Hop aboard Discover Sarasota Tours’ air-conditioned Dolly the Trolley for our Sunset Cabaret music and craft beer tour with local tour guide, actor, songwriter and raconteur Steve McAllister. This engaging tour kicks off with f... More

Discover the charming allure of St. Armands Circle, once owned by circus magnate John Ringling, on this engaging afternoon tour. Delight in a unique blend of shopping and tasting experiences as you browse stylish boutiques while s... More

At YOLO Adventures, experience the thrill of a lifetime by soaring above the Anna Maria Island and Gulf Coast parasailing. Gentle takeoffs, water dips when requested and smooth landings are always provided by our experienced USCG ... More

Discover the city in the most exciting way possible with an Escape Crawl—a one‑of‑a‑kind adventure that blends puzzle‑solving, clue hunting, and exploration into an interactive game with a prize waiting at the finish lin... More

What makes the activity unique is the expert guides. They will share fascinating insights about the lives and conservation of manatees, making it a fun and educational experience for everyone. Plus, we guarantee a manatee sighting... More

We are the only paddling outfitter with kayak access to this spectacular area in the clear waters between Anna Maria Island and Longboat Key, which means no crowds and more exclusive wildlife viewing opportunities! Wildlife-viewi... More

Get ready for an unforgettable city adventure that blends puzzle‑solving, clue‑hunting, and exploration into one immersive game. The Escape Crawl puts your team to the test through a series of clever challenges that guide you ... More

What sets our single kayak rental apart is the unbeatable convenience and local expertise we provide. Located just steps from the shoreline, you’ll spend more time paddling and less time transporting equipment. Our team ensure... More

Explore the waters of Anna Maria Island Sound in 100% crystal-clear kayaks, offering unique views of marine life both beneath and above the surface. Paddle through serene mangrove tunnels surrounding peaceful Neil Preserve, where ... More

Customized personal experience with licensed experienced specialists. The ultimate relaxation package.... More

At SeaEO Luxury Boat Charters, our commitment to excellence, skilled captains, and top-tier vessels set us apart. Just like choosing a five-star resort over a budget stay, our charters offer unmatched sophistication and comfort—... More

Discover Circus City USA’s secret places and charming stories on this unforgettable tour! It is a tour of the circus history in Sarasota and provides a wonderful historical perspective of the impact the circus has had in our are... More

The 2nd Annual Art Crawl Trolley tour runs Jan 10, Feb 14, Mar 14, & Apr 11, 2025. Book your boarding time (every 15 min) on one of 3 trolleys that visit 6 art district locations on a 45-min tour route in downtown Sarasota. Arts d... More

Fun, interactive murder mystery theater on the trolley! Someone has murdered the Circus Queen...and suspects abound among the circus folk on board. Everyone seems to have a motive. Wear a circus costume if you wish, find yourself ... More

We truly believe that we live in PARADISE. How could we not? Every time we charter a tour we are surrounded by beautiful crystal clear waters, amazing wildlife, perfect weather, and unforgettable sunsets. We can’t wait to share ... More

Looking for an adventure that really showcases what the waters of Sarasota have to offer? Captain James Gibson is an inshore fishing fanatic, and he can’t wait to introduce you. A local fisherman, Capt. James specializes in targ... More

The only Glass Bottom 100% Clear Kayak tour in Sarasota, Florida. Experience kayaking with a completely clear view into the ocean. We search for sea shells, star fish, manatee, dolphin, and other exciting sea life! Don't miss your... More

Step aboard the trolley for a thrilling and historical musical journey through Sarasota’s eerie past with Lady Melody & Mystery Spirits! Hear stories about famous murders, visit spirited buildings, and explore unsolved crimes du... More

Cruising on an eFoil is an unbeatable water adventure. Our expert instructors provide top-tier guidance and prioritize safety to get you flying effortlessly over the clear blue waters of sunny Sarasota. It's an exhilarating experi... More

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around!... More