Sunset Cabaret: Sarasota’s Iconic Evening Trolley Tour
Difficulty
easy
Duration
2–3 hours
Fitness Level
No special fitness is required; the tour is mainly seated aboard the trolley with short walking around the stops.
Overview
Join the Sunset Cabaret City Tour in Sarasota for a lively evening aboard Dolly the Trolley. Enjoy drinks, craft beer samples, local trivia, and stunning sunset views all in one unforgettable trip.
Details
Experience Sarasota like never before on the Sunset Cabaret City Tour aboard Dolly the Trolley. Led by the charismatic Steve McAllister, this private guided tour offers a unique blend of history, entertainment, and local flavor. Start your adventure with complimentary drinks at the cozy Trolley Cottage Tiki Bar, setting the tone for a relaxed and fun evening. Then, enjoy a lively trivia journey as you travel to the Sun King Sarasota brewery, where craft beer samples await. While savoring local brews, learn fascinating stories behind Sarasota’s cultural and historical landmarks. The tour culminates with breathtaking sunset views that perfectly capture Florida’s coastal charm. Whether you’re a history buff, beer lover, or sunset chaser, the Sunset Cabaret is an evening full of spirited discoveries made even better by the personal touch of a small group and a passionate guide. It’s an unforgettable way to enjoy Sarasota’s vibrant night scene while making meaningful connections and memories.
Adventure Tips
Arrive Early for Complimentary Drinks
Get settled and enjoy your complimentary drinks at the Trolley Cottage Tiki Bar before the tour starts to kick off the fun.
Bring a Light Jacket for Evening Breezes
Florida evenings can get breezy near the waterfront, so a light jacket will keep you comfortable during the sunset views.
Designate a Driver or Use Ride-Share
Since craft beer samples are included, plan your transportation accordingly to stay safe and compliant with local laws.
Stay Hydrated
Complimentary drinks and beer tastings can be dehydrating, so drink water throughout the tour to stay refreshed.
Local Insights
Hidden Gems
- Bayfront Park for serene waterfront strolls before or after the tour
- The Sarasota Farmers Market for fresh local foods on Saturdays
Wildlife
- Great blue herons often seen near coastal wetlands
- Loggerhead sea turtles nesting seasonally on nearby beaches
History
Sarasota’s history blends Native American heritage with early coastal settlement, reflected in its architecture and cultural landmarks visited during the tour.
Conservation
Local efforts focus on protecting coastal habitats and marine wildlife, encouraging sustainable tourism practices throughout Sarasota.
Frequently Asked Questions
Photography Tips
Best Times
Best Viewpoints
- Bayfront Park waterfront
- Onboard Dolly the Trolley facing west
- Sun King Sarasota brewery patio
What to Photograph
Recommended Gear
Light Jacket or Sweater
Keeps you warm during cooler evenings and waterfront breezes.
fall specific
Reusable Water Bottle
Helps you stay hydrated during warm Florida evenings and beer tastings.
summer specific
Hat or Cap
Provides sun protection before sunset during daytime waiting periods.
spring specific
Comfortable Footwear
Useful for short walks at the brewery and tiki bar stops.