Things to Do in Greater Jacksonville: August 14 – August 23, 2026
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Summer is still in full swing across the First Coast, and the next ten days are stacked. From two weekends of Jumbo Shrimp baseball and blues legends at the Amp to farmers markets, free plaza concerts, and a beach bike ride at sunset, here is your day-by-day guide to what is happening around Greater Jacksonville from Friday, August 14 through Sunday, August 23, 2026. Grab your calendar, pick your favorites, and let's go.
Friday, August 14
Jacksonville Jumbo Shrimp vs. Syracuse Mets
Kick off the weekend with Triple-A baseball on the riverfront as the Shrimp continue their series against the Mets.
7:05 PM · VyStar Ballpark, 301 A. Philip Randolph Blvd, Jacksonville · Tickets from about $10
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Tacarra Williams at The Comedy Zone
The stand-up favorite brings her sharp, relatable sets to Mandarin for a laugh-out-loud weekend opener.
7:15 PM and 9:45 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · Tickets from about $43
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World's Biggest Beach Bike Ride
Cruise the sand with a big, friendly pack of riders for a breezy Friday evening at the beach.
5:30 PM · Seawalk Pavilion, 75 1st St N, Jacksonville Beach · Free to join
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Saturday, August 15
Riverside Arts Market
Nearly 150 makers, farmers, and bakers set up under the Fuller Warren Bridge with live music by the river.
10:00 AM – 3:00 PM · Riverside Arts Market, 715 Riverside Ave, Jacksonville · Free admission
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St. Augustine Amphitheatre Farmers' Market
Shop over 100 vendors offering local produce, flowers, baked goods, and handmade crafts in the shade of the Amp.
8:30 AM – 12:00 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Free admission
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Fernandina Beach Marketplace Farmers Market
Amelia Island's Saturday morning tradition brings fresh food and local goods to historic downtown.
9:00 AM – 1:00 PM · North 7th and Centre Streets, Fernandina Beach · Free admission
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Jacksonville Jumbo Shrimp vs. Syracuse Mets
Saturday night ball at the ballpark, with the usual promotions and postgame fun.
6:35 PM · VyStar Ballpark, 301 A. Philip Randolph Blvd, Jacksonville · Tickets from about $10
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Sporting JAX vs. Indy Eleven
Jacksonville's pro soccer club hosts Indy Eleven for a big USL night at UNF.
7:30 PM · Hodges Stadium, 1 UNF Drive, Jacksonville · Tickets from about $25
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Human Clay at Cafe Eleven
Relive the iconic anthems and explosive energy of late-'90s and early-2000s rock at the beach.
8:00 PM · Cafe Eleven, 501 A1A Beach Blvd, St. Augustine Beach · Ticketed
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Cruise-In at the Classic Car Museum
Check out the classics with music, door prizes, and a 50/50 drawing on U.S. 1.
5:00 PM – 7:00 PM · Classic Car Museum of St. Augustine, 4730 U.S. 1 South, St. Augustine · Free
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Florida Skimboarding Pro/Am (Day 1)
Watch skimboarders carve the shore break in this two-day beachfront competition.
Vilano Beach, St. Augustine · Free to watch
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Sunday, August 16
Jacksonville Jumbo Shrimp vs. Syracuse Mets
Wrap up the homestand with a Sunday afternoon game, great for families.
5:05 PM · VyStar Ballpark, 301 A. Philip Randolph Blvd, Jacksonville · Tickets from about $10
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Jordan Davis with Stella Lefty
The chart-topping country star headlines the Amp with heartfelt storytelling and singalong hits.
7:00 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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Comedian A-Train at The Comedy Zone
Cap the weekend with a night of laughs in Mandarin.
7:00 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · Tickets from about $46
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Monday, August 17
SILENCE.silent: Paul F. Yount Solo Exhibition (Opening Day)
Yount's multidisciplinary solo show opens today, a silent, introspective journey through the human condition that weaves together themes of existence, identity, nature, consciousness, and our current ecological and social climate. The exhibition runs through September 30, with an opening reception on August 27 from 5:00 to 7:00 PM.
Monday – Friday, 9:00 AM – 4:30 PM · The Alexander Brest Gallery, Phillips Fine Arts Building, Jacksonville University, 2800 University Blvd N, Jacksonville · Free
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Annual Honors Show at the St. Augustine Art Association
Start your week with art: this exhibit highlights award-winning STAAA artists and runs through the end of the month.
Gallery hours · St. Augustine Art Association, 22 Marine St, St. Augustine · Free to view
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Weeknight trivia around town
Mondays are made for casual fun: several local spots, including Veterans United Craft Brewery, host recurring trivia and music bingo nights (call ahead to confirm this week's schedule).
Evenings · Various Jacksonville venues · Usually free to play
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Tuesday, August 18
Squeeze with Adam Ant and Haircut 100
A stacked night of British new wave royalty takes the Amp stage under the stars.
6:00 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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Wednesday, August 19
Music and Art by the Sea
Local musicians and an art exhibition set up at the pier for a laid-back midweek beach evening.
3:00 PM – 9:00 PM · St. Johns County Ocean Pier, 350 A1A Beach Blvd, St. Augustine Beach · Free
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Thursday, August 20
Concerts in the Plaza
Bring a chair and enjoy this beloved summer tradition: free live music in the historic town square.
6:00 PM – 8:00 PM · Plaza de la Constitución, 170 St. George St, St. Augustine · Free
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Dale Elliott Jr. at The Comedy Zone
A midweek comedy set to power you into the weekend.
7:15 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · Tickets from about $58
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Friday, August 21
Carlos Mencia at The Comedy Zone
The veteran comic headlines a big weekend at the club with two Friday shows.
7:15 PM and 9:45 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · Tickets from about $43
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Saturday, August 22
Riverside Arts Market
The riverfront market is back with makers, farmers, food, and live music every Saturday.
10:00 AM – 3:00 PM · Riverside Arts Market, 715 Riverside Ave, Jacksonville · Free admission
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St. Augustine Amphitheatre Farmers' Market
Over 100 vendors with produce, flowers, and crafts to browse before the evening show.
8:30 AM – 12:00 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Free admission
Learn more
Fernandina Beach Marketplace Farmers Market
Downtown Fernandina's Saturday market rounds out the weekend shopping.
9:00 AM – 1:00 PM · North 7th and Centre Streets, Fernandina Beach · Free admission
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Buddy Guy 90 with Taj Farrant
The Hall of Fame blues legend keeps the tradition roaring, joined by young guitar phenom Taj Farrant.
7:30 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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Eric Johanson at Cafe Eleven
Gritty southern roots meet searing blues-rock in an intimate beachside room.
8:00 PM · Cafe Eleven, 501 A1A Beach Blvd, St. Augustine Beach · Ticketed
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Carlos Mencia at The Comedy Zone
Two more Saturday shows close out the comedy weekend in Mandarin.
7:00 PM and 9:30 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · Tickets from about $43
Get tickets
Sunday, August 23
Slightly Stoopid: Road Trippin' Summer Tour
The SoCal favorites bring their reggae-rock groove to the Amp with The Elovaters and Denm.
6:30 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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Starship featuring Mickey Thomas
Sing along to "We Built This City" and more classic hits at the historic Florida Theatre.
7:00 PM · Florida Theatre, 128 E Forsyth St, Jacksonville · Ticketed
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Summer Sunset Concert Series: Your Mom's Favorite Band
Bring a blanket and a lawn chair for free live music and waterfront sunsets in downtown Fernandina.
7:00 PM – 9:00 PM · Downtown Fernandina Beach waterfront · Free (chair rentals available)
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Dates, times, and prices can change, so please confirm the details via the links above before you head out. Have fun out there, First Coast!