Tours in Clearwater

We provide everything you need for an enjoyable and successful day on the water. This includes first class service, a clean and safe boat, a knowledgeable and personable captain, all of the needed fishing supplies (rods, reels, tackle, bait, and chum), as well as complimentary water and sunscreen. We provide a safe and enjoyable experience for anglers of all ages and experience levels. Kids are always welcome and encouraged on board.

We offer private, customizable, scenic boat tours, sunset cruises, and island hopping. We are all about fun, family, and being on the water. Relax and let us show you how to avoid the crowds and beach like a local. See and explore Florida's beautiful beaches and waterways on a private boat with a licensed Captain. Serving Clearwater Beach, Dunedin, Palm Harbor, and Indian Rocks Beach. My vessel is a safe and comfortable Century 2200 Center Console with cushioned bow and stern seating. I always supply a USCG-approved Type 1 PFD for each occupant.

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.

Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater 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"!

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.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

Experience and explore backwaters of Holiday and Anclote Key Island State Park. Always a short distant and boat ride to great fishing in Anclote Anchorage. Enjoy fishing one of the most popular and unique ecosystem found within the area. Fishing is great all year round, and there is such diversity of fish nearshore, shallow fishing for Snook, Redfish, Trout and Tarpon, depending on the season. Even on windy days there are plenty of places to fish, in the Sting ray Cover area where you can fish one of the many barrier islands, and hundreds of miles of backcountry water shoreline, making this an experience, not just another fishing trip. While visitors and travelers were experiencing Holiday, FL and the outdoor adventures, they also enjoyed Key Vista Nature Park, or something uniquely different like a Race to Escape game perfect for friends or family! 

We will embark on an 8 mile loop of the Clearwater Beach & Boardwalk area. We will go over the Causeway Bridge, go to the old fishing pier and what is considered "Old Clearwater," possibly see some dolphins and take in the panoramic views of CWB then head back to our starting point as we cross Pier 60.

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!!

Set sail on a lively Tiki Getaway cruise along Clearwater Beach, where you can soak in the sun and enjoy the open air. This 1.5 to 2-hour tour features a spacious tiki boat with plenty of seating and a friendly crew eager to share fascinating stories about the local history and landmarks. Dolphin sightings are common, so keep your camera ready. Guests can bring their own beverages (no glass, please) and enjoy complimentary water and soda on board, making it a perfect outing for groups of friends or families looking for a casual, fun atmosphere. - 1.5 to 2-hour cruising experience along Clearwater Beach - BYOB cruise with one complimentary water or soda provided - Spacious tiki boat with ample seating and shade - Dolphin sightings are common; perfect for families and groups - Enjoy golden hour for a Clearwater Beach sunset

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.

You’ve waited all year for this trip—make it count. Our photo sessions aren’t just pictures, they’re an experience: laughter in the golden light, sand between your toes, the kind of joy that sneaks up on you and stays forever. Whether it’s your chosen family, your wild-hearted kids, or your once-in-a-lifetime getaway, we’ll capture the spirit of it all—with heart, artistry, and soul. Professionally edited images delivered the same night. Fridge-worthy. Frame-worthy. Heart-worthy.

Explore the vibrant heart of Clearwater in style with our Island Hop and Dolphin Watch. Hop aboard our spacious boat (up to 20) as we set sail through the beautiful bay. This adventure is perfect for birthdays, bachelorettes, bachelors, corporate outings, and people just looking to have a fun day on the water. But the excitement doesn’t stop there! Anchor at a shallow island in the middle of the bay, where you can walk onto this awesome tiny sand beach and take a refreshing dip in the waters. You’ll also find a collection of fun floats and lively music to keep the atmosphere going. Nope, Pedaling is not necessary since it's 2024 and we haven an engine, but feel free to give it a go. With the freedom to BYOB (Bring Your Own Beverage) you can sip on your favorite drinks while you soak in the sun and enjoy the company of your own private Island Party. Book your tour today and get ready for a day of pure fun and excitement.

Breathe in the salty air and soak up the sun during a 60-minute beach yoga class on the soft sands of Clearwater Beach. Perfect for all skill levels, this class harmonizes mindful movement, breathwork, and deep stretching in a laid-back, inviting atmosphere. Experienced instructors provide gentle guidance, allowing you to modify or deepen each pose at your own pace. This is an ideal way to enhance strength, improve flexibility, or simply reconnect with nature and your inner self. Bring a towel, water, and an open heart to leave feeling refreshed and grounded.

Taking off into the sky from Clearwater Airpark just minutes from the beach then glide thru the sky for a birds-eye view of the famous Pier 60 boardwalk and some of the most beautiful beaches in the world where you can expect to see Sea Turtles and endangered birds. Then zip over to the Belleair Golf course to see the famous manicured fairways and greens of Florida's first golf course. The sand is a beautiful white, the marine life is plentiful, the barrier islands are pristine and the thrill of flying over it all is something you will never forget. Don't forget your camera.

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.

We take the hassle off ground transportation by providing a convenient, private and comfortable ride by a professional driver. Car seats for children will be provided with advance notice at no additional cost. You can make an additional stop for snacks and drinks for an extra fee collected at the end of trip. Gratuity is not included.

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.

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!

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.

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.

Learn to throw an axe with an axe-throwing session that includes instruction on safety and technique. After expert axe-throwers talk you through the basics, you can challenge yourself with single and double-handed throws. No experience is required, and there will be an instructor on hand throughout the lesson who can offer tips on honing your style.

The Clearwater scavenger hunt players will use an app to find objects around the city to collect points, and complete fun challenges for points. Players will be able to see their score live on the app rankings. All our Scavenger hunts have a live remote host to help along the way. Come and explore with us in Clearwater.

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!✨