Top Clearwater On the Water

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.

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.

Explore the canals and shores of Clearwater under the stars as you embark on a nocturnal adventure. Paddle in clear kayaks with LED lights that illuminate the surroundings so you can see underwater. With your local guide in the lead, you’ll travel through mangroves and search for wildlife such as dolphins, birds, and manatees. The highlight is feeding the fish—a unique and exciting experience.

Soar above Clearwater Beach with the top-rated parasailing experience in the area. Enjoy breathtaking panoramic views of the coastline, the Gulf, and the surrounding islands as you take in Florida’s natural beauty from above. Feel the thrill and serenity of flight as you glide smoothly over the water, with chances to spot dolphins and other marine life below. The ride is both exciting and peaceful, making it a great choice for first-time flyers and adventure seekers alike. Your safety and comfort are our top priorities. Our US Coast Guard certified crew brings years of industry experience and operates a vessel that is fully regulated and inspected to meet the highest safety standards, so you can relax and enjoy the experience with confidence. Perfect for families, couples, and groups, this experience is an unforgettable highlight of any Clearwater Beach vacation. With thousands of five-star reviews, guests consistently say this is a must-do activity while visiting the area.

Escape the beach crowds with a parasailing adventure over Clearwater Beach, Florida. Take in panoramic views of the Gulf Coast and surrounding shoreline while the crew takes care of your launch and landing. With space for observers on board, it's a great option for groups looking to enjoy the scenery and experience together, whether flying or watching from the boat.

Experience one of the most exciting water activity on Clearwater Beach aboard our Banana Boat! Hold on as you’re towed across the sparkling Gulf waters, bouncing over the waves with family and friends for an unforgettable adventure. Our experienced, USCG-certified captain will provide a thorough safety briefing and make sure everyone is comfortable before heading out, making this a great activity for first-time riders and returning guests alike. Whether you’re celebrating a vacation, making family memories, or just looking for a fun way to cool off, this fun ride delivers plenty of laughs, splashes, and excitement.

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.

Embark on a scenic journey to find bottlenose dolphins on this dolphin-watching cruise from Clearwater in Florida. Enjoy the incredible views along the Intracoastal Waterway, passing celebrity mansions while listening to the captain’s commentary. Snacks and beverages are available for purchase on board. Dolphin sightings are guaranteed on this exciting tour—in the unlikely event you don’t see them, you can take another cruise at another time for free.

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.”

Embark on an unforgettable adventure with ParrotDise Express Boat Tours, offering premier Dolphin Excursions and captivating Sunset Tours in Clearwater and Dunedin. Cruise aboard the 47-foot ParrotDise Express, specially designed for optimal dolphin sightings, as you navigate stunning coastal waters. Experience wild dolphins up close while enjoying breathtaking views of Clearwater Beach and nearby islands. Ideal for families and friends, these tours also include complimentary beverages and opportunities for snorkeling and shelling. Discover the natural beauty and marine life of Florida’s Gulf Coast on this 2.5-hour journey. - Enjoy dolphin watching and sunset views on a 2.5-hour cruise - Complimentary alcoholic and non-alcoholic beverages included - Encounter dolphins in their natural habitat along scenic waters - Perfect for families, groups, and special occasions

Guaranteed Dolphin Siting! Set Sail for Adventure. Explore Clearwater Beach on an Unforgettable Dolphin, Island Swim & Sunset Cruises. Enjoy your Island Sandbar stop at One Tree Island, where you can enjoy the beautiful waters of Clearwater Beach. Welcome aboard the ultimate coastal adventure with Fins Up Clearwater! Dive into the crystal-clear waters of Clearwater Beach and let us whisk you away on a journey of discovery and delight. Embark on our exhilarating Sandbar Tours, where you can explore hidden treasures and pristine shores. Glide through the waves on our Dolphin Cruises, witnessing these majestic creatures in their natural habitat. Experience the breathtaking beauty of a 1.5 hour Sunset Cruise as the sky paints a masterpiece. Let Fins Up Clearwater be your guide to unforgettable moments and endless wonder along Florida’s stunning coastline.

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.

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.

We provide the perfect 2 hour Floating Tiki Boat for any of your event needs… whether you're celebrating birthdays, anniversaries, graduations, retirements, or bachelor/bachelorette parties, we offer an unforgettable experience showcasing Clearwater Beach! Our spacious tiki boat is designed to accommodate up to 13 passengers, ensuring a comfortable experience. Equipped with a bathroom and Bluetooth speakers, we have everything you need to make your journey truly remarkable. For groups of more than 6, the captain is hired separately. We will provide a list of our favorite USCG-Qualified captains for you to hire after your reservation is complete. We strive to make your experience as enjoyable as possible, providing complimentary water and snacks on board, along with coolers filled with ice for your convenience and drinks.

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.

Join us for an unforgettable guided jet ski tour through the breathtaking waters of Clearwater, where adventure and natural beauty come together in one exciting experience. This journey takes you across some of the area’s most scenic and diverse waterways, offering a perfect balance of adrenaline and discovery. As you ride, keep watch for dolphins and other local wildlife while enjoying spectacular views of iconic spots such as Honeymoon Island, Scharrer’s Bayou with its lush mangroves, and the wide-open waters of the Gulf of Mexico, along with other stunning coastal highlights along the route. Midway through the tour, you’ll enjoy a relaxing stop at a nearby island or sandbar, giving you the chance to step off, swim in crystal-clear waters, search for seashells, and explore the natural surroundings at your own pace. This experience blends high-energy jet skiing with peaceful moments of exploration, creating a truly memorable way to discover Clearwater’s coastal beauty.

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.

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!

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.

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.

Escape the crowded group tours and experience Clearwater from the water on a more personal island adventure. Paddle across the beautiful Intracoastal Waterway to a secluded spoil island, where you’ll have time to explore, search for shells, play beach games, relax and enjoy your favorite music. Along the way, keep an eye out for dolphins, manatees and other local wildlife that frequently call these waters home. Our comfortable, stable kayaks make the trip enjoyable for both first-time and experienced paddlers. With a relaxed pace, personalized experience and plenty of island time, this isn’t just a kayak tour — it’s a chance to experience Clearwater like a local.

Leave our launch with your guide before the sun has set. Navigate through the mangroves and the shallows as you witness the surrounding ecosystems transition from day to night, a time when the wildlife is most active. You will arrive at a bridge and wait as you hear the bats under the bridge getting louder and louder. Then watch as they depart their home, sometimes a handful sometimes over a hundred, depending on weather conditions. Paddle back as the night sky gets darker and your guide will talk you through some of the visible constellations.

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.