See Sarasota’s Art Deco, Mediterranean Revival, and Mid-Century Modern architecture by van
90 minutes
Air-conditioned tour, Free parking
Explore Sarasota’s architectural legacy on a 90-minute, air-conditioned tour through downtown neighborhoods. Learn about key styles, buildings, and design history with a Discover Sarasota Tours guide.
Ages 10+ only. This is a non-stop tour, so expect to remain seated for the full trip. Coolers and personal alcohol are not allowed.
Cancel at least 24 hours in advance to try to move to another tour based on available space or get a gift certificate. All sales are final and no refunds for no-shows. If the operator cancels a tour, refunds are issued within 30 days.
Product ID: EVVAWC
Arrive at least 30 minutes before departure. The tour leaves on time; if you don’t arrive within 5 minutes of departure, the operator reserves the right to resell your ticket.
Check in at the Trolley Cottage by last name. There are no physical tickets, and every guest must have a ticket to board.
This is a non-stop tour, so expect to stay seated for the entire trip.
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.
This experience was the perfect activity to dive into Sarasota, FL. The length was perfect and comfortable, while having many landmarks. I moved here 6 months ago, and was surprised there was so much to learn about my own city and its gems! I strongly encourage going to the Ringling Museum before or after this trolley tour - we had just gone to Ringling Museum the day before, and it made it that much more special to learn how interwoven the Ringling family is to the fabric of this city.
Katrina Schreiber
August 1, 2026
This experience was the perfect activity to dive into Sarasota, FL. The length was perfect and comfortable, while having many landmarks. I moved here 6 months ago, and was surprised there was so much to learn about my own city and its gems! I strongly encourage going to the Ringling Museum before or after this trolley tour - we had just gone to Ringling Museum the day before, and it made it that much more special to learn how interwoven the Ringling family is to the fabric of this city.
Katrina Schreiber
August 1, 2026
Paddle Jim Neville Marine Preserve to water-only Midnight Pass Beach
Experience marine life up close on a comfortable pontoon cruise for all ages.
Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.
Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.
Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.
Cruise to the sandbar for music, floats, games and an onboard bar