Clearwater Tours & Activities 2025

Clearwater , Florida

From $ 350.00

Embark on an exhilarating day of exploration amid Clearwater Beach's barrier islands. Escape the crowds as you encounter dolphins, snorkel, and look for shells on the secluded shores of Clearwater Beach. Relax or play on our 18ft. water mat. Our tours are perfect for families, friends, and special occasions from bachelor/bachelorette parties to anniversaries, offering an unforgettable escape from the everyday hustle and bustle of Clearwater Beach!

Clearwater , Florida

From $ 32.00

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!

Clearwater , Florida

From $ 25.00

Aspirations Winery was named by Yelp and House Beautiful Magazine as the #1 winery in the State of Florida, and we are consistently ranked as one of the top things to do in Clearwater! Our relaxed atmosphere, along with friendly staff, make Aspirations Winery a must visit! We offer over 35 different wines, made right here on site and we have a nice selection of local craft beers, cider and spiked seltzers, mostly local, as well as charcuterie. All of our wines are hand-crafted, right here at our veteran and family owned & operated winery.   Although we specialize in making some of the tastiest award winning, fruit-infused wines around, we also produce your favorite dry reds, whites as well as some dessert wines. Round up your friends and book yours today and see why we are a top rated winery in Florida!!

Clearwater , Florida

From $ 26.70

If you are joining another party or reservation, please note the reservation name in the "Special Requirements" section on the booking page. Take a leisurely afternoon sightseeing cruise in Florida’s beautiful inland waters aboard a luxury yacht with optional luncheon service. Your captain will provide informative narration on the area’s history and points of interest. Head to the outer decks and look for dolphins and other wildlife, or relax in the climate-controlled luxury of the vessel’s interior.

Clearwater , Florida

From $ 74.00

Take a 100% clear kayak-guided tour with us! Enjoy a one-of-a-kind experience where you can come and see Clear through Clearwater! We take great pride in offering amazing clear kayak adventures in the beautiful waters surrounding Clearwater Beach. As experienced Tour Guides, we've worked hard to make sure our tours are anything but run-of-the-mill. We regularly find Dolphins, Manatees, and many other types of wildlife. Our guides have been trained in CPR, first-aid, and ACA Kayak rescue so you can rest assured you’re guide has the training to have a safe and fun tour. At Sea Glass Kayaking, we would like to inform everyone that we operate on a reservation-only basis No walkup's are available. Please note that due to license requirements in the city of Clearwater, Guided rental customers at our 69 Bay Esplanade location are required to launch the kayaks themselves. Our team is available to offer instruction to ensure a successful launch. Please sea our website for more info.

Clearwater , Florida

From $ 54.00

Experience Anclote River and everything it has to offer. You'll be guided through the mangroves spotting wildlife along the way. Learning about the Eco Systems here in Florida and stopping by the Historic Sponge Docks.

Clearwater , Florida

From $ 40.00

Step into the haunted history of Safety Harbor, Florida, on this top-rated Ghost and Haunted History Tour. Led by experienced paranormal investigator Cynthia Dominick, this walking tour takes you through the city’s most spirited sites—including the historic St. James Hotel, Safety Harbor Resort and Spa, and the elusive Hotel Frances. You’ll hear chilling ghost stories rooted in real local history, explore dark legends rarely told, and use authentic ghost-hunting equipment like spirit boxes and EMF detectors as you search for signs from the beyond. You may even encounter Cynthia’s longtime spirit companion, Mike—who’s known to make his presence known. This immersive experience is perfect for ghost hunters, history buffs, and anyone looking for a spooky night out in the Tampa Bay area. Every tour is different, depending on which spirits are ready to talk.

Clearwater , Florida

From $ 32.06

If you are joining another party or reservation, please note the reservation name in the "Special Requirements" section on the booking page. Get your friends together for a little midday party aboard a sleek, yacht-style luxury vessel! Enjoy the scenery of Clearwater Bay as you cruise to the sounds of live entertainment!

Clearwater , Florida

From $ 59.00

Experience the beauty of Tarpon Springs like never before as you paddle through the scenic Anclote River in a completely clear kayak! While the water here has a natural tannin tint, our transparent kayaks still provide a unique way to view the fascinating ecosystem beneath you. This tour takes you through the heart of Florida’s famous sponge-diving town, where you’ll paddle past the historic Tarpon Springs Sponge Docks and explore the winding waterways of the Anclote River. The area is home to a variety of wildlife, including fish, birds, and the occasional dolphin sighting. While wildlife encounters can’t be guaranteed, each trip offers a chance to experience Florida’s natural beauty up close. This guided tour is a fun and relaxing way to explore one of Florida’s most charming coastal destinations. Whether you’re looking for a peaceful escape or a unique outdoor adventure, our clear kayaks provide an unforgettable experience.

Clearwater , Florida

From $ 34.95

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.

Clearwater , Florida

From $ 99.00

Depart from our beautiful Holiday Inn at Indian Rocks location with one of our guides! We will take you down the beatiful intercoastal Indian Rocks beach up to a more open area. There, our guides will let you go out and enjoy a thrilling experience on the jetski up and down the coast of Indian Rocks & Clearwater Beach!

Clearwater , Florida

From $ 65.00

Explore delightful Dunedin on a bicycle tour that will amaze the senses. Experience the history of our quaint little Gulf Coast town! Your tour guide will escort you through small town Dunedin, while narrating the history of our community. Visit one of a kind locations that are off the beaten path (literally)! Enjoy historical landmarks, blooming fauna, and breathtaking views, all while riding a bike on the Pinellas Trail and side streets of Dunedin. You may encounter some of the local wildlife...like peacocks in the park or spot a dolphin playing in the gulf waters. Each tour is fun, unique and different….always something new! Come join us for a leisurely, 3-hour, 6-7 mile tour around our great town! (Don’t worry, it’s flat!)

Clearwater , Florida

From $ 52.00

You'll Stroll the World Famous Sponge Docks and learn about the thriving fishing and sponging industry. Taste authentic Greek pastries and coffee in a Bakery that is almost to 100 years old. Walk where the first sponge divers stored there sponges. All tours can be customized and/or private!

Clearwater , Florida

From $ 62.00

Sharkey's Glass Bottom LED illuminated Fish Feeding Night tours in our glass bottom kayaks is an amazing experience with our tour guides paddling in calm shallow waterways under the stars! Our tour guides will point out sea birds and various sea-life such as different fish species, shrimp, crabs, conch shells which will be well illuminated with our high powered underwater custom LED lights. We paddle along a nature preserve with mangrove shorelines and canals so we sometimes even see wild animals such as Racoons along the shoreline. We've also experienced manatees and dolphins on many of our tours. Definitely one of the most exciting things about our kayak tour is that we will feed fish at a certain point of our tour as well which is a blast for everyone! With very little to do at night this is an amazing rare experience under the stars that you'll never forget!

Clearwater , Florida

From $ 104.00

We have experienced parasail captains with over 50 years combined and they are entertaining as well as informative about what to expect on your activity. We can take a few observers on the boat as well for a nominal fee and if you change your mind and want to go we can do that too!

Clearwater , Florida

From $ 99.00

This isn’t just a food tour—it’s a full-on Tiki-Tastic adventure! A ridiculously fun, high-energy, beach bites, bold Trivia & belly laughs, walking food adventure through the heart of Clearwater Beach! We’re talking tropical tastes, Top Ten local history facts, learning the secret magical chant, and a lively trivia game that’ll have you laughing & competing for island glory. Win the game, and you just might unlock our mystery Tiki treasure! Come hungry, bring your A-game, and get ready for unforgettable memories—because at Jimbo’s, we take food (but not ourselves) very seriously!✨