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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
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 4
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 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
Circus Secrets Tour - Sarasota is Circus City USA! Explore our unique history of circus life on the Circus Secrets Tour. Runs Saturdays at 1PM and is led by Bob Collins who worked for the Ringling ... 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

Discover Sarasota Tours

Visit Website
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 90-minute narrated tours. We offer many different daytime tour themes that run year-round rain or shine including: City Sightseeing Tour,  Art Crawl, Amish Experience, Public Art Tour, Architecture, History, or Circus Secrets of Sarasota and nighttime musical theater shows: Haunted Sarasota, Murder Mystery Trolley, Dine Along Trolley and Sunset Cabaret music and craft beer tours as well as holiday-themed tours.

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

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
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 4
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 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
Circus Secrets Tour - Sarasota is Circus City USA! Explore our unique history of circus life on the Circus Secrets Tour. Runs Saturdays at 1PM and is led by Bob Collins who worked for the Ringling ... 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
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
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 4
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 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
Circus Secrets Tour - Sarasota is Circus City USA! Explore our unique history of circus life on the Circus Secrets Tour. Runs Saturdays at 1PM and is led by Bob Collins who worked for the Ringling ... 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