What to Do in Jacksonville This May: Concerts, Markets & More
Your Guide to the Best Things to Do This Month
Looking for fun things to do in Jacksonville this week? Here are six standout events happening around town-perfect for families, friends, and anyone eager to explore the city’s vibrant scene.
1. Jacksonville Water Fight
📍 Jacksonville Equestrian Center, 13611 Normandy Blvd, Jacksonville, FL 32221
📅 May 24 & 25, 2025 (All ages)
🕛 10:30 AM – 2:00 PM
🎟️ General Admission (prices vary; see website)
🌐More Info: famouseventsworldwide.com
Cool off with one of Jacksonville’s most refreshing community events! The Jacksonville Water Fight is making a splash again this week—so grab your super soakers, water balloons, and best quick-dry outfits for another round of family-friendly fun. It’s a great way to beat the heat and connect with neighbors for some good, clean competition.
All ages welcome. Tickets required. We’ll be promoting this event all month long-don’t miss out!
2. Dancin’ in the Street
📍 Beaches Town Center, Atlantic Blvd & First St, Neptune Beach, FL 32266
📅 Saturday, May 17, 2025
🕗 12:00 PM – 10:00 PM
🎟️ Free Admission
🌐 More Info: Dancin’ in the Street Festival Facebook
Enjoy live music from local bands, browse arts and crafts vendors, sample delicious bites from food trucks, and let the kids play in the dedicated kid zone. This annual festival is a lively celebration of music, art, and community spirit.
3. Third Thursday Sip and Stroll
📍 Southbank Riverwalk, Downtown Jacksonville, FL
📅 Thursday, May 15, 2025
🕖 5:00 PM – 8:00 PM
🎟️ Free Admission (food & drinks available for purchase)
🌐 More Info: dtjax.com/sipandstroll
Take a relaxing evening walk along the St. Johns River. Sample local wines and craft beverages, enjoy live entertainment, and soak in beautiful riverfront views. Perfect for unwinding after work or catching up with friends.
4. Shrek Movie Night
📍 Artist Square Amphitheater (Check JaxParks Instagram for location updates)
📅 Friday, May 16, 2025
🕗 Movie starts at 8:15 PM
🎟️ Free Admission
🌐 More Info: JaxParks Instagram
Bring the whole family for an outdoor screening of Shrek. Pack your blankets and snacks for a cozy, fun-filled evening under the stars.
5. Jumbo Shrimp “Wicked” Family Movie Night
📍121 Financial Ballpark, 301 A Philip Randolph Blvd, Jacksonville, FL 32202
📅 Saturday, May 17, 2025
🕣 Gates open at 6:00 PM; Movie begins after sunset
🎟️ $8 per person (children 3 and under free)
🌐 More Info: milb.com/jacksonville/news/jumbo-shrimp-wicked-family-movie-night-set-for-may-17
Watch the hit musical movie “Wicked” on the big screen at the ballpark. Enjoy ballpark snacks and themed activities for the whole family.
6. Deerwood Castle’s Double Header Comedy Night
📍 Deerwood Castle, 7601 Centurion Parkway, Jacksonville, FL 32256
📅 Saturday, May 17, 2025
🕚 Doors open at 6:00 PM
🎟️Tickets start at $20
🌐 Details: Eventbrite
Laugh the night away with back-to-back performances from top comedians in a unique castle setting. Secure your tickets early for an evening of non-stop entertainment.
Plan ahead and enjoy Jacksonville’s best events this May! For more things to do, check out our Jacksonville Hidden Gems Guide!