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Arts + Entertainment

  • By Observer Advertising Content Staff
  • January 12, 2026
Wine Walk With Winebo

Come to GROVE Ballroom on February 3, 2026 for an immersive walk-around wine tasting experience.

  • Arts + Entertainment
  • Spotlight Partners
Sponsored Content
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.
    By
  • Madison Bierl
  • January 12, 2026
Lakewood Ranch Wind Ensemble to host 2026 debut concert

The concert will feature pianist Bob Boguslaw, who spent 22 years in the United States Marine Band.

  • East County
  • Neighbors
Pura Vida Miami is at 4994 S. Tamiami Trail, Unit 100, in Sarasota.
    By
  • Elizabeth King
  • January 9, 2026
Healthy restaurant opens second Sarasota location

Pura Vida Miami recently opened a restaurant in The Landings.

  • Arts + Entertainment
  • Eat + Drink
  • By Observer Advertising Content Staff
  • January 8, 2026
23rd Annual St. Armands Circle Art Festival

The popular free, outdoor event takes place along South Boulevard of Presidents and inside St. Armand’s Circle.

  • Arts + Entertainment
  • Spotlight Partners
Sponsored Content
  • By Observer Advertising Content Staff
  • January 8, 2026
6th Annual Lakewood Ranch Fine Art Festival

Don't miss this event taking place on January 24th-25th on Lakewood Ranch Main Street.

  • Arts + Entertainment
  • Spotlight Partners
Sponsored Content
Angese Rudzite Kirillova works on "Playground" during the 2025 Siesta Key Crystal Classic Sandsculpting Festival.
    By
  • Ian Swaby
  • January 8, 2026
Mark your calendars for these Sarasota events in 2026

Whether you love collecting stamps or petting reptiles, there's something for just about everyone in Sarasota's event offerings in this coming year.

  • Sarasota
  • Neighbors
Arts organizations strike up the band in 2026 for big birthdays
    By
  • Monica Roman Gagnier
  • January 7, 2026
Arts organizations strike up the band in 2026 for big birthdays

Don't miss these arts events as three Sarasota cultural institutions celebrate their 100th anniversary and America blows out 250 candles.

  • Arts + Culture
Katie Weiss is board chair of The Sarasota Players board of trustees. Thayer Greenberg is managing artistic director of The Sarasota Players.
    By
  • Monica Roman Gagnier
  • January 7, 2026
The Sarasota Players adds new board, cuts CEO position and promotes two

The reorganization precedes the community theater's move to Payne Park later this year.

  • Arts + Culture
Blue Man Group comes to the Van Wezel Performing Arts Hall Jan. 13-14.
    By
  • Observer Staff
  • January 6, 2026
The best things to do in Sarasota, Lakewood Ranch, Longboat for Jan. 8-14

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

  • Arts + Entertainment
  • Things To Do
The Beatles tribute band Liverpool Legends will perform with The Pops Orchestra of Bradenton and Sarasota in "All You Need is Love" on Jan. 11-12.
    By
  • Monica Roman Gagnier
  • January 6, 2026
Liverpool Legends teams with The Pops Orchestra for a night of Beatlemania

The Fab Four's eras come to life in "All You Need Is Love," complete with costume changes and wigs.

  • Arts + Culture
Bartender Sam Lastinger keeps the party going at Taste and Tunes of the Keys.
    By
  • Dana Kampa
  • January 6, 2026
Save these dates in 2026 for Longboat-area events

There are plenty of opportunities to explore the local flavor in the upcoming year, whether it's through art, parades or just fun community gatherings.

  • Longboat Key
  • Neighbors
Samara Siskind's "Strangers Off a Train" premiered at Theatre Odyssey's Ten-Minute Play Festival in 2025.
    By
  • Monica Roman Gagnier
  • January 5, 2026
The time is right for the Ten-Minute Play Festival

Theatre Odyssey’s annual showcase of new works by Florida playwrights returns to the Jane B. Cook Theatre.

  • Arts + Culture
  • By Observer Advertising Content Staff
  • January 5, 2026
18th Annual Downtown Venice Craft Festival

Join us in Downtown Venice to browse and purchase a wide variety of ceramics, jewelry, stained glass, metal works and much more.

  • Arts + Entertainment
  • Spotlight Partners
Sponsored Content
A steaming plate of pasta comes up to the pass while Simone Salustri, owner of the newly reopened Nōnnō Umberto restaurant, begins work on another dish.
    By
  • Dana Kampa
  • January 5, 2026
Longstanding St. Armands Italian restaurant reopens under new name

Nōnnō Umberto, formerly operating as Le Colone, held its soft opening the first week of January under a new generation's leadership.

  • Arts + Entertainment
  • Eat + Drink
The rendering of the exterior of the Sarasota Orchestra Music Hall demonstrates the concept of integrating water features, landscaping and building design.
    By
  • Monica Roman Gagnier
  • December 31, 2025
For Sarasota arts groups, 2025 was a year of shifting sands

The arts community cleaned up after the storms, faced changing political winds and broke ground on ambitious new projects.

  • Arts + Culture
1 2 3 4 5 »
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Latest in Arts + Entertainment

1
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 to host 2026 debut concert
2
Pura Vida Miami is at 4994 S. Tamiami Trail, Unit 100, in Sarasota.
  • January 9, 2026
Healthy restaurant opens second Sarasota location
3
Angese Rudzite Kirillova works on "Playground" during the 2025 Siesta Key Crystal Classic Sandsculpting Festival.
  • January 8, 2026
Mark your calendars for these Sarasota events in 2026
4
Arts organizations strike up the band in 2026 for big birthdays
  • January 7, 2026
Arts organizations strike up the band in 2026 for big birthdays
5
Katie Weiss is board chair of The Sarasota Players board of trustees. Thayer Greenberg is managing artistic director of The Sarasota Players.
  • January 7, 2026
The Sarasota Players adds new board, cuts CEO position and promotes two

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