Fall Season Announcement for Discover Sarasota Tours!

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DISCOVER SARASOTA TOURS ANNOUNCES
2025 FALL TOUR SCHEDULE
 
Discover Sarasota Tours, the local award-winning trolley tour company announces their 2025 FALL Tour Schedule. “This Fall promises to be a fun, interesting, and exciting time filled with popular daytime tours, returning holiday tour favorites and unique interactive POP Up Experiences,” said Founder & CEO Tammy Hauser.
 
NIGHT-TIME SHOWS
October
Kaylene McCaw and Michele Pruyn play alternating roles as Lady Melody joined by Olivia Turpening, Sara VanKeuren, and Amanda Agarici who play female jump characters alongside veteran performers, Michael De Mocko, and Dave Springer who perform male jump roles in a revised lighthearted musical version of our ghost tour musical called Haunted Sarasota running Oct. 9-31 at 8PM. This updated show features new spirited characters jumping aboard at different downtown locations to tell their tales and perform Halloween songs with a comic twist.
 
New cast member Olivia Hermey joins returning cast member Andrea Keddell who perform as the Pumpkin and WitchyPOO in the children’s Halloween tour The BooMobile running October 10-30th at 6:30PM. This delightful 45-min show just for kids features a madcap adventure where kids go hunting for the wily pumpkin all over downtown Sarasota singing Halloween songs along the way.
 
New POP-UP Experiences (destination tours with food or drinks) will be offered in October as well. The second Sip & Stroll  tour to Fiorelli Vineyards happens on Sunday October 12 from 12-3PM.
November
Michele Pruyn and Brandon Newman perform in the NEW Sing-Along Trolley tour, a fun group karaoke tour of 70’s and 80’s songs with a bar stop at 99 Bottles. It runs on Friday nights at 7:30PM November 7-28 and returns after the holidays December 26-30.
 
Murder Mystery Trolley: Who Killed The Circus Queen? also returns on Thursday and Saturday nights at 7:30PM November 7-28 featuring Michael De Mocko and Dave Springer as alternating Ringmasters, Kaylene McCaw and Andrea Keddell as male jump roles, and Olivia Turpening, Alexa Vetter Torres, and Amanda Fischler as female jumps. This interactive who-dunnit murder mystery musical (think reader’s theater-on-wheels), features a circus-themed murder to solve with clues provided by scripted roles that the guests read, and provided by jump aboard characters who come onboard to sing for guests.
 
Performer and guide Steve McAllister brings back his highly popular Sunset Cabaret music and craft beer tour with a stop for a beer flight sample at Sun King Brewery on November 8th and 25 at 6PM.
December
For Christmas Carol Trolley: Letters To Santa, returning cast members Olivia Turpening, David Downer, Kaylene McCaw and Alexa Vetter Torres are joined by newcomers Dave Forrester and Dave Springer performing male jump roles and by singers Michele Pruyn and Olivia Hermey playing the female jump singer roles. This beloved heartwarming music and light tour that is perfect for families of all ages runs twice nightly at 5:30 and 7:30PM Dec. 1-23.“These shows all sell out so we encourage guests to book early,” said Tammy Hauser.
 
“We are excited to be back for our 8th season and look forward to welcoming back our  snowbird guests, our local residents, our many SUPERFANS, and new residents who take our tours to learn more about Sarasota or come just to have fun experiencing theater-on-wheels on our many nighttime tours,” she added.
 
DAYTIME NARRATED 90-MIN SIGHTSEEING TOURS
 
City Sightseeing Tour of Sarasota (year-round)
90-min narrated tour of Sarasota’s history, cultures, neighborhoods, people and things to do. Perfect for locals and visitors alike. Tuesday, Wednesday, Thursday, Friday, Saturday, Sunday, 10AM, 1PM or 3PM (On Sundays). $54.99 plus tax/handling fee.
Image link: https://www.dropbox.com/scl/fi/6jfk0xjly3xp8ws61b2bm/steve.jpg?rlkey=j1jiet4v5uttu0tzd39cn86di&st=wxok0794&dl=0
 
Amish Experience (Nov-April)
Hop onboard the trolley to learn about the Amish and Mennonite communities in Sarasota from tour guide, Kendra Cross. Includes a visit to Pinecraft with stops at The Carlisle Inn to see folk art and enjoy a pie shooter, Der Dutchman and Anna Sue’s Quilt shop.
Thursdays 10AM. $54.99 plus tax/handling fee.
Image link: https://www.dropbox.com/scl/fi/r6fei20snkpon0aqsibkr/1m9a5494-2_51689949816_o_1600x1067_120dpi.jpg?rlkey=ca8713ni5a0pes7l5p066kiqw&st=4lu9r66l&dl=0
Circus Secrets of Sarasota (year-round)
Learn about the circus legacy of Sarasota, its showman and why we are called Circus City USA with tour guide and circus expert, Bob Collins. Saturdays 1PM. $54.99 plus tax/handling fee.
Image link: https://www.dropbox.com/scl/fi/s51e7x78yeitbmlkazrmk/circus-goers-wtih-bob.jpg?rlkey=cj04khelbrf3qa7yhxqd0cgef&st=4woom5mu&dl=0
 
Architecture Tour (year-round)
Explore Art Deco, Mid-Century Modern (featuring the Sarasota School of Architecture), and Mediterranean Revival buildings, churches, and homes on this narrated tour of Sarasota’s architecture with Founder & CEO Tammy Hauser. Wednesdays 10:30AM. $54.99 plus tax/handling fee.
Image link: https://www.dropbox.com/scl/fi/5tjm2dt4lnwr1cnwbb93c/spencer-house.png?rlkey=asc9rjvu3orqvo04sm7em89mx&st=5ke241vk&dl=0
 
Public Art Tour (Nov-April)
This tour of more than 60 pieces of public art includes murals, sculpture, statuary and buildings is led by artist Jerome Chesley. Mondays 1PM. $54.99 plus tax/handling fee.
Image link: https://www.dropbox.com/scl/fi/mb9ujuojkp22opqykqmcj/Brasil-Rosemary-District-Mural-1_rgb_72.jpg?rlkey=xy7mz0xgrzlmdz64xftghlmya&st=cn8d7su5&dl=0
 
Leading Ladies of Sarasota (Nov-April)
Step back in time with guide and historic reenactor Kathryn Chesley as she portrays three of Sarasota’s leading ladies – Bertha Palmer, Marie Selby and Mable Ringling on alternating tours. Wednesdays 10AM. $54.99 plus tax/handling fee.
Image link: https://www.dropbox.com/scl/fi/xcv6cqbizwi98shbgeorc/1m9a5693-2_51690625854_o.jpg?rlkey=l0cuyws52dsfmal8f3q1emq38&st=lujmjq7u&dl=0

Psychic Sundays (Year-round)
Explore the metaphysical side of Sarasota with guide and medium Deni Dreazen. Learn about the healing and psychic community here, visit a labyrinth and experience a sound bath at the Crocker Memorial Church and stop by Elysian Fields a metaphysical shop. Optional tarot card reading offered after tour. (Sundays 1PM). $54.99 plus tax/handling fee.
Image link: https://www.dropbox.com/scl/fi/898svhtxyy1fi1890a7y3/deni-in-front.jpg?rlkey=e5s6zhfrgnpvxt6gyly7v05xf&st=cr7p5v86&dl=0
 
Nighttime or POP Up Tour Schedule by Month & Date + Price
 
OCTOBER
Oct 9-31- Haunted Sarasota. Prizes for BEST Costumes. Free Beer/wine before boarding. 8PM. $58.99 + tax and handling.
Image link: https://www.dropbox.com/scl/fi/eubyqzinw0pusurufjxnd/Haunted-Web-Landing-image-2400x1500.pdf?rlkey=xmnpwt16rt8l1kmxos2cop6ru&st=6thi46d9&dl=0
 
Oct 12
Sip & Stroll Vineyard Tour. Includes Wine Tasting, music, and optional food. 12-3PM. $54.99 + tax/handling.

Image link: https://www.dropbox.com/scl/fi/mg1yatg61joljb3mc94yt/DSC03374-94.jpg?rlkey=07ep1r2eaefhp7m5ixuwxj11i&st=63pafkse&dl=0
 
Oct 9-30
The BooMobile children’s Halloween adventure with WitchyPOO & Pumpkin. 6:30PM. $30.99 kids and $45.99 adults + tax/handling.
Image link: https://www.dropbox.com/scl/fi/0ia0vh0y7hf45s7rl7kyy/BooMobile-FB-Event-Header-2400x1500.jpg?rlkey=z318dti94grh97ija23ey254g&st=42ri50ox&dl=0
 
NOVEMBER
Nov 7-28
Sing-Along Trolley, group karaoke to 70’s and 80’s songs with bar stop at 99 Bottles. 7:30PM. Includes free beer/wine before boarding. $69.99 + tax/handling.
Image link: https://www.dropbox.com/scl/fi/sj79qfyu236lg1ch39o7m/Landing-image-Sing-Along-2400x1500.jpeg?rlkey=vrmnm9d8yo0clsiv5rmbp2dud&st=x3d3bkew&dl=0
 
Nov 7-28
Murder Mystery Trolley: Who Killed The Circus Queen?, a who-dunnit where you are part of the show. 7:30PM. Includes free beer/wine before boarding. $58.99 + tax and handling.
Image link: https://www.dropbox.com/scl/fi/gptj134ur6na6w1f0aul6/murder-landing-image.jpg?rlkey=utfwc5y8n09sytobkf4ov1g26&st=o7g1yye1&dl=0
 
Nov 8 and 25th
Sunset Cabaret- a music and craft beer tour with guide and performer Steve McAllister.
Includes beer flight samples and tour at Sun King Brewery. Tuesdays. 6PM. $58.99 + tax and handling.
Image link: https://www.dropbox.com/scl/fi/s7j6ga00uwayj1arzxqsi/2025-02-18-16.52.14.jpg?rlkey=57xem2y3f2p30ifs07apxkgw4&st=86srn936&dl=0
 
 
DECEMBER
Dec 1-23
Christmas Carol Trolley: Letters To Santa. Heartwarming music and light tour for the whole family. 5:30 or 7:30PM. Includes free beer/wine before boarding. $34.99 kids and $58.99 adults plus tax/handling fee.
Image link: https://www.dropbox.com/scl/fi/cw0lz08vw45znrdy11mu3/Christmas-2025-FB-Event-Header-2400x1500.jpg?rlkey=r9fj9ukt9j558kse59apgoazl&st=c98pfhm4&dl=0
 
Dec 26-30
Sing-Along Trolley, group karaoke to 70’s and 80’s songs with bar stop at 99 Bottles. Dec 26-30. 7:30PM. Includes free beer/wine before boarding. $58.99 + tax and handling. $69.99 + tax/handling.
 
Dec 26-30
Murder Mystery Trolley: Who Killed The Circus Queen?, a who-dunnit where you are part of the show. 7:30PM. Includes free beer/wine before boarding. $58.99 + tax and handling.
 
ABOUT US:
Discover Sarasota Tours is a locally owned and operated tour company offering 18 different award-winning trolley tours of Sarasota and Venice.  We were voted SRQ Magazine’s Platinum winner the past four years in a row for BEST Local Tour Company. Our guide-led daytime informative and entertaining tours focus on the most interesting people, intriguing places, and amazing stories that have shaped Sarasota’s and Venice’s rich cultural past. Our nighttime tour shows are original musical theater shows on wheels!

Discover Sarasota Tours was also recognized with a 2023 and 2024 Travelers’ Choice Award from TripAdvisor, voted Best of Florida Arts & Entertainment 2022, 2023 and 2024 and was featured in a film produced by American Express as a leading American Small Business. In 2025, Discover Sarasota Tours was named the  Sarasota Chamber of Commerce Winner in the category of Woman Owned Business Of The Year. DST also won Venice Chamber of Commerce’s second place as a Medium Sized Business in 2024.
 
Our Trolley Cottage Gift Shop carries a charming variety of Sarasota and Florida-inspired gifts, cards, books and toys and offers FREE parking in our spacious lot. Tour tickets and information available online at DiscoverSarasotaTours.com or by calling 941-260-9818. For Groups of up to 30, email info@DiscoverSarasotaTours.com.

Fall Season Announcement for Discover Sarasota Tours!