Sing 70s & 80s hits on a trolley with a bar stop at 99 Bottles
75 minutes
Songbooks, props, bar stop
Hop onboard a Sarasota trolley and join an interactive group sing-along to 70s and 80s pop hits. Warm up with a complimentary beer or wine before boarding, then stop at 99 Bottles during the tour.
Guests must be 21+. No alcohol is allowed on the trolley. Video, audio, and film recording of any performance by patrons is prohibited.
Tours run rain or shine. If you cancel at least 24 hours in advance, they will try to move you to another tour based on available space or offer a gift certificate. All sales are final and no refunds are provided for no-shows or missed tours.
Yes. Guests must be 21+ and children are not allowed.
No. No coolers or personal alcohol are allowed, and no alcoholic beverages are allowed on the trolley.
Yes. Every guest must have a paid ticket to board. You will check in at the Trolley Cottage by last name (no physical tickets).
Discover Sarasota Tours - 1826 4th St, Sarasota, FL 34236
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
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