"A Beach Day" by Adam Johnson

Sports and Special Events

May 2

Sunshine Showdown: UF vs. FSU Baseball 

121 Financial Ballpark


May 3-7

St. Augustine Food + Wine Festival 

World Golf Village, St. Augustine


May 6

Combat Night MMA 2023 

Prime F. Osborn III Convention Center


Unidos en la Música: A Latin American Festival 

Francis Field, St. Augustine


Pints & Poses for Pride 

Fishweir Brewing Company


Book Signing: James Ponti 

The BookMark


Light Up the Night Citywide Prom 

Murray Hill Theatre


May 7

Jacksonville Armada vs. Southern States FC 

Bishop Kenny High School


Jax Filipino Chefs Pop-up Dinner 

Abstrakt Filipino Essence


Book Signing: Robby Weber 

The BookMark


May 8

WWE RAW 2023 

VyStar Veterans Memorial Arena


“Eat Your Heart Out: St. Augustine’s Fascinating History of Fine Dining” 

The Waterworks, St. Augustine 


May 9-14

Jacksonville Jumbo Shrimp vs. Norfolk Tides 

121 Financial Ballpark


May 10-14

St. Augustine History Festival 

Various locations, St. Augustine


May 12-13

Fort Mose Militia Reenactment 

Fort Mose Historic State Park, St. Augustine


May 13

DONNA Mother’s Day 5K 

Black Knight Corporate Headquarters


Drake’s Raid Historical Reenactment 

Oldest House Museum, St. Augustine


May 13-14

Historic Springfield Tour of Homes and Gardens 

Various locations in Springfield


May 14

Mother’s Day Burlesque Brunch 

1904 Music Hall


May 18-20

Finger Mullet Film Festival 

Flagler College, Crisp-Ellert Art Museum, St. Augustine

May 19

Glass Rhinestone: A Burlesque Murder Mystery 

Brick & Beam


May 20

Emancipation Celebration Day 

James Weldon Johnson Park


Hope Starts Here 5K 

Operation New Hope


Jacksonville Armada vs. Pensacola FC 

UNF Hodges Stadium


The Florida Theatre Ball

Florida Theatre


JaxParks Monopoly Tournament

Legends Community Center


May 21


Prime F. Osborn III Convention Center


May 23-28

Jacksonville Jumbo Shrimp vs. Charlotte Knights

121 Financial Ballpark


May 26-28

Palatka Blue Crab Festival 

Downtown Palatka 


May 27

Kindness Matters 5k and Fun Run 

Jacksonville Beach Lifeguard Station


May 29

Memorial Day Concert & Picnic
Memorial Park


Memorial Park Day 5K

Town Hall Park, Orange Park