Sarasota Sightseeing Trolley Tour: City Exploration

Experience Sarasota’s BEST City Sightseeing Tour, an excellent opportunity to discover top dining spots, shopping areas, attractions, and the city’s fascinating history. Perfect for longtime residents, newcomers, and visitors alike. Enjoy the journey in our comfortable, air-conditioned trolley.

Duration: 1 hour, 30 minutes
Cancellation: 24 hours
Highlights
  • The Ringling - On this air-conditioned City Sightseeing Trolley Tour, see the BEST places to eat, shop, and visit through Sarasota’s historic downtown neighborhoods of Gillespie Park, Burns Court, Laurel Park, St. Armands Circle, and the Rosemary Design District.\n\nTour-goers will also see our world-class artistic and cultural organizations: The…
What's Included
  • Bottled water provided
  • Air-conditioned vehicles
Additional Information
  • Guests must be 10+; no children under 10 allowed except on our family tours designed for children. Every guest must have a paid ticket in order to board.
Location
1826 4th St
4th Street
Off Fruitville, behind the Breakfast House
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(932 Ratings)
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746pamv
Jul 30, 2025
Can’t wait to do another Discover Sarasota tour! - Pat was a great tour guide, funny and very knowledgeable ! We’ve lived in the area for 25 years and learned and saw things we didn’t know. The trolley’s a/c worked great on a scorching day and cold water was provided for the tour. Can’t wait to try another tour soon!
Review provided by Tripadvisor
Christine
Jul 28, 2025
Great All Around Tour - We had a great tour guide who knew the area and topic well. She was friendly, engaging, plus happy to answer our questions. We had a blast!
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Cjbjorklund4
Jul 26, 2025
Best entertainment on a Trolley! - I have lived in Florida, Sarasota/Bradenton area, for 10 years. I finally found out how and when Sarasota grew to be an entertainment and cultural center. Jon and Alex took us all around describing and showing us the high points (and low points) of Sarasota. Very, very entertaining especially, with many personal stories included. We all had a great time and we owe it to Jon! Great job!
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Ronc545
Jul 19, 2025
Don’t miss this one! - This was a lot of fun! They take you all around, lots of really interesting beautiful stuff to see. The guide was funny, and had a lot of interesting stories. Definitely something you don’t want to miss if you’re in Sarasota. Maybe bring a cushion or two though, the bench seats can be quite brutal if you’re getting a bit older.
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Moniquem212
Jul 15, 2025
Sightseeing Tour - Jon and Jon were truly the best — incredibly knowledgeable, engaging, and fun. The tour was packed with great information, and I learned so much. I can’t wait to go again. Thank you for an unforgettable experience!
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Buckeyes007
Jul 6, 2025
Entertaining, educational and fun!! - My wife and I recently moved to Sarasota and wanted to tour the area to learn more about what our new city has to offer. It was an amazing tour! John and John took great care of us on the tour, and it was very entertaining and informative. Highly recommend!!
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F5448grgerryb
Jul 2, 2025
Well worth it. - Very educational. And not just the best known sights, but also on the less known residential neighborhoods. The guide has lived in Sarasota since 1970 and was knowledgeable about all types of architecture, restaurants, government buildings, how the city developed, etc. Highly recommended.
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Travel654012
Jul 1, 2025
Well worth it! - Enjoyable tour and learned quite a few interesting facts about Sarasota. Great overview of the area. Definitely recommend it.
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Culture32238428202
Jun 28, 2025
Sing Along! Great fun! - The first of the fun, soon to be popular, Sing Along Trolley tour was last night. We began with cocktails on th back porch of the trolley cottage. On boarding the trolley, we were met with Bohemian Rhapsody, " playing through the speakers . Who could resist? Be prepared for familiar songs you can join in and sing along. Michelle and Brandon were our charming and talented guides. There was a stop for complementary drink at 99 Bottlrs, a local bar. I was a nice way to make friends with our fellow passengers. Our driver/DJ Patrick was a huge part of the evening's fun. This is a fun tour to experience with friends. Loosen up...sing along...no solos required!
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Judyr2015
Jun 23, 2025
Enjoyable city tour - Our tour guide Jon was quite knowledgeable, fun, and relaxed. It was a nice way to see around town and learn some background information. The seating was fairly comfortable with padded seats, the quaint little gift shop is adorable, and the mirror in the restroom is unexpected :)
Review provided by Tripadvisor
From $86
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).