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Arts + Entertainment | Things to Do

Westcoast Black Theatre Troupe stars perform in the inaugural Weekend of Soul Dec. 27-28 at WBTT's Donelly Theatre.
    By
  • Observer Staff
  • December 23, 2025
The best things to do in Sarasota, Lakewood Ranch, Longboat for Dec. 25-31

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

  • Arts + Entertainment
  • Things To Do
Richard Thomas stars in "Mark Twain Tonight!" at the Van Wezel Performing Arts Hall Dec. 19-20.
    By
  • Observer Staff
  • December 16, 2025
The best things to do in Sarasota, Lakewood Ranch, Longboat for Dec. 18-24

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

  • Arts + Entertainment
  • Things To Do
Many holiday events took place the first weekend of December, but there are still plenty of opportunities for festive fun to have on the keys.
    By
  • Dana Kampa
  • December 11, 2025
Catch Santa on Longboat Key before Christmas

It's not too late to share those holiday wishes with Saint Nick before Christmas.

  • Longboat Key
  • Neighbors
A Kwanzaa display rests on the table during the event.
    By
  • Ian Swaby
  • December 11, 2025
Kwanzaa celebration prepares community for the holiday

The Kwanzaa Community Celebration will be followed by the 7-Day Candle Lighting Ceremony and Celebration from Dec. 26 to Jan. 1.

  • Sarasota
  • Neighbors
Paul Nicholas and David Cantor form an unlikely friendship in Florida Studio Theatre's "A Tailor Near Me."
    By
  • Observer Staff
  • December 9, 2025
The best things to do in Sarasota, Lakewood Ranch, Longboat for Dec. 11-17

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

  • Arts + Entertainment
  • Things To Do
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Latest in Arts + Entertainment

1
Hoonmin Luke Choi, Anthony Cason and Kamal Bolden star in Asolo Rep's production of Eboni Booth's play, "Primary Trust."
  • January 19, 2026
Asolo Rep, Urbanite's work-related plays are worlds apart
2
A theater critic's top picks of the season
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A theater critic's top picks of the season
3
Japanese violin prodigy lives up to the hype in Sarasota Orchestra debut
  • January 17, 2026
Japanese violin prodigy lives up to the hype in Sarasota Orchestra debut
4
Bear down at Siesta Key Oyster Bar during every single game. As it says on their website, “SKOB, Home of the Bears."
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Here's where to bear down on Chicago flavor on the streets of Sarasota
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5
  • January 16, 2026
Play On: A Celebration of Theatre, Community, and Our New Home in Payne Park

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