Things to Do

What to Do in Sarasota: May 20-26

The Sarasota Ballet closes its season, downtown welcomes a seafood and music fest, a 10-minute play festival and more.

By Kay Kipling May 20, 2021

Asia Bui and Daniel Pratt in The Sarasota Ballet's production of Twyla Tharp's Nine Sinatra Songs.

Image: Frank Atura

Editor’s note: In-person events are subject to change. Please check before venturing out.

The Sarasota Ballet: Digital Program 7

May 21-25

The company winds up its digital season of dance with two pieces, each featuring seven couples: Sir Frederick Ashton’s Birthday Offering, and Twyla Tharp’s Nine Sinatra Songs. Get set to watch by purchasing your tickets at

Hermitage Artist Retreat: Michael R. Jackson: Just Sittin’ Here Lookin’

May 21

Pulitzer Prize winner Jackson (A Strange Loop) is the next guest to turn up in person on the Hermitage Beach on Manasota Key Road (and via livestream), at 6:30 p.m. A collaboration with Westcoast Black Theatre Troupe, the evening offers music and stories by the playwright, a Hermitage Fellow. To register, visit And while you’re there, you might also want to sign up for the Hermitage Sunsets @ Selby Gardens talk with musical theater composer Rona Siddiqui, at 6 p.m. May 27, if space remains.  

Sarasota Seafood & Music Festival

May 21-23

It’s downtown Sarasota’s turn on the festival circuit, with food, arts and crafts and, of course, lots of live music ranging from soul to country to bluegrass to rock, at JD Hamel Park. General admission is free; find out more by emailing [email protected] or calling (941) 487-8061.

Theatre Odyssey: Ten-Minute Play Festival

May 20-23

Tune in via podcast to the eight winning short plays of the 16th annual festival, including four by Sarasota playwrights. You can get your ticket to listen at

The Bridge Jazz Concert

May 27

In-person tickets to hear jazz songstress Synia Carroll and Tampa Bay bass trio La Lucha, at the Fogartyville Community Media & Arts Center, are unfortunately sold out. But you can still purchase virtual tickets to listen to the concert, a collaboration between the Jazz Club of Sarasota, radio station WSLR and Fogartyville. Check it out at

Embracing Our Differences

May 20-Aug. 8

If you didn’t get a chance to stop by this outdoor, large-scale exhibition promoting diversity at downtown Sarasota’s Bayfront Park during its run there (or even if you did), there’s now a chance to view it at Nathan Benderson Park’s Regatta Island. You may discover some food for thought in the artwork and words of wisdom from around the world. Find out more at or

Hamlet’s Eatery Jazz Brunch

May 23

Live jazz music from Jamie Younkin (whose recent album Did It Anyway features her original songwriting) is on tap for this brunch, outside under a covered patio at 821 Apricot Ave., Sarasota. From 10 a.m. to 2 p.m.; menu options include both traditional and vegan dishes. For more information, visit or call (941) 445-1938.

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