Top Clearwater Sightseeing 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.

Join us at Flippers Fun Boat Tours for an unforgettable experience on the beautiful waters of Clearwater Beach! Our tours are crafted to showcase the best of the Gulf Coast, featuring guaranteed dolphin sightings and breathtaking sunset cruises. Whether you’re looking to relax on a serene cruise or seeking an exhilarating encounter with Clearwater’s marine life, we have the perfect tour for you. Our expert guides provide fascinating insights into the area’s history, wildlife, and natural beauty, ensuring a memorable and educational outing for all ages. Our family-friendly tours are ideal for couples, families, and groups wanting to explore Clearwater Beach in a unique and exciting way. Book your tour today with Flippers Fun Boat Tours and discover why we are the top-rated choice for boat tours in Clearwater Beach. Whether it’s a Dolphin Tour, Sunset Cruise, or Private Charter, we promise an experience that you’ll treasure forever!

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.

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.

The Gulf of Mexico is known for wild dolphin sightings and this tour from Clearwater Beach helps you discover the pods. Climb aboard the Little Toot, a tugboat-style boat, that creates a big wake that dolphins like to play in. While you’re out on the water, enjoy lively commentary about the dolphins and the surrounding area.

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.

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.

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.

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.

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.

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 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 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.

Discover the best of Clearwater Beach and cover a lot of ground on a guided Segway tour. Join your guide and small group for a roll down the boardwalk, across Causeway Bridge, Pier 60, and more. Enjoy commentary about the area from your guide, keep your eyes peeled for dolphins in the distance, and enjoy panoramic views while you ride.

End your day on the water with one of the most memorable experiences along Indian Rocks Beach. This laid-back sunset cruise takes you through quiet, hard-to-reach waterways where dolphins are often spotted playing and feeding in their natural habitat—something you just won’t see from shore. As the sun begins to dip over the Gulf, you’ll be cruising on a spacious, comfortable pontoon with plenty of room to relax. Stretch out on the deck or unwind under the shade as the sky fills with color and the coastal breeze sets the tone for a perfect evening. With a friendly local crew who knows these waters inside and out, every trip feels personal, smooth, and unhurried. It’s the perfect mix of scenic beauty, wildlife, and classic Florida sunset vibes—ideal for couples, families, or anyone looking to wind down with an unforgettable view. Please note: All guests will be required to sign a waiver prior to departure.

Discover Clearwater the local way on this 3-hour private boat tour aboard Salt Therapy with Captain Clearwater. Ideal for couples, families, or small groups, this mid-length adventure lets you see dolphins, visit sandbars, and relax along Florida’s Gulf Coast without rushing the day. Bring your favorite drinks, cue up the Bluetooth, and explore calm backwaters and island coves locals love most. With a laid-back USCG-licensed captain and flexible pickup points, you’ll experience Clearwater like an insider—easy vibes, warm water, and pure “Salt Therapy.” Highlights • Private 3-hour charter with flexible departures • Spot dolphins and explore hidden sandbars • Swim, float, picnic, or relax on deck • Cooler, ice & bottled water included • Pickup in Clearwater, Belleair & IRB End your day the local way—“Boat Like a Local” and make memories on Clearwater’s most relaxing private charter.

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.

Experience one of the top-rated Clearwater Beach pontoon tours on a private boat tour for up to 6 guests. Cruise the crystal-clear waters of the Gulf of Mexico with a licensed captain while enjoying panoramic coastal views and dolphin sightings. Visit Caladesi Island State Park, Honeymoon Island, and popular sandbars like Three Rooker Island — accessible only by boat. Swim, snorkel, collect seashells, or relax in turquoise waters as your customizable itinerary is tailored to your group. Perfect for families, couples, and small groups, this private Clearwater Beach boat tour offers a relaxed, personalized Gulf Coast adventure focused on comfort, safety, and unforgettable island exploration. Why Travelers Love This Tour: • Private experience for up to 6 guests • Dolphin watching opportunities • Island stops & sandbar access • Swim, snorkel & shell • Flexible itinerary with licensed captain

Spend an unforgettable half-day exploring Clearwater’s islands and calm Gulf waters aboard Salt Therapy with Captain Clearwater. This 4-hour private cruise is the perfect balance of adventure and relaxation—see dolphins, visit sandbars, swim, snorkel, or anchor up for a floating picnic. Bring your own drinks and tunes while your USCG-licensed captain shares local stories and secret spots known only to Clearwater regulars. With flexible pickup points and a laid-back pace, this is how locals spend their day off: sun on your face, salt in the air, and time on your side. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • Half-day (4-hour) private charter aboard Salt Therapy • Explore sandbars & barrier-island beaches • Dolphin watching & swimming stops • Cooler, ice & bottled water included • Pickup in Clearwater, Belleair & IRB Chase the sun, drop the anchor, and let island time take over—“Boat Like a Local.”

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.

Whether you are a seasoned sailor or if this is your first time sailing, this will be a memorable visit!!! ;) *Children under age 5-not permitted to sail. *Not Suitable for Guests with mobility issues. *Participants must weigh less than 275 pounds - IMPORTANT- plan to arrive 45 minutes before departure time for mandatory check in to collect your boarding passes. -Our USCG credentialed Captain & Crew will welcome you on board like an old friend and treat you to a relaxed sailing excursion. -Expect a 5 Star "True Sailing Experience" on our 52' custom steel Schooner sailing vessel. -Our motto is "We SAIL and We SAIL Well"!

Get away from the crowds and find your peaceful place off Clearwater Beach with this private pontoon boat rental. Keep your eyes peeled for dolphins out there for a treat. This flexible tour lets you bring your own food and drinks, then discuss with your captain where you want to go. Island hop, stop to collect shells, and possibly even stay for sunset- it’s up to you.

Looking to make beach memories? Our Express Photoshoot is perfect for couples, families, and solo travelers who want stunning photos with expert posing guidance in less time. In just 30 fun-filled minutes, your photographer will guide you through easy, flattering poses. No experience needed! Whether you're celebrating a milestone, marking your vacation, or just want beautiful sunset shots, we've got you. At the end of the session, your photographer will deliver your favorite 4 fully edited, digital images from the session, with the option to purchase more. No pressure. No obligation. Just stunning beach memories.