Step onboard our enclosed, air-conditioned Holly Jolly Trolley with guide Jenny Jingle for our special daytime holiday tour with cocoa, carols & Christmas stories of Sarasota. Visit city spots with Christmas story connections, hear about our Sarasota...

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 p...

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 m...

See the BEST places to visit, shop, and dine through Sarasota’s historic downtown neighborhoods of Gillespie Park, Burns Court, Laurel Park, St. Armands Circle, and the Rosemary Design District as you watch the sun set on beautiful Sarasota Bay! Y...

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 son...

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...

Hop aboard our enclosed, air-conditioned van or trolley to learn about the vibrant Amish and Mennonite cultures here in Sarasota. Learn about the beliefs, traditions and differences between these two religious orders from our knowledgeable and passio...

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 a...

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 dow...

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 nightt...

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 f...