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Arts + Entertainment | Things to Do

Jon Gentry and Tyler Gevas star in "Monsters of the American Cinema" at Urbanite Theatre from Oct. 31 to Dec. 7.
    By
  • Observer Staff
  • October 28, 2025
The best things to do in Sarasota, Lakewood Ranch, Longboat for Oct. 30-Nov. 5

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

  • Arts + Entertainment
  • Things To Do
There were pumpkins aplenty at the festival.
    By
  • Dana Kampa
  • October 23, 2025
Get ready to trick or treat on the Circle

St. Armands Circle will soon be making a haunting transformation into a family-friendly Halloween venue.

  • Sarasota
  • Neighbors
Children will have two free Halloween-themed events they can attend this week hosted by the Manatee County Sheriff's Office and East Manatee Fire Rescue.
    By
  • Jay Heater
  • October 22, 2025
Sheriff's Office, East Manatee Fire Rescue to host Halloween events

The two free events, at the Sheriff's Operations Center in Bradenton and Station 1 in Lakewood Ranch, will have goodies and activities for kids.

  • East County
  • Neighbors
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
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St. Petersburg's Bob Boguslaw has been in the music business for 50 years with 22 of them being an active member of the “President’s Own” United States Marine Band. He said muscle memory comes into play and it brings back an array of memories.
  • January 12, 2026
Lakewood Ranch Wind Ensemble hosts 2026 debut concert
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  • January 8, 2026
23rd Annual St. Armands Circle Art Festival
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6th Annual Lakewood Ranch Fine Art Festival

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