Explore Sarasota's History with Leading Ladies Tour
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Discover Sarasota’s fascinating history through the eyes of its most influential women on the Leading Ladies of Sarasota tour. Actress and guide Kathryn Chesley dresses in period costumes to bring to life the stories of Mable Ringling, Marie Selby, and Bertha Palmer—women whose efforts helped shape the city’s development.
This 90-minute trolley tour offers an engaging mix of history and storytelling. As Kathryn plays the roles of these remarkable women, you'll learn how their contributions impacted Sarasota’s growth and character. The tour is both informative and entertaining, making history feel alive.
Each week, the tour highlights a different leading lady and her unique influence on Sarasota. Travel through the city’s historic areas, see iconic sites, and gain insight into what Sarasota was like a century ago, all from the perspective of these pioneering women.
Frequently asked questions
How long is the tour?
The tour lasts approximately 1.5 hours.
What language is the tour conducted in?
The tour is conducted in English.
What is the group size?
Groups are limited to up to 4 people.
Is the tour suitable for all ages?
Yes, it’s suitable for adults aged 12 and up.
What’s included in the tour?
Bottled water and an air-conditioned vehicle are included.
Where do I meet the guide?
Meet at the starting point off Fruitville, behind the Breakfast House.
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1.5 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Bottled water
- Air-conditioned vehicle
Itinerary
Travel through downtown Sarasota and see key historical sites while learning about the influential women who helped shape the city.
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Stop 1
Travel throughout the downtown Sarasota area.
Meeting point & pickup
Meet at the starting point
Off Fruitville, behind the Breakfast House
Open in Google MapsCancellation & confirmation
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled at least 1 day before
- 0% refund if cancelled within 0–1 day
Instant confirmation
Your booking is confirmed immediately after checkout.
From $85.61 per person
- Free cancellation
- Secure checkout with our booking partner
