Things to Do in Greater Jacksonville: September 17 – 27, 2026
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Buckle up, 904. The next eleven days are absolutely stacked: two full weekends, a quilt show the size of a small country, Brad Paisley and James Taylor and Rise Against at The Amp, the Jaguars back home at EverBank, a hot sauce contest that will ruin your Sunday, and roughly one million free Sing Out Loud shows in St. Augustine. Here is everything worth leaving the house for from Thursday, September 17 through Sunday, September 27, 2026, from the Beaches to Amelia Island to Orange Park.
Thursday, September 17
QuiltFest Jacksonville 2026
Around 400 quilts, 50-plus vendors, and a theme called "Give Piece a Chance," which is honestly a perfect pun.
9:00 AM – 5:00 PM · Prime F. Osborn III Convention Center, 1000 Water St, Jacksonville · Ticketed (see site for pricing)
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Sip & Stroll Presented by PNC Bank
Downtown's favorite riverfront happy hour is back from summer break, relocated to RiversEdge while construction wraps up near Friendship Fountain.
5:00 PM – 8:00 PM · Southbank Riverwalk at RiversEdge, Jacksonville · Free to attend, drinks for purchase
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North Beaches Art Walk
Third Thursday tradition: galleries, shops, and restaurants across the Beaches Town Center open up for an evening of art and wandering.
5:00 PM – 9:00 PM · Beaches Town Center, Atlantic Blvd at 1st St, Neptune Beach / Atlantic Beach · Free
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Modest Mouse with Robber Robber
Float on down to Anastasia Island for one of indie rock's most gloriously weird bands under the oaks.
7:00 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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Friday, September 18
QuiltFest Jacksonville 2026 (Day 2)
Day two of the big quilt show downtown.
9:00 AM – 5:00 PM · Prime F. Osborn III Convention Center, 1000 Water St, Jacksonville · Ticketed
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Wicked Barley's 11th Annual Oktoberfest
Three days of German beer, big pretzel energy, live music, and lakeside picnic tables at Baymeadows' favorite brewery.
Friday through Sunday · Wicked Barley Brewing Company, 4100 Baymeadows Rd, Jacksonville · Free entry, VIP options available
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Josh Turner: This Country Music Thing Tour
That bottomless bass-baritone in the best room in town.
7:30 PM · Florida Theatre, 128 E Forsyth St, Jacksonville · Ticketed
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John Fogerty & Steve Winwood: The Legacy Tour
Two rock and roll hall of famers, one stage, an absurd number of songs you already know every word to.
7:00 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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The Mars Volta
Prog chaos in Riverside. Bring an open mind and maybe some earplugs.
8:00 PM · FIVE Riverside, Jacksonville · Ticketed
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Amber Autry at the Comedy Zone
Two shows, one night, zero chill.
7:15 PM and 9:45 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · Ticketed
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Sing Out Loud Festival: Weekend Three Local Showcases
Free live music takes over St. Augustine bars and breweries all weekend, including Colonial Oak Music Park, Dog Rose Brewing, Spinster Abbott's, and Hornski's.
Friday through Sunday, times vary by venue · Multiple venues, downtown St. Augustine · Free
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Saturday, September 19
Jax Book Fest 2026
Free, bookish, and genuinely fun: author talks, kids' activities, and workshops with New York Times bestsellers John Patrick Green, Jennifer Lynn Barnes, and Emma Straub.
9:30 AM – 4:00 PM · Jacksonville Main Library, 303 N Laura St, Jacksonville · Free
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QuiltFest Jacksonville 2026 (Final Day)
Last call for 400 quilts.
9:00 AM – 4:00 PM · Prime F. Osborn III Convention Center, 1000 Water St, Jacksonville · Ticketed
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Riverside Arts Market: Dance Day
RAM goes full jazz hands with The Florida Ballet at 10:30, Scott Jones School of Dance at noon, Hawkins School of Highland Dance at 1:30, and Grace Conservatory of Dance at 2:00.
10:00 AM – 3:00 PM · Riverside Arts Market, 715 Riverside Ave (under the Fuller Warren Bridge), Jacksonville · Free
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Beaches Green Market
Produce, coffee, flowers, and bread with sand still in your shoes.
10:00 AM – 2:00 PM · Penman Park, 321 Penman Rd, Jacksonville Beach · Free
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St. Augustine Amphitheatre Farmers Market
Over 100 vendors under the pines at the Amp. Go early, go hungry.
8:30 AM – 12:30 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Free
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Fernandina Beach Market Place
Amelia Island's Saturday staple, rain or shine, year round.
9:00 AM – 1:00 PM · N 7th St near Centre St, Fernandina Beach · Free
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McCoys Creek Cleanup
Two hours of good karma with St. Johns Riverkeeper.
9:00 AM – 11:00 AM · Northbank Riverwalk, Jacksonville · Free (registration requested)
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Family & Friends Day 2026
Free community day with a live DJ, food while supplies last, games, prizes, and dozens of local vendors.
10:00 AM – 2:00 PM · New Life Evangelistic Center, 8040 Lone Star Rd, Jacksonville · Free
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Wing Eating & Hot Sauce Contest
Railyard District's first ever wing eating showdown plus a hot sauce challenge, rock music, and a local makers market. Hydrate accordingly.
1:00 PM – 5:00 PM · Myrtle Avenue Brewing, 633 Myrtle Ave N, Jacksonville · Free to attend
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Saturday Sounds at the Fountain
Free live music on the Southbank with the river doing its thing behind the band.
6:00 PM – 9:00 PM · Friendship Fountain, 1015 Museum Circle, Jacksonville · Free
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Ella Langley: The Dandelion Tour
Country's sharpest-tongued new star brings the arena show downtown.
7:00 PM · VyStar Veterans Memorial Arena, 300 A Philip Randolph Blvd, Jacksonville · Ticketed
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Brad Paisley with Charlie Worsham & The Band Loula
Guitar hero, professional wise guy, perfect Amp night.
7:30 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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DOMi & JD Beck
Two absurdly gifted young jazz weirdos doing things to a keyboard and drum kit that should probably be illegal.
8:00 PM · Ponte Vedra Concert Hall, 1050 A1A North, Ponte Vedra Beach · From about $58
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Amber Autry at the Comedy Zone
Round two, Saturday edition.
7:00 PM and 9:30 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · Ticketed
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Sunday, September 20
Sporting JAX vs. Lexington SC
Gainbridge Super League action out at UNF. Bring a hat, it is still Florida.
5:00 PM · Hodges Stadium, 1 UNF Dr, Jacksonville · Ticketed
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Orange Park Farmers' & Arts Market
Over 100 vendors under the oaks at Town Hall Park, first and third Sundays.
10:00 AM – 3:00 PM · Town Hall Park, 2042 Park Ave, Orange Park · Free
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Atlantic Beach Farmers Market
Sunday morning produce run at Jack Russell Park.
10:00 AM – 2:00 PM · Jack Russell Park, 850 Seminole Rd, Atlantic Beach · Free
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Wicked Barley Oktoberfest (Final Day)
Last chance for the stein and the schnitzel.
Wicked Barley Brewing Company, 4100 Baymeadows Rd, Jacksonville · Free entry
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Walk Through History Night
A living history walk-through experience on the Northside.
6:00 PM · Awaken Church, Jacksonville · Ticketed
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Sing Out Loud: Weekend Three Wrap-Up
Free showcases keep rolling at Colonial Oak Music Park and Spinster Abbott's.
Times vary · Downtown St. Augustine · Free
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Monday, September 21
TBA Big Band
Sixteen pieces of pure swing in the Mudville music room. Ten bucks. Go be the coolest person you know on a Monday.
7:00 PM – 9:00 PM · Mudville Grille Music Room, 3105 Beach Blvd, Jacksonville · $10
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Tuesday, September 22
James Taylor and His All-Star Band (Night 1)
Fire and rain, but hopefully just the fire. Two nights at the Amp.
St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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Madeleine Peyroux with Lauren Woodall
Smoky, unhurried jazz vocals in the best-sounding small room on the First Coast.
8:00 PM · Ponte Vedra Concert Hall, 1050 A1A North, Ponte Vedra Beach · From about $67
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Film at WJCT Studios: "Out There: A National Parks Story"
A big-screen love letter to the great outdoors, midweek, downtown.
7:00 PM – 9:00 PM · WJCT Studios, 100 Festival Park Ave, Jacksonville · See site for ticket details
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Wednesday, September 23
James Taylor and His All-Star Band (Night 2)
Second helping of sweet baby James.
St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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Sing Out Loud Music Business Panel: The Indie Advantage
Free happy hour plus a genuinely useful panel with execs from Symphonic Distribution and Reservoir Media on how independent artists actually get paid. RSVP required.
6:00 PM happy hour, 7:00 PM panel, 8:00 PM Q&A · Spinster Abbott's, Uptown St. Augustine · Free with RSVP
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Murray Hill Farmers Market
Wednesday evening market with beer in hand at Fishweir Brewing.
5:00 PM – 9:00 PM · Fishweir Brewing Co., Murray Hill, Jacksonville · Free
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Holmes at the Comedy Zone
Midweek stand-up on the Southside.
7:15 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · From about $110
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Thursday, September 24
W.A.S.P.: 1984 To Headless Tour with KK's Priest
The Florida Theatre is about to get very loud and very theatrical.
8:00 PM · Florida Theatre, 128 E Forsyth St, Jacksonville · Ticketed
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St. Augustine Songwriters Festival Opening Night
Four days of free shows where Nashville hitmakers tell the stories behind the songs, running Thursday through Sunday at Colonial Oak, Prohibition Kitchen, DJ's Clam Shack, Tradewinds, and Boat Drinks.
Times vary by venue · Multiple venues, downtown St. Augustine · Free
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Sip Out Loud
Seventy tickets, five celebrated St. Augustine chefs, a private cellar opened for one night, and live singer-songwriters in the Bin 39 courtyard.
5:00 PM · Bin 39 Wine Bar, St. Augustine · $178 to $203
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16th Annual Pin Up Paws Gala & Auction
The St. Augustine Humane Society unveils its 2027 Broadway-themed calendar with dinner, wine, live jazz, and a silent auction at the Casa Monica.
6:00 PM – 9:00 PM · Casa Monica Resort & Spa, 95 Cordova St, St. Augustine · $135
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Friday, September 25
Jacksonville Symphony Season Opener
The first notes in the freshly renovated Jacoby Symphony Hall: Mozart's Piano Concerto No. 22 and selections from Tchaikovsky's Swan Lake, with Courtney Lewis conducting. Also performed Saturday.
7:30 PM · Jacoby Symphony Hall, Jacksonville Center for the Performing Arts, 300 W Water St, Jacksonville · Ticketed
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Ancient City Con 2026
Northeast Florida's longest-running pop culture con, with Star Trek Voyager's Robert Duncan McNeill and Garrett Wang, cosplay, gaming, artists, and after-hours parties. Runs through Sunday.
Friday noon – 7:00 PM · World Golf Village Renaissance St. Augustine Resort, 500 S Legacy Trail, St. Augustine · Ticketed
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flipturn with Winyah
Hometown-adjacent indie heroes headlining the Amp. This one will feel like a graduation.
8:00 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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BENISE: 25 Years of Passion!
The Prince of Spanish Guitar, presented by the Florida Theatre at the Soundstage.
7:00 PM · WJCT Soundstage, 100 Festival Park Ave, Jacksonville · Ticketed
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Don Lemon & DL Hughley: DL + DL "Anything Goes"
A newsman and a comedy legend, unfiltered, on the Florida Theatre stage.
7:00 PM · Florida Theatre, 128 E Forsyth St, Jacksonville · Ticketed
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4th Friday Art Gallery Tour
Fernandina's downtown galleries stay open late. Stroll Centre Street, look at art, feel fancy.
Downtown Fernandina Beach · Free
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T.K. Kirkland at the Comedy Zone
Four nights, seven shows, zero filter. Starts tonight.
7:15 PM and 9:45 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · From about $47
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Saturday, September 26
VyStar Emerald Trail 5K, 10K & 1-Mile Fun Run/Walk
Run the Emerald Trail before the sun gets serious about it.
8:00 AM · 633 N Lee St, Jacksonville · Registration required
Register
Tails & Trails at the Jacksonville Arboretum
Sixth annual dog day: a dog-themed market, music, food trucks, and miles of shaded trail. Three dollars.
9:00 AM – 1:00 PM · Jacksonville Arboretum & Botanical Gardens, 1445 Millcoe Rd, Jacksonville · $3
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Riverside Arts Market: Hispanic Heritage Celebration
RAM turns up the music and the flavor for Hispanic Heritage Month.
10:00 AM – 3:00 PM · Riverside Arts Market, 715 Riverside Ave, Jacksonville · Free
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Black Creek Fall Festival
Middleburg does fall properly: arts and crafts, a car show, a silent auction, a Kids Zone, and local entertainment.
9:00 AM – 3:00 PM · Black Creek Methodist Church, 3925 Main St, Middleburg · Free
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St. John the Baptist Artisans & Crafters Fair
Ceramics, artwork, knitting, seasonal wreaths, and a food lineup that includes Filipino pancit and lumpia. Worth the drive alone.
9:00 AM – 3:00 PM · St. John the Baptist Catholic Church, 2400 Mayport Rd, Atlantic Beach · Free
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Beaches Green Market
Saturday morning at Penman Park, as always.
10:00 AM – 2:00 PM · Penman Park, 321 Penman Rd, Jacksonville Beach · Free
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St. Augustine Amphitheatre Farmers Market
Over 100 vendors, free admission, excellent breakfast options.
8:30 AM – 12:30 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Free
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Fernandina Beach Market Place + Arts Market
It is a fourth Saturday, which means the farmers market on 7th Street gets a companion arts market on Centre Street.
9:00 AM – 1:00 PM · N 7th St and 508 Centre St, Fernandina Beach · Free
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American Legion Riders Chapter 283 18th Annual Poker Run
Bikes, back roads, and a poker hand at the end.
9:00 AM · 9459 Ft Caroline Rd, Jacksonville · See site for entry fee
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"The Wiz" TYA Performance by Stage Aurora
Ease on down to Kent Campus for a family-friendly afternoon of Oz.
2:00 PM · Florida State College at Jacksonville, Kent Campus, 3939 Roosevelt Blvd, Jacksonville · Ticketed
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All About the Blood Motorcycle & Music Ministry
Six hours of bikes and live music at Adamec Harley-Davidson, free to all.
12:00 PM – 6:00 PM · Adamec Harley-Davidson, 8909 Baymeadows Rd, Jacksonville · Free
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10th Annual Celebration of Love
A free afternoon honoring survivors of domestic violence, trauma, trafficking, and addiction.
12:00 PM – 4:00 PM · The Salem Centre, 7235 Bentley Rd, Jacksonville · Free
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The Fashion PAWty
Jacksonville's most stylish fundraiser: a dog fashion show benefiting the Eye Spy Foundation and Leader Dogs for the Blind.
4:00 PM – 7:00 PM · Happy Brew, 3200 Hendricks Ave, Jacksonville · $30
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A Most Excellent 90s Dance Party
The sprinkler. The running man. The tootsee roll. St. Augustine, you know what to do.
5:00 PM – 8:00 PM · Solomon Calhoun Community Center, 1300 Duval St, St. Augustine · $35
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Sporting JAX vs. Loudoun United FC
USL Championship night match at Hodges. Tickets start around $25.
7:00 PM · Hodges Stadium, 1 S UNF Dr, Jacksonville · From about $25
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Rise Against with Alkaline Trio and Teen Mortgage
A full-throated punk night under the Amp roof. Wear something you can sweat in.
7:00 PM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Ticketed
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Jacksonville Symphony: Mozart & Tchaikovsky (Night 2)
Second night in the new-look Jacoby Hall.
7:30 PM · Jacoby Symphony Hall, 300 W Water St, Jacksonville · Ticketed
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Armed Forces Gala
An evening honoring service members, with dinner and dancing.
6:00 PM – 10:00 PM · Fairfield by Marriott Inn & Suites, 4888 Lenoir Ave, Jacksonville · $50
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Ancient City Con 2026 (Day 2)
The biggest day of the con, running late with after-hours parties.
11:00 AM – 10:00 PM · World Golf Village Renaissance St. Augustine Resort, 500 S Legacy Trail, St. Augustine · Ticketed
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T.K. Kirkland at the Comedy Zone
Two more shows.
7:00 PM and 9:30 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · From about $47
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Sunday, September 27
Jacksonville Jaguars vs. New England Patriots
Home game, 1:00 kickoff, DUUUVAL at full volume.
1:00 PM · EverBank Stadium, 1 EverBank Stadium Dr, Jacksonville · Ticketed
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St. Augustine Record Fair
Free, all ages, and excellent: dozens of vinyl vendors, onsite screen-printing, food trucks, and live sets from DJ Josh Aaron, Toxic Cats, and Bears & Lions.
11:00 AM · St. Augustine Amphitheatre, 1340C A1A South, St. Augustine · Free
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Sunset Concert Series: Alrighty Then
Season finale on the Amelia River with food trucks, kids' activities, and vendors. Chair rentals available from RipTide for a $5 donation.
6:00 PM – 9:00 PM · Amelia River Waterfront Park, 123 S Front St, Fernandina Beach · Free
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Ancient City Con 2026 (Final Day)
Last call for cosplay and celebrity photo ops.
12:00 PM – 6:00 PM · World Golf Village Renaissance St. Augustine Resort, 500 S Legacy Trail, St. Augustine · Ticketed
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Amp After Party at Ponce De Le Rollin
Free late-night send-off after the Record Fair with DJ Sasha Bloom, Teresa Rose, and Slippers. No skating at this one.
After the Record Fair · Ponce De Le Rollin, St. Augustine · Free
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Atlantic Beach Farmers Market
Close out the run with a slow Sunday market at Jack Russell Park.
10:00 AM – 2:00 PM · Jack Russell Park, 850 Seminole Rd, Atlantic Beach · Free
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T.K. Kirkland at the Comedy Zone (Final Show)
One last Sunday set.
7:00 PM · The Comedy Zone, 3130 Hartley Rd, Jacksonville · From about $74
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Dates, times, and prices change constantly, so please confirm details via the links before heading out.