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Art Crawl Trolley - Ladies in front of gallery Photo
The BooMobile - Family enjoying The BooMobile tour! Photo 2
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 3
City Sightseeing Tour - Take our 90 min air-conditioned sightseeing City Tour offered daily at 10 or 1 and Learn about Sarasota's interesting history, culture, neighborhoods and things to do! Photo 4
Venice City Tour - Enjoy our NEW Venice City Tour running Tuesdays in Season- Jan-April at 10am. Leaves from Venice Chamber office. Photo 5
Browse The Trolley Cottage Gift Shop! - Our charming Trolley Cottage Gift Shop is the perfect place to find that perfect souvenir or gift. Photo 6
Christmas Carol Trolley - Christmas Carol Trolley, Letters To Santa is a fun holiday musical on wheels! Runs Dec 5-30 at 5:30 or 7:30PM and includes free beer or wine before boarding. Fun for the E... Photo 7
Leading Ladies of Sarasota Historical Tour - This Leading Ladies Tour runs Nov-April and features our guide Kathryn who portrays four of Sarasota's Leading Ladies telling the history of Sarasota fr... Photo 8

Discover Sarasota Tours

Visit Website
1826 4th St, Sarasota, FL 34236 941-260-9818

Voted BEST Local Tour Company 3 Years In A Row!

Hop aboard 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 air-conditioned 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: 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 Group options including a Lunch Bunch Group Tour! 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. 

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
Art Crawl Trolley - Ladies in front of gallery Photo
The BooMobile - Family enjoying The BooMobile tour! Photo 2
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 3
City Sightseeing Tour - Take our 90 min air-conditioned sightseeing City Tour offered daily at 10 or 1 and Learn about Sarasota's interesting history, culture, neighborhoods and things to do! Photo 4
Venice City Tour - Enjoy our NEW Venice City Tour running Tuesdays in Season- Jan-April at 10am. Leaves from Venice Chamber office. Photo 5
Browse The Trolley Cottage Gift Shop! - Our charming Trolley Cottage Gift Shop is the perfect place to find that perfect souvenir or gift. Photo 6
Christmas Carol Trolley - Christmas Carol Trolley, Letters To Santa is a fun holiday musical on wheels! Runs Dec 5-30 at 5:30 or 7:30PM and includes free beer or wine before boarding. Fun for the E... Photo 7
Leading Ladies of Sarasota Historical Tour - This Leading Ladies Tour runs Nov-April and features our guide Kathryn who portrays four of Sarasota's Leading Ladies telling the history of Sarasota fr... Photo 8
Art Crawl Trolley - Ladies in front of gallery Photo
The BooMobile - Family enjoying The BooMobile tour! Photo 2
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 3
City Sightseeing Tour - Take our 90 min air-conditioned sightseeing City Tour offered daily at 10 or 1 and Learn about Sarasota's interesting history, culture, neighborhoods and things to do! Photo 4
Venice City Tour - Enjoy our NEW Venice City Tour running Tuesdays in Season- Jan-April at 10am. Leaves from Venice Chamber office. Photo 5
Browse The Trolley Cottage Gift Shop! - Our charming Trolley Cottage Gift Shop is the perfect place to find that perfect souvenir or gift. Photo 6
Christmas Carol Trolley - Christmas Carol Trolley, Letters To Santa is a fun holiday musical on wheels! Runs Dec 5-30 at 5:30 or 7:30PM and includes free beer or wine before boarding. Fun for the E... Photo 7
Leading Ladies of Sarasota Historical Tour - This Leading Ladies Tour runs Nov-April and features our guide Kathryn who portrays four of Sarasota's Leading Ladies telling the history of Sarasota fr... Photo 8