Top Clearwater Cultural Tours

Take a daytime or evening cruise around Clearwater, Florida aboard the Calypso Queen. A lunch or dinner buffet, as well as an open bar featuring rum punch, wine, and beer, is included. A full bar and dessert available for purchase. The evening cruise includes a DJ and dancing.

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.

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.

Take a tour of one of Florida's handful of wineries on this excursion in Clearwater. Follow your guide through a tour of the winery whilst you learn about wine production methods. Then, enjoy a tasting of three onsite-produced wines. Nibble charcuterie as you go to keep your palette neutral so you are able to pick up on the unique flavor profiles.

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.

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 paranormal activity at historic landmarks. A hanging tree. A devastating fire. A murder with a dark history. A bank robbery. The city's funeral home past saved for last because some stories deserve a grand finale. Includes exclusive entry into Safety Harbor Resort and Spa lobby. Guests participate in a ghost hunting sampler at the Elf Tree using dowsing rods, spirit box, cat balls, and the flashlight experiment. Since 2021 we have documented consistent unexplained activity at a specific location on this route before, during, and after every tour. We document everything and let guests draw their own conclusions. No costumes. No actors. No scripted performances.

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"