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Arts + Entertainment | Things to Do

The Sarasota Players' "The Legend of Sleeping Hollow" returns to the Sarasota Polo Club for its annual October run.
    By
  • Observer Staff
  • October 21, 2025
The best things to do in Sarasota, Lakewood Ranch, Longboat for Oct. 23-29

Don't miss these arts and entertainment events around Sarasota and Manatee counties this week.

  • Arts + Entertainment
  • Things To Do
Englewood firefighters Mason Adkins and James Farley prepare cups of chili in 2024.
    By
  • Ian Swaby
  • October 17, 2025
Morton's Firehouse Chili Cook-Off still going strong in 25th year

The event features over a dozen fire stations from Sarasota and beyond, competing for the awards for best chili and best booth.

  • Sarasota
  • Neighbors
"Twilight in Concert" comes to the Van Wezel Performing Arts Hall Oct. 17.
    By
  • Observer Staff
  • October 14, 2025
The best things to do in Sarasota, Lakewood Ranch, Longboat for Oct. 16-22

Don't miss these arts and entertainment events around Sarasota and Manatee counties this week.

  • Arts + Entertainment
  • Things To Do
Col. Ben Knisely, who served 28 years in the U.S. Army and was honored as Veteran of the Year, interacts with the public during the 2024 Veterans Day parade.
    By
  • Observer Staff
  • October 14, 2025
Veterans Day parade set for Nov. 11 in downtown Sarasota

The city's annual Veterans Day parade will begin at 10 a.m. Nov. 11, culminating in a ceremony at J.D. Hamel Park.

  • Sarasota
  • Neighbors
Ariel Aparicio-Jerro has taken over the reins of WSLR/Fogartyville from founders Arlene Sweeting and David Beaton.
    By
  • Monica Roman Gagnier
  • October 10, 2025
Fogartyville hosts free concert and annual open house

Walter Parks and the Unlawful Assembly will perform Sunday, Oct. 12.

  • Arts + Culture
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Latest in Arts + Entertainment

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  • June 12, 2026
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2
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3
Venice Theatre hosts global theater showcase WorldFest
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The best things to do in Sarasota, Lakewood Ranch, Longboat for June 11-17
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5
  • June 8, 2026
10th Annual Fireworks on the Lake

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