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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.
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Clearwater Encounters with Dolphins Tour
1 hour 30 minutes
Free Cancellation
4.8
(2,236)
from
$36
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!
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!! Flippers Fun Boat !! Dolphin Adventure Clearwater Beach!
1 hour 30 minutes to 1 hour 45 minutes
Free Cancellation
4.9
(252)
from
$32
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.
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Calypso Queen Tropical Party Buffet Cruise
2 hours
Free Cancellation
4.3
(2,203)
from
$58
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.
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Sea Screamer Clearwater's Only Speed Boat Dolphin Watching
1 hour
Free Cancellation
4.9
(315)
from
$37
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.
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2 Hour Private Boat Charter on Clearwater Beach
2 hours
Free Cancellation
from
$350
Per group
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.
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Clearwater Evening Yacht Cruise with Optional Dining
3 hours
Free Cancellation
4.3
(489)
from
$41
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.
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2 Hours Kayak Eco Tour in Tarpon Springs
2 hours
Free Cancellation
4.9
(86)
from
$54
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.
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Mega Bite Dolphin Tour Boat in Clearwater Beach
1 hour
Free Cancellation
4.7
(593)
from
$28
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
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4 Hour Clearwater Beach Private Pontoon Boat Tour
4 hours
Free Cancellation
5.0
(16)
from
$600
Per group
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.
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Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar
1 hour 30 minutes
4.9
(296)
from
$60
Clearwater has some of the best voted beaches in the United States and this exciting tiki tour is a great way to experience the Gulf waters. Hop aboard the only U.S. Coast Guard certified tiki boat in Clearwater Beach for a fun day under the sun. Perfect for celebrations, this cruise can hold over a dozen people for a party. An open bar with beers and cocktails is included.
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1,5h Tiki Tour with Unlimited Alcoholic Drinks, Clearwater Beach
1 hour 30 minutes
Free Cancellation
4.7
(328)
from
$45
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.
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2 Hour Sunset Cruise in Clearwater, Florida
2 hours
Free Cancellation
4.8
(675)
from
$40
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.
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Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
2 hours
Free Cancellation
4.9
(248)
from
$80
Likely to Sell Out
Explore the waters of Clearwater on this island hopping and dolphin watching cruise. Travel by motor boat through the bay, with time to stop at a shallow sandbar for swimming and relaxation. The BYOB format and onboard music create an upbeat social setting, while the guided route offers a convenient way to enjoy Clearwater Beach from the water.
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Clearwater Island Hop & Dolphin Watch with Sandbar Swim + BYOB
2 hours
Free Cancellation
4.6
(28)
from
$60
The food tour that'll tantalize your taste buds with the rich greek foods that are found on the Aegean Islands. We'll talk about the history of Tarpon's early days and the Greek, Bahamian and Victorian influence. Take a walk through the 120 plus acres of the Sponge Dock District in Tarpon Springs, Florida.
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I Came, I Saw... I GREEKED!
2 to 3 hours
Free Cancellation
5.0
(1)
from
$165
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.
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3-Hour Private Clearwater Beach Adventure – Dolphins & Sandbars
3 hours
Free Cancellation
4.9
(20)
from
$360
Per group
Escape the crowds and soak up Clearwater’s coastal vibe on this private 2-hour cruise aboard Salt Therapy with Captain Clearwater. Perfect for couples, families, or friends, it’s the ideal way to unwind and enjoy dolphin sightings, hidden sandbars, and scenic waterfront views without spending the whole day on the water. Bring your favorite drinks, cue up the Bluetooth playlist, and let your USCG-licensed captain handle the rest. With flexible pickup points and easygoing pacing, this short escape delivers big Florida energy in a small window. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • Private 2-hour cruise aboard Salt Therapy • See dolphins & explore sandbars • Swim, float, or just relax to your music • Cooler, ice & bottled water included • Pickup in Clearwater Beach & Indian Rocks Beach Drift, laugh, and let the Gulf set the pace—“Boat Like a Local.”
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Clearwater Coastal Chill – 2-Hour Private Cruise
2 hours
Free Cancellation
5.0
(3)
from
$266
Per group
Spice up any Florida vacation aboard an exciting dance cruise on Clearwater Bay. Beginning in Clearwater Beach, relax, enjoy the beautiful scenery, and listen to live music on board the elegant StarLite Majesty yacht. Choose from the open-air observation deck or select the air-conditioned dining cabin inside. Either way, the view is incredible and the party is just getting started. Upgrade to include a 3-course lunch; there are six delicious meals to choose from, plus a variety of beverages available to purchase.
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Clearwater Daytime Yacht Music Cruise with Optional Dining
2 hours 30 minutes
Free Cancellation
4.5
(61)
from
$41
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.
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Kayaking Clear through Clearwater
2 hours 30 minutes
Free Cancellation
4.4
(102)
from
$74
This isn’t a cookie-cutter food tour — its begins on the highest roof top bar (10th Floor) on Clearwater Beach, with a full-on bride tribe experience. Guests enjoy an all inclusive event with food and alcoholic drinks, a hilarious Bachelorette Trivia Challenge (complete with a secret prize), and even learn our famous Pre-Marital Celebration Chant that turns heads wherever we go! Our Bachelorette Mimosas, Munchies & Fun Food Tour is Clearwater Beach’s ultimate pre-wedding party on foot — where every sip, bite, and life time memories are created. - Explore Clearwater Beach's top beach food & drink spots with an enthusiastic guide. - Engage in a hilarious marriage trivia with a surprise gift for the winning team. - Customizable to your theme! - ADA-friendly tour.
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Mimosas & Munchies: Clearwater Beach Bachelorette Tour
3 hours
Free Cancellation
5.0
(3)
from
$129
Go where the locals go, we'll take you to the hidden gems you won't see otherwise! Come explore Clearwater's famous clear blue waters and have the chance to see dolphins, manatees, or even stingrays if we're lucky!
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Jet Ski Dolphin Tour
1 hour 30 minutes
Free Cancellation
1.0
(1)
from
$238
Per group
Freestyle jet skiing delivers the ultimate combination of excitement, performance, and adventure on the water. Feel the rush as you cut through rolling waves, launch into the air, and pull off incredible flips, spins, and aerial tricks with skill and precision. Every session is packed with energy, speed, and nonstop action, creating an unforgettable experience for adrenaline lovers and water sports enthusiasts seeking the next level of thrill. Whether you’re an experienced rider refining advanced freestyle techniques or a beginner ready to push your limits, our high-performance jet skis are designed to handle the intensity of extreme riding. Engineered for exceptional power, balance, and maneuverability, they offer superior control and responsiveness in every move. From sharp turns to smooth landings, our jet skis help you ride confidently while maximizing every moment of excitement on the water.
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30 Minutes Jet Ski Rental in Holiday Inn Clearwater Beach
30 minutes
Free Cancellation
from
$70
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.
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Little Toot Dolphin Adventure at Clearwater Beach
1 hour 15 minutes
Free Cancellation
4.9
(5,716)
from
$37
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.
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Sunset Golden Hour Dolphin Cruise in Indian Rocks Beach
2 hours
Free Cancellation
5.0
(3 Operators)
from
$59
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