Spring is in full swing, and Pensacola is buzzing with exciting events this April! Whether you’re looking for family-friendly festivals, live music, foodie experiences, or outdoor adventures, there’s something for everyone to enjoy. Check out the full list of Pensacola April Events.
Pensacola May Events
Table of Contents
May 1
Christopher’s Concerts featuring Crosstown Band at St. Christopher’s Episcopal Church: 6pm
Sunset Cruise Live Music Cruise Proceeds Benefiting Jazz Pensacola: 6pm
Corks for a Cause at 5eleven Palafox: 5-8pm
May 2
Pensacola Beach Crawfish Festival at Bamboo Willie’s Beachside Bar: 1pm
The Trail to Oregon at Pensacola Little Theatre: 7:30pm
8 Yr Anniversary Celebration at Rusted Arrow Mercantile: 10am – 6pm
Blue Wahoos Movie Night – Moana 2 at Blue Wahoo Stadium: 6-9pm
First Fridays Arts Market at Gary’s Brewery and Biergarten: 4-9pm
May 3
Palafox Market in Downtown Pensacola: 9-2pm
Yancy Spencer Memorial Surf Contest at Pensacola Beach Pier: 9am
Coffee and Storytime in the Early Learning Garden Benefiting SCI at Bodacious Brew Thru: 10am-12pm
Private Rosamond Johnson, Jr. Memorial Ceremony at Rosamond Johnson Beach, Gulf Islands National Seashore: 10am – 12pm
Into the Woods- Artist’s and Farmer’s Marketplace at Magnolia Acre Farmacy: 10am – 4pm
Pensacola Beach Crawfish Festival at Bamboo Willie’s Beachside Bar: 11am
8 Yr Anniversary Celebration at Rusted Arrow Mercantile: 11am – 2pm
Kentucky Derby Watch Party at Laguna’s Beach Bar and Grill: 11am – 8pm
2025 Spring Plantapalooza at Gary’s Brewery and Biergarten: 11am – 5pm
Granny Get-Down: The Ole School Food Fest, hosted by Council on Aging of West Florida at Sanders Beach-Corinne Jones Resource Center: 11am -1pm
Burger Battle by the Bay 2025 at Community Maritime Park: 11am – 1:30pm
Petpalooza at Escambia County Animal Shelter: 11am -4pm
Hot Dog Cook-Off at Wisteria Tavern: 12 – 3pm
Kentucky Derby Party at 200 South: 12pm
2nd Annual Crawfish Broil 2.0 at The Prost Office Brewery: 12pm
Coastal County Cinco de Derby at Coastal County Brewing: 1-7pm
Derby Day Viewing Party at The Pointe Gulf Breeze: 2pm
Kentucky Derby Party at Brother Fox: 2-6pm
Krewe of Sirens Kentucky Derby Party at Scenic Hills Country Club: 3-8pm
Derby Day at Drift: 4-6pm
Kentucky Bourbon Derby at O’Riley’s Irish Pub: 5-8pm
Pensacola Unplugged Songwriters Showcase at Studer Community Institute: 6:30 – 9pm
The Trail to Oregon at Pensacola Little Theatre: 7:30pm
Pensacola Symphony Orchestra presents Season Finale at the Saenger Theatre: 7:30
May 4
Free Yoga at Bayview Park: 9:30-10:30am
8 Yr Anniversary Celebration at Rusted Arrow Mercantile: 11am – 3pm
Pensacola Beach Crawfish Festival at Bamboo Willie’s Beachside Bar: 1pm
Home Sweet Home – Block Party At The Stadium at Blue Wahoos Stadium: 2-6pm
The Trail to Oregon at Pensacola Little Theatre: 7:30pm
Mad Scientist Jenn: A Food Science Interactive Show Star Wars Edition
May 5
Monday Dog Run Club at Perfect Plain Brewery: 6pm
Community Jazz Jam at Odd Colony Brewing Co: 6:30-8:30pm
Monday Night Blues at Seville Quarter: 7-10pm
May 6
Blue Angels Practice at The National Naval Aviation Museum: 10:30am
Scenes and Sips at Casks & Flights: 7pm
Bands on the Beach featuring “The Astronauts” at Gulfside Pavilion at Casino Beach: 7pm
May 7
Blue Angels Practice at The National Naval Aviation Museum: 10:30am
Art A La Carte: Meet The Featured Artist & Wine Tasting at Jaco’s Bayfront Bar and Grille: 5-7pm
Wine Tasting at East Hill Bottle Shop: 5-7pm
May 8
Sip and Shop and Hang with the Artists at UB – The Unique Boutique: 5-7pm
Perdido Palozza Community Party at Warrior Beery Company: 5-9pm
Succulent Workshop With Jade Tree Succulents at Coastal Cat Café: 6-7pm
Christopher’s Concerts featuring The Lads at St. Christopher’s Episcopal Church: 6pm
Pints & Petals- Mother’s Day Bouquet Making at Coastal County Brewing Company: 6pm
The Trail to Oregon at Pensacola Little Theatre: 7:30pm
May 9
Hot Glass Cold Brew: Summer Fest at First City Art Center: 5-9pm
Pensacola Navy Days “Night At The Museum Gala” at Naval Aviation Museum Pensacola: 6:30pm
Candlelight: Tribute To The Beatles at First United Methodist Church: 7-8:15pm
The Trail to Oregon at Pensacola Little Theatre: 7:30pm
Pensacola Children’s Chorus Presents Showtime at Saenger Theatre: 7:30pm
Cinemas in the Sand – Moana 2 at Gulfside Pavilion at Casino Beach: 7:30-9:30pm
Candlelight: Coldplay & Imagine Dragons at First United Methodist Church: 9-10:15pm
Fish Taco Time at Coastal County Brewing Company
May 10
Navarre Paddle Classic at Navarre Beach Maritime Park: 7am – 3pm
Sweet Saturdays Kids Class at Bubba’s Sweet Spot: 9am-12pm
Palafox Market in Downtown Pensacola: 9am-2pm
Open House at the UWF Historic Trust at Historic Pensacola: 10am – 2pm
David Yurman Trunk Sale at Jewelers Trade Shop: 10am – 5pm
Crawfish Cookout at Perfect Plain Brewing: 11am
2025 Pensacola Beach Art and Wine Festival at Pensacola Beach Boardwalk: 11am – 4pm
Mother’s Day Afternoon Tea Party at The Makery: 12-2pm
Mother’s Day Tea Party at Celestine Bed and Breakfast: 1pm
Night on the Tracks at 309 Punk Project: 2-11pm
The Dinner Detective Comedy Mystery Dinner Show at Hilton Garden Inn Pensacola Downtown: 6-8pm
The Trail to Oregon at Pensacola Little Theatre: 7:30pm
Pensacola Children’s Chorus Presents Showtime at Saenger Theatre: 7:30pm
Fish Taco Time at Coastal County Brewing Company
May 11
Mother’s Day MomMosas at Gulf Breeze Zoo: 9am-5pm
Mother’s Day Brunch at Hilton Pensacola Beach: 9:30am
Tiger Point Makers Market at Tiger Point Park: 11am – 3pm
PAWS Pet Adoption at St. Michael’s Brewing Company: 12-3pm
The Trail to Oregon at Pensacola Little Theatre: 7:30pm
Pensacola Children’s Chorus Presents Showtime at Saenger Theatre: 7:30pm
Fish Taco Time at Coastal County Brewing Company
May 12
American Craft Beer Week at Coastal County Brewing Company: 3-9pm
Monday Dog Run Club at Perfect Plain Brewery: 6pm
Monday Night Blues at Seville Quarter: 7-10pm
May 13
Blue Angels Practice at The National Naval Aviation Museum: 10:30am
American Craft Beer Week at Coastal County Brewing Company: 3-9pm
Vino Maginifico at V. Paul’s Italian Ristorante: 5pm
Bands on the Beach featuring “True Blue Band” at Gulfside Pavilion at Casino Beach: 7pm
May 14
Blue Angels Practice at The National Naval Aviation Museum: 10:30am
American Craft Beer Week at Coastal County Brewing Company: 3-9pm
Wine Tasting at East Hill Bottle Shop: 5-7pm
May 15
Military Appreciation Luncheon at Grand Lagoon Yacht Club: 11am – 1:30pm
American Craft Beer Week at Coastal County Brewing Company: 3-9pm
Christopher’s Concerts featuring John Hart at St. Christopher’s Episcopal Church: 6pm
Hot Rods in Paradise at Paradise Bar and Grill
May 16
American Craft Beer Week at Coastal County Brewing Company: 3-9pm
Bands on the Blackwater featuring “Stormfolk” at Jerigan’s Landing: 5-8pm
Gallery Night: Art in Bloom at Downtown Pensacola: 5-9pm
Hot Rods in Paradise at Paradise Bar and Grill
May 17
Palafox Market in Downtown Pensacola: 9am-2pm
Gulf Coast Primary & Intermediate Championships at Pine Forest High School: 9am – 3pm
Asian/Pacific American Festival at Fil-Am Cultural Center: 9am – 6pm
Rubber Duck Race at Splash City Adventures: 10am – 6pm
American Craft Beer Week at Coastal County Brewing Company: 3-9pm
Monster Jam at Pensacola Bay Center: 1pm and 7pm
2025 Gumbo Ya-Ya Cookoff at Seville Quarter: 4-6pm
Shimmer – Taylor Swift Dance Party at Court of DeLuna Event Space: 7pm – 12am
Hot Rods in Paradise at Paradise Bar and Grill
May 18
Asian/Pacific American Festival at Fil-Am Cultural Center: 9am-6pm
Monster Jam at Pensacola Bay Center: 1pm
Spring Into Wellness at Bayview Park: 2-5pm
Pensacola Arts Market Third Sundays at Gary’s Brewery and Biergarten: 3-7pm
American Craft Beer Week at Coastal County Brewing Company: 3-9pm
Hot Rods in Paradise at Paradise Bar and Grill
Broadway Lights Dance Centre: The Little Mermaid at Saenger Theatre
May 19
Monday Dog Run Club at Perfect Plain Brewery: 6pm
Jazz in the Quarter: Caravan at Seville Quarter: 6:30-8:30pm
Monday Night Blues at Seville Quarter: 7-10pm
May 20
Bands on the Beach featuring “On The Rocks” at Gulfside Pavilion at Casino Beach: 7pm
May 21
Wine Tasting at East Hill Bottle Shop: 5-7pm
2nd Annual Veterans Unplugged at Casino Beach Bar and Grille: 5:30 – 8pm
Brit Floyd: Wish You Were Here at Saenger Theatre
May 22
Christopher’s Concerts featuring Mirage at St. Christopher’s Episcopal Church: 6pm
May 23
May 24
Palafox Market in Downtown Pensacola: 9-2pm
G&G 500: Pinewood Derby at Garden and Grain: 11am – 11:30pm
The Grand Dame of Palafox’s 100th Birthday Street Party at Saenger Theatre
The Phantom of the Opera starring Lon Chaney: 1925 Silent Film at Saenger Theatre: 7pm
May 25
Exotic Car Show Brunch at O’Riley’s Irish Pub: 10am – 2pm
Memorial Day Program ’25 at Veterans Memorial Park and Wall South: 1pm
May 26
Monday Dog Run Club at Perfect Plain Brewery: 6pm
Monday Night Blues at Seville Quarter: 7-10pm
May 27
Blue Angels Practice at The National Naval Aviation Museum: 10:30am
Bands on the Beach featuring “Pistol Pearl & The Wester Band” at Gulfside Pavilion at Casino Beach: 7pm
May 28
Blue Angels Practice at The National Naval Aviation Museum: 10:30am
Wine Tasting at East Hill Bottle Shop: 5-7pm
May 29
Christopher’s Concerts featuring The Blenders at St. Christopher’s Episcopal Church: 6pm
Pensacola Cigar Weekend at Court of DeLuna: 8pm-12am
May 30
Glow Paddle Summer Kickoff Party at Glow Paddle on Pensacola Beach: 7am
Grand Fiesta Parade Presented by Kia Autosport at Downtown Pensacola: 7pm
Pensacola Cigar Weekend at Court of DeLuna: 8pm-12am
May 31
Gulf Coast Culture Fest 2025 at Seville Quarter: 10am – 10pm
Home and Product Expo at Pensacola Interstate Fairgrounds: 10am
The Bushwacker’s 50th Birthday Bash at Flora-Bama Lounge, Package and Oyster Bar: 12-5pm
Fiesta Boat Parade Sponsored by Centennial Imports: 1pm
Pensacola Cigar Weekend at Court of DeLuna: 8pm-12am
Subscribe to our Weekly Events Newsletter
Ready to soak up more sunshine, savor more local flavor, and stay in the loop on what’s happening around town? Don’t forget to subscribe to our weekly events newsletter for the latest food finds, outdoor gems, and all things Pensacola. Let’s make every week an adventure—Your Oasis. Your Community. Your Pcola.
