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... More

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 v... More

Started in 2010, 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, alo... More

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 sight... More

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 you... More

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 abo... More

Experience the water like never before on this glowing nighttime kayaking adventure! Paddle across the water in a vibrant LED-lit clear kayak, lighting up the water beneath you as you glide under the evening sky. Customize your k... 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

Step off the dock and into the nightlife vibe of Downtown Indian Rocks Beach—only on the water. This 2-hour private evening cruise is the perfect extension of the local bar and restaurant scene, offering a relaxed, social atmosp... More

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 ... More

The original Tarpon Springs ghost tour. Led by screenwriter and local guide Ace Chapman. Real history. Real true crime. No theatrics. This walking tour covers the story of Marshal Ruben Jones — described by a former Mayor as "t... More

Experience Clearwater’s golden hour aboard Salt Therapy with Captain Clearwater. This 2-hour private sunset cruise is pure Florida magic—dolphins playing in the fading light, the sky painted in tropical color, and calm Gulf wa... More

Safety Harbor ghost tour led by certified guide and professional paranormal investigator Cynthia Dominick since 2021. Real history. No theatrics. This 90-minute walking tour covers documented true crime, local legends, and parano... More

* PRICE IS PER TANDEM KAYAK FOR 2 PEOPLE! * Experience the best kayaking adventure in Clearwater Beach, FL! Our 2 1/2-hour guided kayak tour takes you from North Clearwater Beach to a picturesque spoiler island in the heart of th... 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

A BOAT DAY offers private, customized boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deck Boat as you cruise the waterways with a Captain as your guide. Your boatin... 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

Discover fascinating history, fun facts, and local favorites with our expert tour guides and historians as you explore the charming Main Street community of Dunedin along the Intracoastal Waterway. Experience the town’s vibrant ... More

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!... 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