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Top Sarasota Parks & Trails Learn More
City 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
Discover Sarasota Tours Trolley Cottage - Stop by our charming trolley cottage in historic Gillespie Park to board the trolley. Have breakfast or lunch at The Breakfast House behind us for a perfec... Photo 2
The Trolley Cottage Gift Shop - Shop our trove of fun and whimsical gifts, books, candles, cards and more in The Trolley Cottage Gift Shop. Photo 3
Tour Goers - Dolly The Trolley is air-conditioned and has padded seats proving a comfortable classy tour experience. Photo 4
Amish Experience - Experience the Amish and Mennonite Community of Pinecraft with guide Kendra on this immersive tour of culture, tradition and community. Visit Carlisle Inn, Der Dutchman and Alma ... Photo 5
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 6
Architecture Tour - Our Architecture Tour runs on Wednesdays at 10:30AM exploring Sarasota's Art Deco, Mid Century Modern and Mediterranean Architecture styles of buildings. Photo 7
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 8
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 9

Discover Sarasota Tours

Visit Website
1826 4th St, Sarasota, FL 34236 941-260-9818 Take a Tour of Sarasota in Dolly The Trolley or Vanna White our High Top Passenger Van! Hop aboard to experience fun, entertaining and informative 90-minute narrated tours. We offer many different tour themes that run year-round rain or shine including: City Sightseeing Tour,  Art Crawl, Amish Experience, Public Art Tour, Circus Secrets of Sarasota, Haunted Sarasota, Murder Mystery Trolley and several holiday-themed tours. Stop by The Trolley Cottage Gift Shop for gifts and souvenirs or visit The ChillMobile vintage ice cream truck for a treat before boarding. 
Amenities

General Info

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

Meeting Venues & Services Amenities

  • ADA Compliant
  • Event Managers
  • Outdoor Space
City 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
Discover Sarasota Tours Trolley Cottage - Stop by our charming trolley cottage in historic Gillespie Park to board the trolley. Have breakfast or lunch at The Breakfast House behind us for a perfec... Photo 2
The Trolley Cottage Gift Shop - Shop our trove of fun and whimsical gifts, books, candles, cards and more in The Trolley Cottage Gift Shop. Photo 3
Tour Goers - Dolly The Trolley is air-conditioned and has padded seats proving a comfortable classy tour experience. Photo 4
Amish Experience - Experience the Amish and Mennonite Community of Pinecraft with guide Kendra on this immersive tour of culture, tradition and community. Visit Carlisle Inn, Der Dutchman and Alma ... Photo 5
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 6
Architecture Tour - Our Architecture Tour runs on Wednesdays at 10:30AM exploring Sarasota's Art Deco, Mid Century Modern and Mediterranean Architecture styles of buildings. Photo 7
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 8
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 9
City 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
Discover Sarasota Tours Trolley Cottage - Stop by our charming trolley cottage in historic Gillespie Park to board the trolley. Have breakfast or lunch at The Breakfast House behind us for a perfec... Photo 2
The Trolley Cottage Gift Shop - Shop our trove of fun and whimsical gifts, books, candles, cards and more in The Trolley Cottage Gift Shop. Photo 3
Tour Goers - Dolly The Trolley is air-conditioned and has padded seats proving a comfortable classy tour experience. Photo 4
Amish Experience - Experience the Amish and Mennonite Community of Pinecraft with guide Kendra on this immersive tour of culture, tradition and community. Visit Carlisle Inn, Der Dutchman and Alma ... Photo 5
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 6
Architecture Tour - Our Architecture Tour runs on Wednesdays at 10:30AM exploring Sarasota's Art Deco, Mid Century Modern and Mediterranean Architecture styles of buildings. Photo 7
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 8
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 9