Things to Do

What to Do in Sarasota and Manatee Counties This Week

Summer gets an early start this weekend with live jazz, reggae, roller derby, a Pride Month kickoff concert, outdoor art, family pool parties and a few quieter ways to spend the day, from birding to handmade cards and Florida-inspired art.

By Kim Doleatto May 28, 2026

Chaunces Trio live

🎶 Chaunces Trio (Eric Zabala)

Friday, May 29, 8 p.m., Fogartyville Community Media and Arts Center, 525 Kumquat Court, Sarasota

Chaunces Trio, a St. Petersburg-based jazz trio led by drummer Chance Reynolds, comes to Fogartyville with vibraphonist Eric Zabala and bassist Cooper Madden. The group draws from straight-ahead jazz, hip-hop and experimental music, with Zabala’s vibraphone at the center of the sound. Doors open at 7 p.m. Tickets are $20 for members, $25 for not-yet-members and $13 for students 13 and older. For tickets or more information, click here.

🎶 Kick-Off Concert for Pride Month

Friday, May 29, 7-8 p.m., First Congregational UCC, 1031 S. Euclid Ave., Sarasota

Diversity: The Voices of Sarasota celebrates Pride Month with "Love is a Family," a one-hour concert built around songs of hope, inclusion and community. No ticket is required, and donations will be accepted at the door. For more information, click here.

Artwork by Steven Shrader

🎨 Sarasota Fine Art Show

Saturday, May 30-Sunday, May 31, 10 a.m.-5 p.m., Sarasota Art Museum, 1001 S. Tamiami Trail, Sarasota

The Sarasota Fine Art Show brings a juried lineup of artists to the Sarasota Art Museum parking lot, with original work in painting, sculpture, glass, clay, photography, wood, fiber, mixed media, jewelry and more. Admission is free, with optional donations supporting the arts. For more information, click here.

🎶 Tribal Love: Live Reggae

Friday, May 29, 10 p.m.-2 a.m., Rendezvous Lounge, 1570 N. Lockwood Ridge Road, Sarasota

Rendezvous Lounge turns into a late-night celebration with live reggae from Tribal Love, a full-band performance and drinks flowing until 2 a.m. The event is 21 and up with proper ID, and there is no cover. For more information, click here.

Historic Leonard Reid house in Newtown.

🏛️ Building Newtown

Friday, May 29, 2-3:30 p.m., Sarasota County History Center, 337 N. Tamiami Trail, Osprey

Sarasota’s Newtown neighborhood comes into focus through architecture and community history in this Florida History Lecture Series program, led by David Baber of the Sarasota Alliance for Historic Preservation. The talk looks at how early homes, gathering places, churches, landmarks and cultural traditions shaped one of Sarasota’s historic Black neighborhoods. Registration is required. For more information, click here.

Nu Jazz live

🎷 Nu Jazz Annual Concert

Saturday, May 30, 7 p.m., Manatee Performing Arts Center, 502 Third Ave. W., Bradenton

Nu Jazz Band returns for its annual concert, with Juan Bongoe joining the night of jazz and R&B. Doors open at 6:15 p.m. Tickets start at $42. For tickets or more information, click here.

🎸 The Jake Hair Band Live

Saturday, May 30, 8 p.m., Cadillac Jack’s HonkyTonk Saloon, 5247 S. Tamiami Trail, Sarasota

The Jake Hair Band brings its Florida honky-tonk sound to Cadillac Jack’s, with a set built for fans of Waylon Jennings, George Jones, Merle Haggard and Gary Stewart. For more information, click here.

Hand-made cards

💌 Cards From The Heart

Saturday, May 30, 1-3 p.m., Salt Your Soul Gift Co., 7256 S. Tamiami Trail, Sarasota

This all-ages workshop turns card-making into a slower, sweeter afternoon, with guests designing three handmade greeting cards using stamps, paper, ink, embellishments and writing prompts. Tickets are $15 and include a stamp buffet, brush pens, stickers, jewels, recycled fabric, embellishments, tea and water. For tickets or more information, click here.

Summer Concert Series at LECOM Park With the Bradenton Marauders

Saturday, May 30, 6-10:30 p.m., LECOM Park, 1611 Ninth St. W., Bradenton

The Bradenton Marauders host "Country & Agriculture Night," followed by a postgame concert from One Night Rodeo. The game starts at 6:30 p.m. Tickets vary. For tickets or more information and a full calendar roster, click here.

🎨 Community Chalk Festival

Saturday, May 30, 9 a.m.-noon, 3050 Pan American Blvd., North Port

Artists can help turn the pavement into a summer canvas at this community chalk festival, with drawing from 9 a.m. to noon and the chance for artists to keep working until 4 p.m., weather permitting. The event is free and open to all. For more information, click here.

Pool party

💦 The Big Splash Bash Summer Kick-Off

Saturday, May 30, 11 a.m.-7 p.m., Blast Off Bounce Party Venue, 131 Upper Manatee River Road NE, Bradenton

Blast Off Bounce kicks off summer with a day of water slides, foam-party fun, balloon twisting, character appearances, shaved ice and kid-friendly food. Wristbands are $17 plus tax at the door for unlimited play, and attendees are asked to bring towels, sunscreen and optional seating. For tickets or more information, click here.

Bradentucky Bombers

🛼 Double Header: Bradentucky Bombers vs. Panhandle United Roller Derby

Saturday, May 30, 5-9 p.m., Ellenton Ice and Sports Complex, 5309 Twenty-Ninth St. E., Ellenton

The Bradentucky Bombers take on Panhandle United Roller Derby in a double-header with trackside seating and bleacher seats available. Doors open at 4:30 p.m. and skating starts at 5 p.m. Tickets are $10 online, $15 at the door and free for kids under 5. For tickets or more information, click here.

🎤 Rolling Stones Tribute Band

Sunday, May 31, 5 p.m., 88Live Piano Bar, 6640 Cortez Road W., Suite A, Bradenton

Start Me Up, a tribute to the Rolling Stones, brings the band’s rock catalog to 88Live Piano Bar. Tickets are $25. For tickets or more information, click here.

Hotel Venezia pool area

🏊 Kick Off Summer Pool Party

Sunday, May 31, noon, Hotel Venezia, 425 U.S. Highway 41 Bypass N., Venice

Hotel Venezia starts summer with an afternoon pool party that includes live music, snow cones, face painting, water balloon battles, poolside games and family activities. The event is open to the public, though outside coolers are not allowed in the pool area. For more information, click here.

Image: Shutterstock

🐦 Florida Young Birders Club: Lido Beach Park Guided Shorebird Walk

Sunday, May 31, 8:30-10 a.m., North Lido Beach, 201 John Ringling Blvd., Sarasota

Young birders can head to North Lido Beach for a guided shorebird walk focused on nesting birds, with Kylie Wilson leading the group through one of Sarasota’s best coastal birding spots. Registration is required. For more information, click here.

J Santi and The Vital Groove live.

🎸 J Santi & The Vital Groove

Sunday, May 31, 6:30 p.m., Phillippi Crest Clubhouse, 2421 Burlington Lane, Sarasota

Phillippi Crest Club closes its season with J Santi & The Vital Groove, bringing blues rock to the club’s Last Sunday Sounds series. Doors open at 6 p.m. The concert will be outside, so bring a chair; if it rains, it will move inside the historic clubhouse. Tickets are $15 online, $20 at the door and $45 for a carpool ticket that admits up to five people. For tickets or more information, click here.

Who is Eartha Mae? at Urbanite Theatre

🎭 Who Is Eartha Mae?

Thursday, May 28-Sunday, June 21; Wednesdays-Saturdays, 7:30 p.m., Sundays, 2 p.m., Urbanite Theatre, 1487 Second St., Sarasota

Urbanite Theatre stages the regional premiere of Who Is Eartha Mae?, with evening performances Wednesdays through Saturdays and matinees on Sundays. Thursday performances are part of the theater’s Talkback Thursday series. Tickets are $46 for regular admission, $32 for attendees under 40 and $7 for students, including convenience fees. For tickets or more information, click here.

The exhibit centers on paintings and drawings of Florida’s natural lands.

🖼️ Community Art Show Opening Reception

Wednesday, June 3, 5-7 p.m., Bay Preserve, 400 Palmetto Ave., Osprey

Big Waters Land Trust opens its annual Community Art Show with a reception at Bay Preserve, where the jury-selected Best-in-Show winner and three merit award honorees will be announced. The exhibit centers on paintings and drawings of Florida’s natural lands, selected by a jury of local artists and a professional curator. This event is free but registration is required. For more information, click here.

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