Sarasota is home to an amazing architectural legacy. On this 105-minute air-conditioned tour, guests will visit some outstanding examples of architecture and design, with tours featuring three of the city’s most distinctive styl... 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

Actress and tour guide Kathryn Chesley specializes in donning period costumes and portraying Sarasota's most influential women -- Mable Ringling, Marie Selby, and Bertha Palmer -- and telling the story of the Sarasota and how each... More

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

Step Aboard! This is no ordinary tour ride. Your spirited guide will captivate you with tales of ghostly encounters, mysterious happenings, and Pensacola’s haunted history as you visit iconic locations like The Kennedy House, Ol... 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

Elevate your group outing in St. Pete with your own private Trolley Pub. Step onto the Trolley Pub with your crew and embark on a 2-hour journey that combines the thrill of a moving party with the fun of exploring 3 different bar/... More

Join us on Tuesdays January-April for our NEW Venice, FL Tours! Experience a full day of fun on our 10 AM Venice City Sightseeing Tour or our 1 PM Circus Secrets of Venice tour. Discover the history, landmarks, neighborhoods, n... More

Led by guide, Bob Collins and focuses on the rich history of the Ringling Bros. and Barnum & Bailey Circus in Venice. On this 90-min trolley tour, you’ll explore the landmarks, stories, and key points of interest of Venice circu... More

Sarasota has an outstanding collection of public art pieces. On this 90-minute tour aboard our enclosed, air-conditioned trolley, visit more than 50 of the city’s public art sculptures, monuments, and murals in charming neighbor... More

This interactive highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, anniversaries or group events. Each tour offers guests the chance to sing their hearts out as a group led by talente... More

Hop on board for a fun, family-friendly Halloween party on the trolley! Children and parents, join us for a 45-minute magical tour as WitchyPOO goes on a delightfully musical hunt for her dear missing Pumpkin all around downtown S... More

Glide through the vibrant heart of Naples, Florida, on an exhilarating Segway tour! Feel the Gulf breeze as you effortlessly zip past stunning coastal vistas, explore historic landmarks, and immerse yourself in the lively energy o... More

Join the only official mural tour curated by the SHINE Mural Festival organizers and Star Trolley, showcasing stunning murals by internationally renowned artists with over 2 million followers combined. This 2-hour tour on an open-... More