Sunset City Happy Hour Tour
105 minutes in peak season
See the BEST places to visit, shop, and dine through Sarasota’s historic downtown neighborhoods of Gillespie Park, Burns Court, Laurel Park, St. Armands Circle, Lido Key, and the Rosemary Design District as you watch the sun set on beautiful Sarasota Bay!
You’ll also see our world-class artistic and cultural organizations: The Ringling Museum, Ringling College, Asolo Theater, Selby Library, Van Wezel Performing Arts Center, Selby Gardens, Sarasota Opera House, Art Center Sarasota, and Sarasota Symphony Orchestra.
Learn more about the architects and developers who designed some of our most unique homes and buildings, like the Blue Pagoda, Crocker Memorial Church, and Splendida. Circus history, Amish culture, real estate development booms and busts, and colorful stories about Sarasota’s founders give you a true overview of Sarasota’s rich and amazing cultural history.
This tour is fun for visitors or locals alike! You’re sure to learn something about Sarasota, even if you’ve lived here all your life.
Tour includes complimentary beer or wine at the Trolley Cottage Tiki Bar before boarding!
Tours with fewer than 10 guests will travel in our comfortably air-conditioned high-top van.
Tour ticket includes FREE Parking!
1826 4th Street in Sarasota
(behind The Breakfast House off Fruitville)
Please arrive at least 30 minutes before the tour leaves, to check in and visit our gift shop while you wait to board. Trolleys leave at your scheduled time. If you don't arrive within 5 minutes of departure time, we reserve the right to resell your ticket.
FREE on-site parking is available!
Things to Note
Includes complimentary wine or beer in the Trolley Cottage Tiki Bar before the tour.
No coolers or personal alcohol are allowed on our tours.
Visit The ChillMobile, our vintage ice cream truck, or the Vintage Sarasota Gift Shop, offering unique Vintage Sarasota merchandise while waiting to board.
We also offer group tours of 20 or more for any regular tour—or let us create a custom tour for your group!