Hop aboard Dolly the Trolley and let Discover Sarasota Tours unveil the stories, secrets, and colorful characters that shaped Sarasota and Venice. This locally owned company blends comfort—think cushy seats and cool A/C—with livel...
Hop aboard Dolly the Trolley and let Discover Sarasota Tours unveil the stories, secrets, and colorful characters that shaped Sarasota and Venice. This locally owned company blends comfort—think cushy seats and cool A/C—with livel...
Visitors consistently rave about the engaging guides and entertaining theatrical elements that make these tours memorable. Steve, Jon, and Deni get special shoutouts for their knowledge of Sarasota's history, architecture, and local culture, while the costumed actors who appear on themed tours like the Haunted Sarasota experience bring impressive talent and energy. The variety of offerings is notable—from singing trolley rides and psychic tours to circus routes and Amish experiences—giving people plenty of reasons to return for multiple adventures. The interactive nature really stands out. Guests sing along with provided songbooks, enjoy props, and often make stops at local spots like bars or boutiques. Owner Tammy is described as an entrepreneurial spirit focused on customer experience, and the gift shop full of local products adds a nice touch. One reviewer mentioned the owner's heavy involvement during a tour came across as micromanaging the staff, which distracted from the experience. Still, the overwhelming majority describe fun, informative outings perfect for newcomers wanting to learn about Sarasota or locals looking for a unique night out with friends.
What a great night to remember!! It was a birthday surprise for my big sister, we're not from Sarasota, have never been here before and this was something I thought would be a fun way to see around the city and also have a good time along the way. We both love singing along to songs in the car or wherever we're at and this was a blast even with a bus full of very much older crowd then us it was such a blast! Everyone was so nice and accommodating. MY sister said she felt like we were in a movie with all eyes on us going down Main Street yelling from the trolley aka "Dolly the trolley" Sweet Caroline oh oh oh haha 🤣 what a hoot! Will definitely be back with my hubby for another amazing experience!
Leah (Queen)
May 31, 2026
What a great night to remember!! It was a birthday surprise for my big sister, we're not from Sarasota, have never been here before and this was something I thought would be a fun way to see around the city and also have a good time along the way. We both love singing along to songs in the car or wherever we're at and this was a blast even with a bus full of very much older crowd then us it was such a blast! Everyone was so nice and accommodating. MY sister said she felt like we were in a movie with all eyes on us going down Main Street yelling from the trolley aka "Dolly the trolley" Sweet Caroline oh oh oh haha 🤣 what a hoot! Will definitely be back with my hubby for another amazing experience!
Leah (Queen)
May 31, 2026