Top Clearwater Cultural Tours

Take a tour of the Fresh From Florida winery, one of the state's few wine-producing outfits, on this excursion in Clearwater. Good for one person, this activity includes a tour of the winery and a tasting of three of the wines the winery produces. Listen to commentary on the wine production methods and a meat and cheese plate for each guest. Walk away with two commemorative wine glasses and a bottle of wine of your choosing.

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.

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.

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.

Learn all about the fishing and sponging industry in Tarpon Springs with this guided tour along the Florida city's Sponge Docks. You'll also learn all about the Greek-American community here in the city and even get to sip on thick, dark "mud coffee" while snacking on traditional Greek pastries.

Clearwater is known for its beaches and sunsets, but there’s a different tale to this Gulf Coast city when the stars come out. Join this spine-tingling walking tour through Clearwater’s Safety Harbor where you’ll learn about the city’s haunted history. You’ll hear real stories of crime and reported ghost sightings, as well as learn how to use paranormal equipment to hunt for ghosts.

The only tour of its kind! This guided tour of Tarpon Springs is a 13-mile continuous driving tour featuring 15 important locations in Tarpon Springs' history while showcasing the 3 distinct areas of the city including the Historic Downtown District, the beaches, and the Sponge Docks, as well as the beautiful scenery of all 3 bayous in between. This tour is a little bit history, a little bit culture, a little bit art, and a lot of waterfront viewing! Experience Tarpon Springs like the locals do in our open-air street-legal golf carts equipped with all state required safety features, as well as upgrades for comfort and style. It's a great way to help you decide how and where to spend time in the city. Please no pets.

Discover the best of Clearwater Beach and cover a lot of ground on a guided Segway tour. Join your guide and small group for a roll down the boardwalk, across Causeway Bridge, Pier 60, and more. Enjoy commentary about the area from your guide, keep your eyes peeled for dolphins in the distance, and enjoy panoramic views while you ride.

There are boat tours, walking tours, Segway tours and bike tours BUT no one takes you to ALL the nooks and crannies of the Tampa Bay area like we do! Completely customizable. A fun-filled tour of history, information & sites, and personal stories, never a dull moment! Check out all of our 5 star reviews on Google! Add this unique experience to your list of must-dos of Tampa Bay.

Our expert guide will showcase local artists, galleries, and the creative culture that exists in Dunedin over a 3-hour, 6.5-mile tour. This is a leisurely ride on flat terrain with multiple stops along the way, including The Mosaic House of Dunedin, The Dunedin Fine Arts Center, and Stirling Studios and Gallery.

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 of the South"

A unique guided history tour of Tarpon Springs! This tour is the mini-version of our "Complete Golf Cart Tour of Tarpon Springs" focusing strictly on the history of the early settlement and founding of the downtown area and the Sponge Docks. The tour shares how and why Tarpon Springs became the first incorporated city in what is now Pinellas County by sharing the stories of some interesting people, seeing several restored preserved and restored buildings, and visiting some of the natural sites important to the city’s growth. Experience Tarpon Springs like the locals do in our street-legal golf carts equipped with all state required safety features, as well as upgrades for comfort and style.

This unique bike tour will take you to four locations, each with an artisan that shines in their medium. This tour is great for budding artists who want to learn how to make a living as an artist. This is also great for admirers of fine art who want to see the creativity that abounds in Dunedin. This tour is a leisurely 4-mile bike ride on relatively flat terrain.