JACKSONVILLE, Fla. – From concerts and comedy shows to fall festivals, races and family activities, the Jacksonville area has a full slate of events planned for the weekend of Sept. 25-27, 2026.
Event details can change. Check each organizer’s website or social media channels before heading out.
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Friday, Sept. 25
Esplanade at St. Marys golf course opening
Location: St. Marys, Georgia
The Esplanade at St. Marys website says its full 18-hole championship golf course is open for the entire weekend. Check the course website for tee-time availability and updates.
13th Floor Haunted House
Location: 9230 Arlington Expressway, Jacksonville
The haunted house is listed as open for select nights from Sept. 12 through Nov. 7. Tickets are available on the website.
Wounded Warrior Project Jacksonville Beach Soldier Ride
Location: American Legion Post 129 Canteen, 1151 Fourth St. S., Jacksonville Beach
Post 129 will have the honor of hosting a group of veteran riders participating in the Wounded Warrior Project Soldier Ride. Some of these veterans have been injured during their service and will be completing the ride on adaptive bicycles.
The riders will arrive at approximately 8:30 a.m. for breakfast and fellowship before beginning their ride at 9:45 AM. We would love to have our members here to welcome them, spend some time with them and give them an enthusiastic send-off.
They are expected to return around 11:30 a.m., and we need everyone back at the Post to cheer them across the finish and celebrate their accomplishment!
The riders will then have lunch before departing around 12:30 p.m.
Don Lemon and DL Hughley
Location: Florida Theatre, 128 E. Forsyth St., Jacksonville
The comedy and conversation event begins at 7 p.m., with doors opening at 6 p.m. Tickets were listed as starting at $35 on the Florida Theatre website.
Ancient City Con
Location: World Golf Village Renaissance Resort, 500 S. Legacy Trail, St. Augustine
Ancient City Con is scheduled for Sept. 25-27 at the World Golf Village Resort. The convention website lists panels, gaming, an arcade, vendors, contests and cosplay among its offerings.
Saturday, Sept. 26
Dîner en Blanc
Dîner en Blanc is scheduled for Sept. 26 in Jacksonville. Guests dress in white and gather at assigned departure points before being guided to a secret location. Attendees can bring a gourmet picnic and beverages where permitted, or pre-order food from local chefs and caterers. Tickets range from $56 to $91 per person and are sold in pairs. A $14-per-person membership fee also applies.
Tails & Trails
Location: Jacksonville Arboretum & Botanical Gardens, 1445 Millcoe Road, Jacksonville
The dog-friendly event is scheduled from 9 a.m. to 1 p.m. It includes a dog-themed market, music, food trucks, raffle prizes, pet activities and photo opportunities. Dogs must remain leashed. Admission is included with daily admission to the arboretum, which lists a $3 admission fee; members get in free.
Buchner’s Oktoberfest
Location: 1188 Edgewood Ave. S., Jacksonville
Oktoberfest runs from 4 p.m. to 2 a.m. Saturday and Sunday. The celebration includes German food, beer, live music and other activities. Reservations are required on Fridays and Saturdays, although walk-ins are welcome.
Mozart & Tchaikovsky
Location: Jacoby Symphony Hall, 300 Water St., Jacksonville
The Jacksonville Symphony launches its 2026-27 season with a surge of excitement. Guillaume Connesson’s “Maslenitsa” opens the program with color and momentum inspired by Slavic Carnival celebrations, followed by Mozart’s Piano Concerto No. 22, performed by Van Cliburn medalist Evren Ozel.
Sunrise Yoga
Location: Riverview Park
The Sunrise Yoga Series runs from 9 to 10 a.m. Sept. 26 at Riverview Park. Participants are encouraged to bring a mat, water and a friend. The series is organized by Riverview Collective Community Organization.
VyStar Emerald Trail 5K and 10K
Location: 633 N. Lee St., Jacksonville
The 5K and 10K begin at 8 a.m. The one-mile event starts at 8:30 a.m. The race follows portions of the Emerald Trail, including the LaVilla Link and S-Line Rail Trail. The race website lists the start and finish area on West Church Street and packet pickup from 10 a.m. to 4 p.m. Friday at two 1st Place Sports locations.
Rise Against
Location: St. Augustine Amphitheatre, 1340C A1A South, St. Augustine
Rise Against performs at 7 p.m., with doors opening at 6 p.m. Alkaline Trio and Teen Mortgage are listed as special guests. Ticket prices were listed from $53.36 to $93.05.
Island Vibes on the River
Location: 1501 Riverplace Boulevard - Dock
The 2½-hour evening cruise aboard the Royal Princess features Caribbean cuisine from Chef D of Island Spice Grill Jax, DJ entertainment, live music and views of downtown Jacksonville. Food and beverages will be available for purchase separately. Guests are encouraged to wear festive island-themed attire. Check the website for ticket information, itinerary, and more.
Jazz on the Ave
Location: 822 A. Philip Randolph Blvd., Jacksonville
Jazz on the Ave is scheduled from 3 to 9 p.m. Sept. 26. The annual festival celebrates jazz and the local community with performances highlighting styles ranging from traditional New Orleans jazz to contemporary fusion. The event also features art installations, food vendors and craft booths.
USL Championship
Location: 1 UNF Drive, Jacksonville, FL, 32224
Sporting JAX will take on Loudoun FC at Hodges Stadium. Tickets are $15 on SeatGeek.
Morgan Wade at FIVE
Location: FIVE, 1028 Park St., Jacksonville
Morgan Wade’s “Love’s Insane Tour” comes to FIVE at 8 p.m. Sept. 26. Doors open at 7 p.m. Tickets range from $34.48 to $70.38, including fees and taxes. The event is open to all ages.
Springfield Speakeasy
Location: No Bird, 2078 N. Liberty St., Jacksonville
The event is listed for Sept. 26, with doors opening at 8:30 p.m. and the floor show beginning at 9 p.m. The show is for adults ages 18 and older, and identification is required.
SICKICK at Decca
Location: Decca Live, 323 E. Bay St., Jacksonville
SICKICK is scheduled to perform from 10 p.m. to 3 a.m. The event is listed for ages 18 and older.
Mandarin Fall Festival
Location: Trinity Mandarin, 2955 Orange Picker Road, Jacksonville
The free fall festival runs from 10 a.m. to 4 p.m. Sept. 26. The family-friendly event features local vendors, handmade items, art, food trucks, a farmers market and live performances.
Community Create Day
Location: Crystal Springs Park, 10151 Crystal Springs Road, Jacksonville
Community Create Day runs from 11 a.m. to 2 p.m. Sept. 26 and is free. Activities include a custom T-shirt lab, color and craft experiences, seed planting, bracelet making, dodgeball and a surprise Jacksonville Johnnie challenge.
Sunday, Sept. 27
Jaguars vs. Patriots
Details for the Jacksonville Jaguars’ game against the New England Patriots, including the kickoff time and ticket information, were not provided. Check the Jaguars’ website or social media channels for the latest schedule information.
The Pop Out
Location: Lift Ev’ry Voice and Sing Park, 120 Lee St., Jacksonville
The free, all-ages concert runs from 5 to 8 p.m. Sept. 27. The event features live music, DJs, food trucks, vendors and a concert on the lawn. Isaiah M. Oliver is scheduled for the pre-show, with Neo-Radio headlining. DJ Excel will provide music, and Makeeta Le’ Model will host.
Sing Out Loud St. Augustine Record Fair
Location: St. Augustine Amphitheatre, 1340C A1A South, St. Augustine
The free record fair runs from 11 a.m. to 5 p.m. The event includes dozens of vendors, onsite screen printing, food trucks and live entertainment. The schedule lists DJ Josh Aaron, Toxic Cats and Bears & Lions. The event is all ages and open to the public.
904 Pop Up
Location: Seawalk Pavilion, 75 1st St. N., Jacksonville Beach
The market runs from 11 a.m. to 5 p.m. Sept. 27. The event features more than 200 local vendors and creatives, along with 15 food trucks. Admission is free.
