Top Sarasota Art & Culture

The Greatest Show on Wheels! Our tour guide, circus historian Bob Collins, has loads of great stories about how the Big Top helped to shape Sarasota's quirky arts and culture scene. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Sarasota's BEST City Sightseeing Tour, a wonderful way to learn where to eat, shop and visit, and about Sarasota's interesting past, whether you are a longtime resident, a newcomer, or a visitor. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Hop on board our enclosed, air-conditioned haunted trolley tour for a spellbinding, interactive, narrated adventure! Hear stories about famous murders, visit spirited buildings, and explore unsolved crimes during this 90-minute air-conditioned nighttime tour. Sit back and listen as your Ghost Hostess brings the rich history of Sarasota to life on this spooky and fun tour—keep an eye out for surprise guests along the way! Tour includes complimentary beer or wine at the Trolley Cottage Tiki Bar before boarding. Ages 12+; young people ages 12-20 may attend if accompanied by a parent or legal guardian.

Sarasota has an outstanding collection of public art pieces. On this 90-minute tour aboard our enclosed, air-conditioned van or trolley, visit more than 50 of the city’s public art sculptures, monuments, and murals in charming neighborhoods and downtown Sarasota. Your guide, painter and public art expert Jerome Chesley, helps you see the city through new eyes! Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Hop on board our enclosed, air-conditioned van or trolley to visit three local art galleries during your 90-minute tour. Each gallery will provide wine and appetizers while you browse. Each tour has a specific art medium or style focus, so book all four to experience all that Sarasota galleries have to offer! In between gallery stops, enjoy a public art neighborhood tour with artist and guide Jerome Chesley. Tour includes complimentary beer or wine at the Trolley Cottage Tiki Bar before boarding! Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

See the very best locations in Sarasota! from The Ringling Estate and Museums, The Jungle Gardens feeding flamingos, Climbing high above the Myakka River, and watching the Sunset at the beach. This is a small group tour, a maximum of 4. Guest will be able to customize the tour to meet their needs and wants. Your driver is also a professional photographer so you will get breathtaking pictures to last a lifetime!

See why Sarasota is often called "Sedona by the Sea," for its ley lines and unusual levels of psychic energy. Includes complimentary orange or pineapple mimosa at the Trolley Cottage Tiki Bar before the tour. Our guide, Michael Newton-Brown, offers personal Tarot readings following the tour, for an additional fee. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Hop onboard our fun-filled Sarasota trivia tour, with local performer and guide Steve McAllister. Show off your love of Sarasota trivia, win bar and restaurant gift certificates during trivia games and sing along to your favorite Florida-inspired songs during the 90-minute air-conditioned tour. Enjoy a stop at the Bahi Hut, the oldest tiki bar in Sarasota, for samples of their world-famous Mai Tai that are sure to spice up your night. Includes free beer or wine at the Trolley Cottage Tiki Bar before boarding.

For something different than beaches, discover one of Sarasota's most unique communities on an insider’s tour of Pinecraft, an Amish vacation enclave right on the outskirts of town. Led by a guide with personal connections to the local Amish and Mennonite communities, learn about their roots in Florida, traditional customs, and beliefs. You’ll also have the chance to shop for handmade gifts and sample famous pie at an Amish cafe.

Grab your girlfriends and join us for a personal shopping experience aboard our enclosed, air-conditioned van or trolley. Sip on complimentary champagne while browsing through our cute Vintage Sarasota gift shop at the Trolley Cottage. Then enjoy a mini neighborhood tour, guided by Discover Sarasota Tours owner Tammy Hauser, a certified shopping expert, and stopping along the way at three local boutiques offering unique and beautiful clothes, purses and gifts, home decor, or unique vintage finds—plus wine and treats at each stop! Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Tour guide, bon vivant and raconteur Jonny Mac has loads of juicy first-hand stories about visiting Hollywood stars and the Sarasota literati set. Includes complimentary beer or wine at the Trolley Cottage Tiki Bar before the tour. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Private Luxury Charter for up to Six Clients. You relax and we take care of the rest. All of charters include USCG Licensed Captains, USCG Documented Vessels, great safety equipment included Comfortable & Inflatable Life Jackets. We are fully licensed and insured.

First, we want to say thank you for considering ! This is for a private tour with a maximum of 10 passengers. We sterilize the vehicle with a 3% peroxide solution plus ozone treatment penetrating every crevice and fabric of the vehicle. We'll visit the Ca D' Zan and Art Museum, Asolo Theatre, Bayshore Drive, and its beautiful mansions, Selby Botanical Gardens, the Ringling School of Art and Design, the New and Trendy Rosemary District, Saint Armands Circle, Burns Court, Towles Court, Spanish Point and the hotspots of downtown Sarasota. During the visit of the Ca D' Zan you'll be amazed visually by the botanical gardens and architectural details but have a personally narrated tour of the history behind John Ringling and what led him to this Gem on the West Coast of Florida. I've been a resident of Sarasota for 28 years and am excited to have you on my tour!

Touring beautiful Sarasota, FL on a Segway it a great activity for tourists and resident alike. If you’re looking for things to do in Sarasota, look no further.