JACKSONVILLE, Fla. – Hey, Insiders! 👋
Looking for something fun to do this weekend in and around Jacksonville?
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From Aug. 22–24, the River City is buzzing with everything from tattoos to tunes, beach sports to belly laughs. 🎉 Explore the Jacksonville Tattoo Convention, catch a free comedy show, take the kids on a Zoo stroller safari, or cheer on athletes at the Florida Skimboarding Pro/Am Tournament.
Music lovers can dig through vinyl at the Record & CD Festival or rock out at the Halfway to SweetWater Battle of the Bands. And if you’re craving something a little more refined, the Jacksonville Boutique Cigar Fest has you covered.
Check out the amazing events happening around Jacksonville from Aug. 22-24. 👇
(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.
Weekend Events... 📅
- 21st Annual Jacksonville Tattoo Convention 💰"The Jacksonville Tattoo Convention brings together tattoo enthusiasts, artists, and professionals from around the region. This vibrant event showcases a diverse array of tattoo styles, from traditional to contemporary, reflecting the dynamic and evolving nature of the tattoo industry. Attendees can witness live tattooing demonstrations, engage with renowned artists, and explore a variety of tattoo-related vendors offering everything from unique inks to innovative aftercare products. Tickets are $20-$40/ kids 15 and under are free. 500 S. Legacy Trl., St. Augustine." More info
- Free Comedy Show at St. Mark’s Lutheran Church 🆓 “Get ready to laugh! St. Mark’s Lutheran Church is excited to host nationally known comedian Al Ernst for a special night of laughter that’s light, fun, and appropriate for all ages on Friday, August 22, at 7:00 PM. The event is free and open to everyone in the community." More info
- Stroller Safari: Savanna Blooms and Giraffe 💰🦒 “Pack up the stroller, put on your walking shoes and bring your little one on an early learning adventure as we stroll through the Zoo. This special class is designed for children ages 0-3 and a caregiver. Make new friends while you visit animal exhibits, meet a friendly animal ambassador, read a story and explore the animal world with all your senses! From Stingray Bay to Asia Gardens, each month features a new theme for you to explore.” More info
- Florida Skimboarding Pro/Am Tournament 🆓🌊 The Florida Skimboarding Pro/Am Tournament is taking place in Vilano Beach, where competing athletes are from more than 75 different beaches throughout Florida, the United States and the world. This event takes place at the Vilano Beach ramp. Visit the website for the start times, which are subject to change. 2725 Anahma Dr., St. Augustine. More info
- Jacksonville Record & CD Festival 🆓📀 “The Jacksonville Record & CD Festival, the biggest and best music lovers show in North Florida, will be rocking and rolling on August 23rd, 2025, at the Holiday Inn E295 Baymeadows in Jacksonville, right off of I-295!!” More info
- Halfway to SweetWater Battle of the Bands 🆓🎶 Check out Halfway to SweetWater Battle of the Bands on August 23 at Colonial Oak Music Park in St. Augustine from 7 p.m. to 10 p.m. More info
- Jacksonville Boutique Cigar Fest 💰🔞 "Get ready for a day of luxury and relaxation at the JACKSONVILLE BOUTIQUE CIGAR FEST - the ultimate event for cigar enthusiasts!" More info
For more ideas for fun weekend activities, take a look at our Events Calendar. 👇
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