ENTERTAINMENT
November 28–29, 2026 | Vinoy Park | Free Admission
10am–5pm both days • 701 Bayshore Drive NE, St. Petersburg, FL 33701
350+ Vendors
Family Friendly
Pet Friendly
Free Trolley
Live entertainment runs all weekend at Vinoy Park. The Main Stage sits on the bay side across from the Beer Garden, surrounded by food vendors, with comedian Pat Largo emceeing. Head north along the bay for the Dockside Sessions, featuring acoustic music and live painting aboard a boat. Grab food, shop local, and take in the waterfront view. Dockside Sessions is sponsored by Your Boat for the Day. And just across from the boat, look up, you'll find aerialist Violet Sullivan twisting through the air on silks all weekend long. For even more fun, head to KiddoPalooza in the southern end of the park, for free activities and appearances by Santa, princesses and even the Grinch.
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Meet the Artists: Live Painting
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Alyssa Marie Saturday Nov 28
St. Pete-based artist Alyssa Marie paints in bold color and playful detail, from wildlife portraits to community murals she orchestrates around the country. A Colorado transplant turned Florida beach lover, she pours her love of the outdoors and local wildlife into every piece. |
Zulu Painter Sunday Nov 29
St. Pete-based Zulu Painter creates large-scale murals worldwide, blending traditional technique with vibrant color and positive energy. His "Mindful Murals" aim to uplift communities and spark connection wherever he travels, all under one motto: grow art everywhere. |
Saturday Main Stage Performers
Razin Jane 10:30 pm to 12:30 pm Saturday
The St. Pete-based five-piece band performs an eclectic mix of original rock and alt-country music, blending it with covers pulled from classic rock, Southern rock, blues and alt-country. They've played locally since 2005, with albums including #Feelthejane and Delusions of Grandeur.
The St. Pete-based five-piece band performs an eclectic mix of original rock and alt-country music, blending it with covers pulled from classic rock, Southern rock, blues and alt-country. They've played locally since 2005, with albums including #Feelthejane and Delusions of Grandeur.
Ashley Lux Band 1:30 pm to 3:30 pm Saturday
The Tampa-based band is a female-fronted modern pop-rock group performing rock, pop, pop-punk and dance hits from the 1990s to today, along with original music. Formed in New York in 2018 before relocating to Tampa, they now play stages across Florida and turn every show into a party.
The Tampa-based band is a female-fronted modern pop-rock group performing rock, pop, pop-punk and dance hits from the 1990s to today, along with original music. Formed in New York in 2018 before relocating to Tampa, they now play stages across Florida and turn every show into a party.
TBD 4 pm to 5 pm Saturday
Text here TBD
Text here TBD
Sunday Main Stage Performers
HeadlessAx 10:30 am to 12 pm Sunday
Robert Sutherland performs guitar-driven renditions of blues, jazz, Latin and rock songs, from Van Morrison to Steely Dan to Prince, backed by his own raspy vocals. Performances also feature percussionist Mary Provost Sutherland on conga and additional musicians, all played live with no tracks or loopers.
Robert Sutherland performs guitar-driven renditions of blues, jazz, Latin and rock songs, from Van Morrison to Steely Dan to Prince, backed by his own raspy vocals. Performances also feature percussionist Mary Provost Sutherland on conga and additional musicians, all played live with no tracks or loopers.
Element 1 pm to 2:30 pm Sunday
Fronted by award-winning singer-songwriter Eliana Blanchard, Element features Ryan Carney on drums and performs an eclectic mix of classic rock, pop, country and today's hits.
Fronted by award-winning singer-songwriter Eliana Blanchard, Element features Ryan Carney on drums and performs an eclectic mix of classic rock, pop, country and today's hits.
Sunset Bridge Band 3 pm to 4:30 pm Sunday
Led by singer-songwriter Gracie Topp, alongside Mike Rumore, A.J. Topp and Bryan Smith, Sunset Bridge Band has performed original folk, country and rock music throughout the Tampa Bay area since 2006. Their catalog includes fan favorites like "No Worries," "Big Black Tears" and "Wine Song."
Led by singer-songwriter Gracie Topp, alongside Mike Rumore, A.J. Topp and Bryan Smith, Sunset Bridge Band has performed original folk, country and rock music throughout the Tampa Bay area since 2006. Their catalog includes fan favorites like "No Worries," "Big Black Tears" and "Wine Song."
Saturday Dockside Sessions
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10 am to 11:30 am Saturday
Roxana/Huevo Cosmico Roxana Agudelo is the vocalist and guitarist behind Huevo Cosmico. She performs music rooted in psychedelic Latin folk, with influences from Afro-Latin music and classic rock. |
12 pm to 2 pm Saturday
DAMES Singer-songwriter and guitarist Dylan Dames of St. Pete mixes covers with original music, featuring a mix of pop and soul, with influences ranging from Motown and gospel to contemporary pop and R&B. |
2:30 pm to 4 pm Saturday
Savii A Florida singer, guitarist and fiddler who has been performing since she was 12, Savannah Lee performs as Savii and brings influences from folk, Americana, bluegrass and roots music to her performances. |
Sunday Dockside Sessions
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10:30 am to 12 pm Sunday
James Oberlin Tampa Bay acoustic performer Jamie O plays original songs and cover favorites from the 1960s through today, drawing on influences from The Beatles to Johnny Cash. He loves working the crowd, so don't be shy about yelling out a request. |
12:30 pm to 2 pm Sunday
Tommy & Mimi Clearwater-based husband-and-wife duo Tommy August (by way of New Jersey) and Mimi de Seda (a Florida native) perform acoustic renditions of rock, pop and country, playing a mix tailored to whatever room they're in. |
2:30 pm to 4 pm Sunday
Sunya Multi-instrumentalist sound sculptor loops drums, guitar, piano, flute, handpan, and world instruments into live, improvised soundscapes built around healing and connection. |
Aerial Arts | Violet Sullivan
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Look up and you'll find Violet Sullivan performing aerial silks throughout the weekend, twisting, climbing and dropping gracefully from fabric suspended high above the crowd. Catch her in the North Zone, right across from the Dockside Sessions.
Dockside Sessions is part of Art Everywhere, an arts-tourism initiative featuring experiences taking place fall 2026 throughout Pinellas County. Creative Pinellas is directing the initiative, with funding support from Visit St. Pete-Clearwater. Boat provided by Your Boat for the Day. Shopapalooza Festival is a LocalShops1 production co-sponsored by the City of St. Petersburg.
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