🔒River City Guide: Sun, fun & May has begun: Weekend Events You’ll Love From May 21 - 24

JACKSONVILLE, Fla. – Heyyy, Insiders!! 👋

It’s your favorite cousin Darrin that works in news, and I’ve got everything worth stepping out for this weekend. Whether you’re chasing live music, food festivals, outdoor markets, or just looking for a good excuse to get out of the house, there’s something happening that’ll fit your vibe.

Stick with me, and I’ll point you toward the spots, sounds, and scenes that’ll make your weekend feel like time well spent.

Got something happening that’s not on the guide? Add your event to our community calendar and let the city show up! Here’s how.

Now, let’s check out all the happenings around Jacksonville from May 21 - 24👇

(Emoji Key: 💰 = Paid/ticketed event 🆓 = Free event 🎶 = Live music 🔞 Event is 18 and up or 21 and up)

As always, be sure to check the organization’s website and social media accounts for any last-minute event changes or cancellations.

Events Happening This Week... 📅

Monthly Happenings:

📌 These are recurring events that happen within the month.

• 🆓 Zumba at Friendship Fountain every Tuesday from 6 to 7 p.m.
• 🆓 Riverside Arts Market every Saturday from 10 a.m. to 3 p.m.
• 🆓 Museum of Contemporary Art (MOCA) - Visitors receive free admission on Saturdays from 11 a.m. to 5 p.m.
• 🆓 Yoga at Artist Square - Every Tuesday under the Fuller Warren Bridge for a weekly all-levels yoga class from 6 to 7 p.m.
• 🆓 Jacksonville Run Club meets every Saturday at 7 a.m. and Tuesday at 6 p.m. at Friendship Fountain
• 🆓 904 Walk Club meets every Wednesday at Friendship Fountain at 6:30 p.m.
• Friday Night at The Underground is weekly fun with delicious eats and fun for all
• 🆓 Silent Disco at Friendship Fountain is every last Saturday of the month from 6 to 9 p.m. Approximately 300 headphones will be given out at a time, first come, first served. This is a free, family-friendly event.

Thursday May 21

• North Beaches Art Walk - The North Beaches Art Walk is held rain or shine on the third Thursday of each month. Browse the talented vendors, shop in the local boutiques and dine at one of the great restaurants in the town center. 📅Thursday, May 21 ⏰5:00 p.m. - 9:00 p.m.📍0 Atlantic Blvd Neptune Beach, Florida 32266
• Jacksonville Jazz Festival - Spend your Memorial Day Weekend at the Jacksonville Jazz Festival starting Thursday. It will be held at Ford on Bay in the heart of Downtown Jacksonville. 📅Thursday, May 21 ⏰4:00 p.m.📍288 E Bay St. Jacksonville, FL 32202
• Jacksonville Jumbo Shrimp vs. Norfolk Tides The Jumbo Shrimp are back in action in Jacksonville this week/weekend against the Norfolk Tides at VyStar Ballpark! Games begin Tuesday, May 19 - Sunday, May 24. 📅Thursday, May 21 ⏰7:05 p.m.📍301 A Philip Randolph Blvd. Jacksonville, FL 32202
• Sip & Stroll - It’s back! Every Third Thursday of the month Sip & Stroll Spanning from Friendship Fountain to Chart House. Enjoy live music, food trucks and carts, bars and a picnic area. All with a picturesque sunset backdrop! 📅Thursday, May 21 ⏰5:00 p.m.📍1015 Museum Cir. Jacksonville, FL 32207

Friday, May 22

• Redferrin at Decca Live - A raw blend of country and rock, up close. 📅Friday, May 22 ⏰7:00 p.m.📍323 E Bay St. Jacksonville, FL 32202
• Jacksonville Home & Garden Show The Home & Garden Show will connect you to the area’s leading remodelers, builders, and design professionals. You’ll also have the opportunity to speak directly with experts and receive the advice and inspiration you need to turn your dream home or other home improvement project into a reality. 📅Friday, May 22 - May 25📍13601 Normandy Boulevard Jacksonville, FL 32221
• Arts Showcase - The Performance Academy presents “Our World” Art Showcase, featuring art, music, poetry, theatre, fashion, etc. expressing how important sustainability truly is. All the work is done by kids for kids. 📅Friday, May 22 ⏰7:00 p.m.📍3674 Beach Blvd Jacksonville , FL 32207
• Tayler Holder - Don’t miss the opportunity to see the country artist in concert at FIVE. Holder has a natural gift for captivating an audience. Beyond his massive online presence, Tayler’s music and platform exude a remarkable relatability, resonating with fans in every city across the USA. 📅Friday, May 22 ⏰8:00 p.m.📍1028 Park Street Jacksonville, FL 32204

Saturday, May 23

• Greensboro Groove vs. Jacksonville Waves - The Jacksonville Waves are one of the inaugural franchises of the UpShot League, a women’s professional basketball league. Go see them play at VyStar Veterans Memorial Arena! 📅Saturday, May 23 ⏰4:00 p.m.📍300 A Philip Randolph Blvd Jacksonville, FL 32202

Sunday, May 24

• Josh Gates Live - Adventurer, television personality, and author Josh Gates is the host and executive producer of the smash-hit Discovery Channel series, Expedition Unknown. 📅Sunday, May 24 ⏰7:00 p.m.📍128 E Forsyth St. #300 Jacksonville, FL 32202

We’re constantly updating this page, so be sure to check it periodically throughout the week for any additions.

Upcoming Events... 📅

📌 These are future events that aren’t happening this week, but coming up soon

• WIZ KHALIFA at Decca Live - Taylor Gang’s own Wiz Khalifa hits the stage at Decca Live for a night of chart-topping hip-hop. 📅Thursday, May 28 ⏰8:00 p.m.📍323 E Bay St. Jacksonville, FL 32202
• Rob Schneider: Rescue Husband Tour - Rob Schneider is an accomplished actor, comedian, screenwriter and director. He brings his comedic energy to the Florida Theatre grab your tickets now! 📅Thursday, May 28 ⏰7:30 p.m.📍128 E Forsyth St. #300 Jacksonville, FL 32202
• RnBMostly - RnBMostly is BACK! Celebrating Mental Health Awareness Month! With Vibes You Can’t Get Nowhere Else! Grab your lover, friends, cousins, aunties and uncles! RnB is Therapeutic.. Bring out those sundresses and POPPIN colors! 📅Friday, May 29 ⏰9:30 p.m.📍2320 North Liberty Street Jacksonville, FL 32206
• Epic Game Nights: Y2K Party - Go out to the hottest throwback party of the millennium. Come dressed like your favorite 2000s icon. Enjoy a night of nostalgia & games! It’s a Y2k Party!! Enjoy a night of yard games, card games & bored games. 📅Saturday, May 30 ⏰8:00 p.m.📍2404 Hubbard Street Jacksonville, FL 32206
• The Pop-Out: A Live Music Concert Series - Celebrate Black Music Month at Lift Ev’ry Voice & Sing Park with live performances, community vibes, and cultural pride. This free, family-friendly event is a celebration of history, artistry, community, and the enduring power of music. Bring your lawn chairs, your dancing shoes, and your love for soulful sounds. 📅Sunday, May 31 ⏰5:00 p.m.📍120 Lee Street Jacksonville, FL 32204
• The Calling - The calling will be at FIVE this Saturday. Formed in 1999, The Calling quickly ascended the ranks of radio rock with their distinctive blend of catchy melodies and heartfelt lyrics. 📅Saturday, September 12 ⏰7:00 p.m.📍1028 Park Street Jacksonville, FL 32204

For more ideas for fun weekend activities, take a look at our Events Calendar 👇