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...

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 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...

Our tours are unique because our guides love what they do, to share the beauty and highlights of Sarasota. They've lived in the area since they were born, or enough years to be considered a native. You'll have fun on this tour. Our guides are selecte...

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...

Hop on the Tiki Bar Trail and become a Tiki Bar Connoisseur - VIP Style! Visit up to 3 to 4 Tiki Bars that call Sarasota home during this 5-Hr Private Land Tour. You can bring up to 6 people. Every Tiki Bar has a different look, a different vibe, a d...