Jacksonville in Motion: 7 Can’t-Miss Events to End May with a Bang!
The Ultimate Jacksonville Event Guide for the Month
Jacksonville is turning up the volume this May with a lineup of unforgettable experiences that promise music, culture, flavor, and fun. Whether you’re dancing under the stars to Afrojack’s electrifying beats, enjoying a nostalgic night of Broadway charm with My Fair Lady, or relaxing with wine and jazz at an open-air market, there’s something for every mood and moment. From rooftop cocktails and community yoga to Asian street food and ‘80s pop anthems, the River City is the place to be. Mark your calendar, grab your friends, and let’s wrap up May in style!
1. Afrojack at Decca Live
📍 323 E Bay St, Jacksonville, FL 32202
📅 May 30, 2025
🕛 Doors open at 10:00 PM
🎟️ Admission (prices vary; see website)
🌐More Info: www.deccalive.com
Get ready for an unforgettable night at DECCA FRIDAYS, featuring a special edition with AFROJACK alongside AMEL & J-TRAIN. Sip handcrafted cocktails, enjoy top-tier service, and immerse yourself in a curated DJ set that flows from sleek lounge rhythms to a high-energy dance floor.
Ladies who RSVP will receive a complimentary premium cocktail, and early arrival is highly recommended— entry is based on venue capacity and dress code. Come early and kick off the night at our rooftop bar, SIP.
This isn’t just a night out—it’s the destination for tastemakers, trendsetters, and those who appreciate the finer things. Reserve your VIP table online and dress to impress.
2. My Fair Lady at the Alhambra Theatre
📍 12000 Beach Blvd. Jacksonville, FL 32246
📅 May 15 – June 22, 2025
🎟️ Show times and ticket prices vary; see website
🌐More Info: https://www.alhambrajax.com/
Experience the charm and elegance of a true Broadway classic with My Fair Lady—the beloved musical inspired by the timeless tale of Pygmalion. Featuring unforgettable songs like “Wouldn’t It Be Loverly,” “I Could Have Danced All Night,” and “The Rain in Spain,” this enchanting production continues to captivate audiences with its wit, romance, and iconic score. Don’t miss your chance to fall in love with a musical masterpiece all over again.
3. May Jazz Series at the Underground
📍 1352 North Main Street Jacksonville, FL 32206
📅 May 28, 2025
🕛 6:00 PM – 9:00 PM
🎟️ $10 when purchased online
🌐More Info: https://www.eventbrite.com/e/may-jazz-series-at-the-underground-tickets-1334149580309
Enjoy smooth tunes, fine wine, and good vibes every Wednesday in May at the Live Jazz Series at Underground Markets in Jacksonville. Enjoy outdoor performances from talented local artists like Jamar Christian, Aaron DeCicco, Cortnie Frazier, and Skyler DiAchessyn.
Gather with friends, sip curated wine, savor delicious charcuterie, and soak in the laid-back atmosphere. Whether you’re a jazz lover or just looking for a unique way to spend your evening, this series is the perfect midweek escape.
4. FREE Yoga at Lift Ev’ry Voice and Sing Park
📍 120 Lee St. Jacksonville, FL 32204
📅 Every Thursday
🕛 6:00 PM – 7:00 PM
🎟️Free
🌐More Info: https://www.visitjacksonville.com/events/free-yoga-at-lift-evry-voice-and-sing-park/
Reconnect with your mind, body, and local history every Thursday evening at Lift Ev’ry Voice and Sing Park. Join a free all-levels yoga session led by rotating instructors who bring their unique energy and guidance to the mat.
Whether you’re a beginner or experienced yogi, this community-centered practice is open to all—no registration required. Just bring your mat, your breath, and a willingness to move. Let’s flow together in a space rich with culture, connection, and calm.
5. Asian Night Market (Westside)
📍 5801 Normandy Blvd. Jacksonville, FL 32205
📅 May 30, 2025
🕛 4:00 PM – 11:00 PM
🎟️Free
🌐More Info: https://www.visitjacksonville.com/events/asian-night-market-jacksonville-westside/
Immerse yourself in the vibrant flavors and rich culture of the Asian Night Market of Jacksonville, held on the last weekend of each month. This lively outdoor event brings the community together with an exciting mix of authentic cuisine from the Philippines, Thailand, Korea, Cambodia, Vietnam, and more.
Come hungry and explore a delicious variety of dishes, enjoy occasional live entertainment, and relax under the tents with tables and seating provided. It’s the perfect weekend outing for food lovers, families, and anyone looking to savor the tastes and spirit of Asia right here in Jacksonville.
6. Amplified Avondale
📍 1050 A1A North Ponte Vedra Beach, FL 32082
📅 May 31, 2025
🕛 6:00 PM
🎟️Visit website
🌐More Info: https://jaxmusic.org/calendar/jme/livemusiccalendar/amplified-avondale/
Get ready for a night of music, movement, and community at Amplified Avondale! St. Johns Avenue will come alive with live performances from a dynamic lineup including Root Sea, Souvenir, Groove Coalition, Kirk Whalen, Josephine, and sets by DJ Excel, DJ Dr. Um, and DJ Luvcreatexplore.
Stroll through Avondale and catch the rhythm at various venues along the avenue. It’s a celebration of local sound, good vibes, and the heartbeat of Jacksonville’s creative scene.
7. Hopelessly Devoted: Olivia Newton-John & Ladies of the 80s
📍 300 Water St #200 Jacksonville, FL 32202 United States
📅 May 30 – 31, 2025
🕛 7:30 PM
🎟️Admission (prices vary; see website)
🌐More Info: https://www.jaxsymphony.org/
Close out the season with a bang as the Symphony pays tribute to the unforgettable ladies of the ’80s in this show-stopping series finale! From Olivia Newton-John’s timeless hits to Cyndi Lauper’s “Girls Just Want to Have Fun” and Bonnie Tyler’s epic “Total Eclipse of the Heart,” this high-energy performance celebrates the bold voices and iconic anthems that defined a generation.
Get ready for a “Summer Night” filled with nostalgia, power ballads, and pure pop magic—it’s a celebration you won’t want to miss!
Make the most of May with Jacksonville’s top events! Want even more to explore? Don’t miss our Jacksonville Hidden Gems Guide!