Top Clearwater Water Tours

Watch as day turns into night off the coast of Florida on this sunset cruise from Clearwater. Enjoy the scenery and peaceful calm of a late-afternoon cruise on board a vessel with plenty of space to stretch out and soak up the breathtaking view. Watch a beautiful Florida sunset as the sun glows and gently settles into the Gulf of Mexico. Toast the new evening with a glass of Champagne.

Wildlife cruises are always a gamble when it comes to spotting animals—but during this boat ride along the emerald-green waters of Clearwater Beach, dolphin sightings are guaranteed. Relax onboard the comfortable, restroom-equipped boat as you take in the Gulf Coast’s picturesque scenery, listening to insights about the region’s history and natural heritage from guides along the way.

Take a daytime or evening cruise around Clearwater, Florida aboard the Calypso Queen. A lunch or dinner buffet, as well as an open bar featuring rum punch, wine, and beer, is included. A full bar and dessert available for purchase. The evening cruise includes a DJ and dancing.

The Starlite Infinity offers more than a standard sightseeing cruise—it’s a full evening experience on the water. Guests can enjoy scenic views along Clearwater Beach and the Intracoastal Waterway, relax in comfortable indoor seating, step outside to open-air deck spaces, sip cocktails, enjoy DJ entertainment, and dance as the night continues. What makes this cruise unique is the combination of atmosphere, entertainment, and flexibility. Your ticket includes the cruise, reserved seating, music, and dancing, while freshly prepared dining and beverages are available for purchase on board. It’s an ideal choice for date nights, celebrations, visitors, locals, and groups looking for a memorable night out on the water. If you are joining another party or reservation, please note the reservation name in the "Special Requirements" section on the booking page.

Hop aboard Clearwater’s ultimate dolphin-spotting boat tour. This high-speed adventure lets you cover more of the Gulf—and increases your chances of seeing dolphins up close as they play and surf in the wake. Cruise past celebrity homes and coastal landmarks on this powerful 73-foot vessel captained by seasoned pros.

Dolphin encounters are quite common in the Gulf of Mexico, but this boat tour lets you get a closer look at them. Sail out towards Compass Island and keep your eyes peeled for the playful creatures while your captain provides commentary about your surroundings. Then, once you reach the island, jump in the water to search for marine life, collect shells, or simply enjoy the water.

Get ready for a relaxing day on the water with Captain Nick around Clearwater. Three Rooker Island, Dunedin, Tarpon Springs, and Caladesi Island State Park are all visible during your cruise to some secluded beaches only accessible by boat. Bring your own beverages to place in the cooler full of ice and fire up the grill for a barbecue on board if you wish. The tour can depart from Clearwater or Dunedin.

Many beaches, sandbars, islands, and backwater coves along Florida’s Gulf Coast are only reachable by boat—but some operators try to pack in as many travelers as possible, making a cruise feel more like a spin in a cramped elevator. Treat yourself to a deluxe experience on this private, chartered boat ride, whether that's swimming, picnicking, spotting bottlenose dolphins, or simply relaxing on deck to your own music—Bluetooth included.

Experience one of the top-rated Clearwater Beach pontoon tours with private 2-hour and 4-hour options for up to 6 guests. Choose our 2-hour evening sunset cruise for a relaxing ride along the coast as you watch the sun set over the Gulf of Mexico. Looking for more adventure? The 4-hour tour gives you time to explore local favorites like Caladesi Island, Honeymoon Island and Three Rooker, with opportunities for swimming, snorkeling, shelling, sandbar stops and wildlife sightings. With no crowds and a flexible itinerary, your licensed captain takes care of the details while you enjoy your favorite food, drinks and music. A large cooler with fresh ice and a premium Bluetooth sound system are provided. Perfect for families, couples and small groups looking for a personalized Clearwater Beach boating experience.

Experience Clearwater Beach like never before on your guided two-hour Dolphin Kayak and Island Excursion departing directly from Shephard’s Beach Resort. Paddle through calm Gulf waters as you search for wild dolphins, observe the natural beauty of Bird Island, and enjoy fascinating coastal history shared by local guides. Guests may also spot gentle manatees and sea turtles while enjoying Clearwater’s famous crystal-clear waters and shallow sandbars. Perfect for beginners, families, and adventure seekers looking for an unforgettable experience on the water.

Climb aboard a schooner for an afternoon of sailing in Clearwater Beach with this tour. Enjoy sea breezes and admire views you wouldn't get if you stayed on shore during this scenic cruise. Keep an eye out for wildlife like dolphins and manatees during the sail. Guests are permitted to bring alcoholic beverages on board the schooner. Note that hard soled shoes are not allowed onboard for safety.

Cruise out on the Gulf of Mexico and watch the sun dip below the horizon on this cruise from Clearwater. Sail along the Intercoastal Waterway, keeping an eye out for bottlenose dolphins and listening to commentary about your surroundings. Just as the sun is setting, guests 21 and older enjoy a champagne toast before sailing back to the dock.

Paddle around Clearwater Beach with the help of a guide to help you spot some amazing local wildlife as you soak up the sights of the sea. Keep your eyes peeled for dolphins and manatees from your transparent kayak while your CPR and first-aid-trained tour leader helps you make memories to last a lifetime.

Take your booze cruise to the next level and hop on a floating tiki bar on Clearwater Beach. Gently float on the Gulf of Mexico while enjoying your favorite cocktail and admiring the natural landscape of Florida’s coast. Bring your choice of beverages and snacks on board and play your favorite tunes with the provided Bluetooth speaker for a relaxing day on the water.

Discover the beautiful scenery of Florida’s Gulf Coast with ease on this half-day private eco boat tour from Holiday. Go island hopping, with stops at Caladesi Island, Honeymoon Island, and Anciote Key Preserve state parks, where you can relax on the beach, play in the water, and look for shells, wildlife, and historical sites.

Spice up any Florida vacation with a cruise on Tampa Bay. Beginning in Clearwater, enjoy a beautiful sunset (depending upon the time of year) and listen to live music on board the elegant 'StarLite Majesty' yacht. Choose from one of the open-air observation decks or the climate-controlled dining cabin inside. For dinner (at own expense), choose from several delicious gourmet meal entrees along with salad, dessert, and coffee or tea. Then dance the night away or take a romantic stroll along the deck.

Explore the Anclote River on a guided kayak eco tour with a small group. Follow your wildlife expert guide as you paddle through the mangroves, keeping an eye out for wildlife such as dolphins, manatees, and bald eagles. Learn about the unique ecosystem and stop at the historic Tarpon Springs Sponge Docks along the way.

Discover the beautiful beaches and waterways of Florida’s Gulf Coast with ease on this half-day private boat tour. Stops include Caladesi Island, Anciote Key Preserve, and Honeymoon Island state parks, where you can relax on the beach and play in the water with the provided water floats and water mats.

Spot dolphins and other marine life on this playful boat ride aboard a one-of-a-kind 50-foot shark-themed vessel. This specialized boat creates a mega wake that attracts dolphins, and the boat’s shark design is fun for all ages. While on board, you’ll hear interesting Clearwater Beach facts and stories, as you spot attractions and famous homes on land and dolphins in the water.

Experience Clearwater Beach like never before on a guided clear kayak tour! Paddle through the sparkling turquoise waters and explore the scenic waterways in a completely transparent kayak, offering unparalleled views of the underwater world. This is a family-friendly adventure is perfect for all skill levels. Keep an eye out for dolphins, manatees, and other fascinating marine life as you journey from the dock area to a beautiful sandbar. Our knowledgeable guides will share intriguing stories about the local ecology, wildlife, and the history of Clearwater Beach, making this an unforgettable experience.

Skip the crowded pontoon boats and step aboard a private 6-passenger Sea Ray designed for a more personal and unforgettable day on the water. Smaller, faster, and far more intimate than large tour boats, this experience lets you explore farther and enjoy the water the way it was meant to be. Relax, swim, and play with all the fun water toys included—from paddleboards and snorkel gear to the popular Bote Hangout floating dock, plus oversized pool noodles for ultimate lounging. Whether you're looking for a fun day with friends, a family adventure, or a laid-back cruise, this experience delivers comfort, flexibility, and a truly local vibe. The boat also includes an onboard restroom for added convenience so you can stay out on the water longer. And remember—it’s not just about the boat, it’s about the captain. Your experienced captain knows the best spots to explore, relax, and make the most of your time on the water.

Experience the water like never before on this glowing nighttime kayaking adventure! Paddle across the water in a vibrant LED-lit clear kayak, lighting up the water beneath you as you glide under the evening sky. Customize your kayak with your favorite color or switch to a dazzling light show that creates an unforgettable atmosphere on the water. Whether you choose to paddle solo or share a tandem kayak, this experience is perfect for couples, families, and friends alike. Keep an eye out for local wildlife and peaceful nighttime scenery as your expert guide leads the way, ensuring a safe, fun, and memorable journey!

Set out on Salt Therapy with Captain Chris, a U.S. Coast Guard veteran with over 40 years on the waters of Clearwater and the Gulf Coast. This 5-hour private charter lets you experience Florida’s west coast the way locals do—with freedom, sunshine, and salty smiles. Swim at hidden sandbars, hunt for shells on quiet islands, or watch dolphins race the wake through the Intracoastal. Whether you’re floating, exploring, or relaxing to your favorite playlist, this trip moves at your pace. With flexible stops, multiple pickup points, and a laid-back atmosphere, it’s the perfect blend of sightseeing, island time, and good company. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • 5-hour private charter aboard Salt Therapy • Swim, explore, and dolphin-watch • Visit hidden islands & sandbars • Cooler, ice & bottled water provided • Pickup in Clearwater, Belleair & IRB Spend the day chasing sunshine—“Boat Like a Local.”