May 01 Thursday
Come join us during this fun hour of BINGO. This is an opportunity to make friends and engage with others in your community! Invite friends and family, everyone is welcome!
May 02 Friday
🎉 Grand Opening – American Legion Post 378 🎉
Join us as we celebrate the Grand Opening of American Legion Post 378 in Gulf Breeze! 🇺🇸
📍 Location: 4658 Gulf Breeze Parkway📅 Date: Friday✂ Ribbon Cutting: 3:30 PM🎊 Celebration to Follow
Enjoy a Pig Roast, Door Prizes & 50/50 Raffle, and Karaoke with Stacey! 🎶🎤
Come out and support your local veterans as we officially open our doors to the community.
"Veterans Serving Veterans"
We can't wait to celebrate with you! 🎖️ #AmericanLegionPost378 #VeteransServingVeterans #GulfBreeze
Chesterton Academy of The Florida Martyrs cordially invites you to “An Evening of Joy”, our second annual gala! Dinner, live music, dancing, raffle, and silent auction. Come for a wonderful night in support of Pensacola’s classical high school in the Catholic tradition!
May 03 Saturday
Join us on Saturday, May 3rd from 4-7 pm at Culinary Productions Event Venue for our Annual Glitz & Gallop Gala and watch the Kentucky Derby LIVE!
This unique fundraising event will be packed with exciting activities including a silent auction, horse races, a chance to win great prizes, and watch the Kentucky Derby while enjoying handcrafted cocktails and hors d'oeuvres! Proceeds from the event will help support the mission of United Way of West Florida.
We have several sponsorship opportunities open, please visit uwwf.org/sponsors to learn more.
The Pensacola Symphony Orchestra’s season concludes with a thrilling finale, featuring Antonín Dvořák’s lyrical and fiery Sixth Symphony and Hector Berlioz’s Le Corsaire Overture, inspired by the thieving pirates of Lord Byron’s poetry. Soloist Maxim Lando joins the orchestra for a breakneck cascade of notes in Camille Saint-Saëns’ Second Piano Concerto.
In-person and virtual tickets are available. To learn more about the Season Finale, visit PensacolaSymphony.com.
May 04 Sunday
Vintage Finds by Day, Live Music by Night:The Handlebar Hosts Spring Vintage Market May 4
Pensacola, FL — On Sunday, May 4, The Handlebar is transforming into a vintage lover’sparadise with its seasonal Vintage Market, presented in collaboration with Pensacola VintageCollective. From 1PM-6PM, the beloved downtown venue will be packed with dozens of localvendors offering vintage clothing, handmade goods, records, home décor, and more — all set tothe soundtrack of free live daytime music from local artists.This spring’s market continues to build on the momentum of previous events, which have drawnhundreds of shoppers and collectors from across the Gulf Coast. The Handlebar’sindoor-outdoor space will feature food trucks, cold drinks, photo ops, and a chill,community-centered atmosphere — perfect for browsing racks and catching up with friends.To keep the energy going into the evening, The Handlebar invites market-goers and music fansalike to stick around for a ticketed after-party show featuring the electrifying sounds of Toasters,one of the original American third-wave ska bands founded in 1981. The New York based act isstill touring around the world, filling the dance-floors with ska.
● Toaster live at 8 PM● $15 at the door● 18+ show
Whether you’re on the hunt for one-of-a-kind threads or looking to dance your Sunday nightaway, The Handlebar’s Vintage Market has you covered from sunrise to spotlight.Admission to the market is FREE and open to all ages.
May 08 Thursday
Gulf Coast Diplomacy will host its Annual Meeting and Party on May 8, 2025 from 5:30 p.m. to 8:00 p.m., at Odd Colony Brewing Company, celebrating the organization's significant contributions to international diplomacy in Northwest Florida.
Attendees will enjoy live music by Arturo Guitarrista, hors d'oeuvres, and networking opportunities while learning about Gulf Coast Diplomacy's ongoing efforts to promote cultural exchange and strengthen international relationships in the region. With over 50 years of musical fusion, from Spanish roots and New York barrios to Tejano culture and Middle Eastern influences, Arturo is truly a global sound.
This gathering will highlight the organization's impact on fostering cross-cultural understanding and its plans for future initiatives. The event is free to members and $25 for non-members. Prospective members are invited to attend to celebrate the power of global connection and learn about how they can help chart new paths for international diplomacy in Northwest Florida.
Tickets are available until May 1st and registration can be completed at https://www.zeffy.com/en-US/ticketing/gulf-coast-diplomacys-annual-meeting-and-party
ABOUT GULF COAST DIPLOMACY - Citizen diplomacy is the concept that individuals have the right to affect foreign relations "one handshake at a time." Gulf Coast Diplomacy is a non-partisan, nonprofit organization facilitating and strengthening connection, collaboration, and fellowship between the people of the Gulf Coast and the global community through exchanges, education, and hospitality.
May 09 Friday
Join Bike Pensacola for the most popular bike ride in town—the Slow Ride! Each month we explore the quiet, scenic streets of Pensacola's many historic neighborhoods for a fun and leisurely ride among friends. For May our host and cosponsor is the North Hill Preservation Association, which works diligently to preserve the historic character of North Hill--one of Pensacola's most amazing neighborhoods.
Because most cyclists are “self taught,” each month we offer information about bicycle laws, safety tips, and addressing different bicycling skills that will help keep rides safe and enjoyable. There is no charge for the ride and no registration required.
The ride will be about one hour and ten minutes long, at a casual pace. Nobody will be “dropped” or left behind. Children ages 10 - 16 must be accompanied by an adult; no kids under 10 on their own bicycle. Cyclists under 16 must wear a helmet by law; ages 16 and up helmets are recommended but are not required by law. And we will enjoy a ride escort by officers of the Pensacola Police Department.
A few more things:--no dogs or other pets--they're not covered by our insurance--bicycles only please, and only self-propelled or electric-assist; trikes are fine; elliptigos are fine;--no bicycles with training wheels--no Segways, skateboards, scooters, or gasoline-powered motorized bicycles; again, bicycles only--no alcohol consumption during the Ride--please make certain that both you and your bicycle are healthy and well-maintained so that you can safely ride about six miles. Please do not attempt the Ride if you cannot ride six miles at 6 mph.
For much more information about the Slow Ride please visit Bike Pensacola on Facebook or call 850-687-9968 or bike@pensacolacan.org
May 9–11, 20257:30 PM, Friday & Saturday | 2:30 PM, SundayPensacola Saenger Theatre (118 S Palafox St)
Get ready for an exhilarating evening of music and magic as the Pensacola Children’s Chorus presents Showtime, a dynamic musical revue of stage and screen.
The performance will open with a musical “scrapbook” showcasing a journey through the 35-year history of PCC, setting the stage for a night filled with vibrant storytelling. Highlights include Broadway favorites from Annie, Oliver!, Newsies, Matilda, Wicked, The Sound of Music, Oklahoma!, and Carousel. Sway to the rhythms of the 70s with iconic hits like “Stayin’ Alive,” “Lean on Me,” and “Disco Inferno.”
And for fans of ABBA, selections from Mamma Mia will have everyone singing along to “Dancing Queen,” “Take a Chance on Me,” and many more! The evening builds to an electrifying grand finale with “You Can’t Stop the Beat” from Hairspray. Join PCC as we share our story and celebrate the Saenger Theatre’s 100th Anniversary!
May 10 Saturday
Open House at the UWF Historic Trust is on May 10th from 10am-2pm. All visitors to the site will enjoy FREE ADMISSION to all of the UWF Historic Trust museums and downtown sites including the Pensacola Museum of Art, Pensacola Museum of History, Pensacola Children's Museum and Historic Pensacola Village. Living history actors will share information and memorabilia from different periods of history for visitors of all ages. Local vendors, organizations and agencies will also be in attendance. Site tours and curatorial information sessions will also be available on site.