 2026

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

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.

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.

- Entire boat reserved exclusively for your group - Your own captain and personalized experience - Search for wild dolphins and other local marine life - Cruise beautiful Naples Bay and Port Royal - Experience a spectacular Naples sunset from the water - Charcuterie and white wine included - Complimentary bottled water and blankets - Perfect for couples, families and special occasions

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.

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.

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.

Explore the thousands of islands around Marco Island by Go Cat boat. Whether you're an experienced boater or a complete novice, these two-person fiberglass boats are fun and easy to drive and maneuver, which means that exploring the mangroves, while looking for dolphins, manatees, and many different birds, is a breeze.

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.

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.

Escape to the Florida Everglades from the Greater Fort Myers area on this guided airboat adventure at Everglades Day Safari. This exciting airboat ride is a great way to experience the ecosystem of the Everglades. Skim across the marshes and swamps of the Western Everglades while looking for wildlife, namely birds and alligators. In fact, per acre, there are more alligators here than anywhere else in the world. This tour includes an interactive reptile show.

Cruise the waterways of Southwest Florida on a customizable private Marco and Goodland bar hopping trip that combines sightseeing with food and drink experiences along the water. Skip the car and travel by boat between waterfront bars and restaurants while your captain handles the navigation. This flexible outing allows your group to spend more time at favorite stops, enjoy a leisurely cruise through mangroves and island waterways, and take in opportunities to spot local wildlife. Whether celebrating a birthday, gathering with friends, or simply looking for a different way to explore the area, this private boat experience makes the journey as memorable as the destinations, with options to enjoy beer, spirits, and other refreshments available for purchase at each stop.

Gather your crew for an unforgettable bachelorette party on the Island Hopper, a spacious boat designed for fun in the heart of the Ten Thousand Islands. Encounter wild dolphins as they dance alongside the boat, revel in the tranquility of a private sandbar perfect for swimming and photo ops, and search for unique shells on pristine shores. Led by knowledgeable USCG-licensed captains from Sand Dollar Shelling & Boat Tours, this experience accommodates up to 12 guests, ensuring you celebrate without the tourist hustle. Bring your own drinks and playlist to truly make this day yours. (can add additional guests up to 19 for a fee)

Put a new spin on your typical bar crawl with this app-led adventure in Naples. Download the app and set out for a fun night out on the town, completing fun photo and video challenges along the way. Whether you’re a tourist, a local, or new in town, this is a fun way to discover new watering holes around Naples.