City Sightseeing Tour - Our Most popular tour is our City Sightseeing Tour of Sarasota! Photo
Sing-Along Trolley - NEW Sing-Along Trolley is a rollicking fun time singing along to your favorite 70's & 80's songs. Includes free beer/wine at 99 Bottles & Tap Room along the way. Photo 2
Dolly - Enjoy a comfortable ride in Dolly The Trolley- she is enclosed and air-conditioned with padded seats. Photo 3
Murder Mystery Trolley - Enjoy singing along with our talented cast on our Murder Mystery, Haunted Sarasota, Christmas Carol Trolley or Sunset Cabaret shows. Photo 4
Enjoy touring in air-conditioned comfort. - Our 17 tours run during the day or evening in comfort and style! Photo 5
Murder Mystery Trolley - Murder Mystery Trolley is an interactive musical mystery tour on wheels! The 90 min show runs every Thursday and Saturday night at 7:30 (except during Halloween and Christm... Photo 6
Having fun with Jerry and Kaylene on the Art Tour! - Join us for Jerry's Public Art or Art Crawl Trolley tours running Nov-April. Photo 7

Discover Sarasota Tours

1826 4th St, Sarasota, FL 34236 (941) 260-9818

Voted BEST Local Tour Company 3 Years In A Row!

Hop aboard air-conditioned Dolly The Trolley to experience entertaining and informative 90-min narrated tours of Sarasota or Venice. We offer 17 different award-winning tours that run year-round rain or shine in comfort. Daytime tour themes include: City Sightseeing Tour, Amish Experience, Circus Secrets of Sarasota or Venice, Public Art, Architecture Tour, Leading Ladies History Tour or Psychic Sundays Tour.

Nighttime musical theater shows with a talented cast of singers and actors, run Tuesday-Saturday nights and include: Sing-Along Trolley, Haunted Sarasota Tour, The BooMobile, Murder Mystery Trolley: Who Killed The Circus Queen, Christmas Carol Trolley: Letters to Santa, and Sunset Cabaret music and craft beer tour.

We also offer POP UP Destination Experience tours to Fiorelli Vineyard, local attractions, dining tours, Literature & Lattes, Under The Big Top or Behind The Scene half-day arts and cultural experience tours.

In addition, we provide Custom Tours, Transport Services, Memorial Tours on the Trolley for Life Celebrations and Employee Engagement activities. Let us plan a Group Activity for you! Many tours include a lunch or bar stop.

Contact [email protected] to reserve your Group tour. 

Explore the charming and whimsical The Trolley Cottage Gift Shop for gifts and souvenirs while you wait to board your tour. FREE Parking. 

Amenities

General Info

  • Bar/Lounge
  • Discounts Available
  • Family-Friendly
  • Handicapped Accessible
  • Pet-Friendly
  • Tours Available

Meeting Venues & Services Amenities

  • ADA Compliant
  • Event Managers
  • Outdoor Space
City Sightseeing Tour - Our Most popular tour is our City Sightseeing Tour of Sarasota! Photo
Sing-Along Trolley - NEW Sing-Along Trolley is a rollicking fun time singing along to your favorite 70's & 80's songs. Includes free beer/wine at 99 Bottles & Tap Room along the way. Photo 2
Dolly - Enjoy a comfortable ride in Dolly The Trolley- she is enclosed and air-conditioned with padded seats. Photo 3
Murder Mystery Trolley - Enjoy singing along with our talented cast on our Murder Mystery, Haunted Sarasota, Christmas Carol Trolley or Sunset Cabaret shows. Photo 4
Enjoy touring in air-conditioned comfort. - Our 17 tours run during the day or evening in comfort and style! Photo 5
Murder Mystery Trolley - Murder Mystery Trolley is an interactive musical mystery tour on wheels! The 90 min show runs every Thursday and Saturday night at 7:30 (except during Halloween and Christm... Photo 6
Having fun with Jerry and Kaylene on the Art Tour! - Join us for Jerry's Public Art or Art Crawl Trolley tours running Nov-April. Photo 7
City Sightseeing Tour - Our Most popular tour is our City Sightseeing Tour of Sarasota! Photo
Sing-Along Trolley - NEW Sing-Along Trolley is a rollicking fun time singing along to your favorite 70's & 80's songs. Includes free beer/wine at 99 Bottles & Tap Room along the way. Photo 2
Dolly - Enjoy a comfortable ride in Dolly The Trolley- she is enclosed and air-conditioned with padded seats. Photo 3
Murder Mystery Trolley - Enjoy singing along with our talented cast on our Murder Mystery, Haunted Sarasota, Christmas Carol Trolley or Sunset Cabaret shows. Photo 4
Enjoy touring in air-conditioned comfort. - Our 17 tours run during the day or evening in comfort and style! Photo 5
Murder Mystery Trolley - Murder Mystery Trolley is an interactive musical mystery tour on wheels! The 90 min show runs every Thursday and Saturday night at 7:30 (except during Halloween and Christm... Photo 6
Having fun with Jerry and Kaylene on the Art Tour! - Join us for Jerry's Public Art or Art Crawl Trolley tours running Nov-April. Photo 7