Tour Goers - Dolly The Trolley is air-conditioned, enclosed and has padded seats providing a comfortable classy tour experience. She holds 30 passengers and runs daily rain or shine. Photo
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 2
Haunted Sarasota - Haunted Sarasota runs every Friday night at 8PM and Oct 13-21 during Halloween season. Hear about haunted buildings, unsolved murders and meet some mystery guests who share their... Photo 3
Browse The Trolley Cottage Gift Shop! - Our charming Trolley Cottage Gift Shop is the perfect place to find that perfect souvenir or gift. Photo 4
Art Crawl Trolley Tour - We offer the Art Crawl Trolley around town Jan-April 5-9PM on the second Friday night of each month. Learn why Sarasota is known as Florida's most artistic city! Photo 5
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 6
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 7
Dine Along Trolley - This fun progressive dining tour takes three stops along the route for an appetizer of pasta, a main dish of Asian delight and ice cream for dessert. Runs Wednesdays from 4-7 a... Photo 8
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 9
Murder Mystery Trolley is Great for Families Photo 10
Murder Mystery Trolley is Great for Date Night! Photo 11

Discover Sarasota Tours

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

Take a Tour of Sarasota in Dolly The Trolley!

Hop aboard to experience fun, entertaining and informative narrated tours. We offer many different daytime tour themes that run year-round rain or shine including: City Sightseeing Tour,  Art Crawl Trolley, Amish Experience Tour: Bridges To Understanding, Public Art Tour, Architecture Tour, History Hop Trolley in Englewood, Sarasota & Venice, Circus Secrets of Sarasota, Psychic Sundays Tour, and nighttime musical theater shows including Haunted Sarasota Tour, The BooMobile, Murder Mystery Trolley, Christmas Carol Trolley: Letters to Santa, and Sunset Cabaret music and craft beer tour.

We also offer Group options for all 17 of our tour themes, including a Lunch Bunch Group Tour! Contact [email protected] to reserve your Group tour. 

Explore The Trolley Cottage Gift Shop for gifts and souvenirs while you wait to board your tour. 

Amenities

General Info

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

Meeting Venues & Services Amenities

  • ADA Compliant
  • Event Managers
  • Outdoor Space
Tour Goers - Dolly The Trolley is air-conditioned, enclosed and has padded seats providing a comfortable classy tour experience. She holds 30 passengers and runs daily rain or shine. Photo
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 2
Haunted Sarasota - Haunted Sarasota runs every Friday night at 8PM and Oct 13-21 during Halloween season. Hear about haunted buildings, unsolved murders and meet some mystery guests who share their... Photo 3
Browse The Trolley Cottage Gift Shop! - Our charming Trolley Cottage Gift Shop is the perfect place to find that perfect souvenir or gift. Photo 4
Art Crawl Trolley Tour - We offer the Art Crawl Trolley around town Jan-April 5-9PM on the second Friday night of each month. Learn why Sarasota is known as Florida's most artistic city! Photo 5
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 6
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 7
Dine Along Trolley - This fun progressive dining tour takes three stops along the route for an appetizer of pasta, a main dish of Asian delight and ice cream for dessert. Runs Wednesdays from 4-7 a... Photo 8
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 9
Murder Mystery Trolley is Great for Families Photo 10
Murder Mystery Trolley is Great for Date Night! Photo 11
Tour Goers - Dolly The Trolley is air-conditioned, enclosed and has padded seats providing a comfortable classy tour experience. She holds 30 passengers and runs daily rain or shine. Photo
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 2
Haunted Sarasota - Haunted Sarasota runs every Friday night at 8PM and Oct 13-21 during Halloween season. Hear about haunted buildings, unsolved murders and meet some mystery guests who share their... Photo 3
Browse The Trolley Cottage Gift Shop! - Our charming Trolley Cottage Gift Shop is the perfect place to find that perfect souvenir or gift. Photo 4
Art Crawl Trolley Tour - We offer the Art Crawl Trolley around town Jan-April 5-9PM on the second Friday night of each month. Learn why Sarasota is known as Florida's most artistic city! Photo 5
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 6
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 7
Dine Along Trolley - This fun progressive dining tour takes three stops along the route for an appetizer of pasta, a main dish of Asian delight and ice cream for dessert. Runs Wednesdays from 4-7 a... Photo 8
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 9
Murder Mystery Trolley is Great for Families Photo 10
Murder Mystery Trolley is Great for Date Night! Photo 11