Turn up the music and turn down the lights — Clearwater from the water at night is absolutely stunning! Hop aboard our motorized party bike on water for a 2-hour private sunset cruise built for group fun, with a USCG-certified c... More

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 e... More

Explore Florida's Gulf Coast on a private inshore fishing charter from Holiday through the waters surrounding Anclote Key and nearby backcountry. This diverse coastal fishery combines shallow flats, protected waterways, barrier is... More

Experience Clearwater Beach like never before on a guided clear kayak tour! Paddle through the sparkling turquoise waters and explore the scenic waterways in a completely transparent kayak, offering unparalleled views of the unde... More

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... More

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... More

You will hear firsthand accounts of murders and other serious crimes that have occurred over time, all within and around the Tampa Bay area. Your tour guide has over three decades solving crimes and making arrests in the Tampa Bay... More

Experience an unforgettable journey from the Intracoastal Waterways of Clearwater Beach, to Three-Rooker & Honeymoon Islands, with one of our professionally trained guides. As you skim near the mysterious mangrove forests, be thr... More

Experience Clearwater from the water on a private inshore fishing charter exploring Clearwater Bay, nearby barrier islands, and the waters surrounding Caladesi Island. This diverse coastal setting combines productive fishing habit... More

Departing from Clearwater Airpark just minutes from Clearwater Beach you will zoom southbound along mile after mile of some of Florida’s most beautiful beaches. You will set sail towards the Sunshine Skyway Bridge and pass the i... More

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 throu... More

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 hilar... More

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.... More

* PRICE IS PER TANDEM KAYAK FOR 2 PEOPLE! * Skip the crowded group tours and experience Clearwater from the water at your own pace. This 2.5-hour private guided kayak adventure is reserved exclusively for you and your group. Weâ... More

Departing from Clearwater Airpark just minutes from the beach, head north towards the famous Tarpon Springs Sponge Docks. Fly by Pinellas County’s largest lake on the way to the Anclote River. Continue south along the coast over... More

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 arr... More

You'll learn abot the history of Tarpons early days and the Victorian influences, which still graces Spring Bayou. You'll arrive at the historic train depot and learn aabout the lives and lifestyles of he residents of the "Venice ... More

Looking to make unforgettable beach memories this March? Available all month long, our St. Patrick’s Day beach photoshoot is perfect for couples, friends, families, and solo travelers who want stunning photos with expert posing ... More

Experience a Relaxing Sunset Cruise in Clearwater for groups up to six End your day on the water with a private 2-hour sunset cruise along Clearwater’s beautiful barrier islands. This laid-back experience is perfect for couples... More

Jimbos Jumbo Food Tours isn’t just about eating—it’s an interactive, high-energy adventure that blends amazing street food, quirky local history, and lively competition. Our exclusive walking trivia game keeps guests engaged... More