St. Augustine, FL | Oldcity.com

Halfway to SweetWater Music Fest 2025
2025-10-19 12:30 - 22:00 (America/New_York) | Colonial Oak Music Park, 33 St George St., St. Augustine, FL, 32084, United States
Halfway to SweetWater Music Fest 2025
Be sure to mark your calendars for the Halfway to SweetWater Music Fest 2025! Jam bands, funk, rock, psychedelic acts, art, fire dancers, burlesque, and more.
When:
Friday, October 17 — Gates Open 4:20pm | Music Til 11:00pm
Saturday, October 18 — Gates Open 12:30pm | Music Til 11:00pm
Sunday, October 19 — Gates Open 12:30pm | Music Til 10:00pm
Where: Colonial Oak Music Park
Highlights Include
* VIP Friday Pre-Party with Steelin’ Peaches, One Good Ring, Rae & The Ragdolls + Dark Side of the Rainbow Laser Burlesque
* Live sets from Andy Frasco & The U.N., Cool Cool Cool, Steeln’ Peaches, One Good Ring, Funk You, Funkin Grateful, and more
* Donation-based Puppy Yoga – benefiting Ayla’s Acres Animal Rescue
* Artisan market, Webber BBQ & Grill Garden, and $4.20 SweetWater beer specials
Ticket Information
One Day, Two Day, Friday Pre-Party, Two-Day Ticket Package, & VIP Tickets available.
Prices range from Friday Pre-Party only at $27.00 to VIP All Weekend Access at $129.60
Click the event website link for all the details (including Know Before you Go) and to purchase your tickets.

Hasting Fall Festival + Harvest Trail Tour
2025-10-24 11:00, 2025-10-25 10:00 - 16:00 | Main Street in Hastings, Main Street, Hastings, FL, 32145, United States
Hasting Fall Festival + Harvest Trail Tour 2025
Gather your friends, family, and neighbors and head to the Hastings Main Street Fall Festival 2025! And … new for 2025 – there’s a Harvest Trail Tour as well. Celebrate the Fall Season with music, community, and fun!
When: Friday and Saturday, October 24 & 25, 2025
Event Schedule
Friday, October 24 — inaugural Fall Festival Harvest Trail Tour – kicking off at 11:00am (ticketed event)
Explore five unique farms across southern St. Johns County … where agriculture and heritage come together to tell the story of our region’s deep farming roots. See where your food comes from and learn directly from the farmers who work the land. Hands-on! Behind-the-scenes access! Begin at Hastings Nutrition Co and finish at Olive Land Farm … where you’re invited to stay and enjoy an optional add-on dinner featuring authentic paella, delicious sangria, live music and a magical evening under the stars.
Cost: $45.00 for Tour | $35.00 additional for Paella Dinner.
Be sure to click the event website link for a list of participating farms and to purchase your ticket(s).
Saturday, October 25 — Hastings Main Street – Free Admission – 10:00am-4:00pm
Live Music * Cottage Artisan Market * Kids Zone * and More … from Food Trucks to Community Showcases
Click the event website link for all additional information.

St. Benedict the Moor Blues Fest 2025
2025-10-24 16:00 - 22:00, 2025-10-25 16:00 - 22:00, 2025-10-26 11:00 - 15:30 | St. Benedict the Moor Catholic Church, 86 Martin Luther King Jr. Avenue, St. Augustine, FL, 32084, United States
St. Benedict the Moor Blues Fest 2025
October brings us the annual St. Benedict the Moor Blues Fest 2025! Nestled in the heart of the historic district of Lincolnville.
If you enjoy the blues and good food, then St Benedict the Moor Blues Festival is for you! This popular, annual event features Rockin’ Blues music, food, beverages and games at one of St. Augustine’s historical sites. Don’t forget your lawn chairs!
Friday, October 24, 2025 — 4:00pm – 10:00pm
Saturday, October 25, 2025 — 4:00pm – 10:00pm
Sunday, October 26, 2025 — 11:00am – 3:30pm
Music Lineup
Friday, October 24
4:00pm-6:00pm — Ken Jensen Blues Ensemble
6:00pm-8:00pm — Duffy Bishop Band
8:00pm-10:00pm — No Filter Blues Band
Saturday, October 25
4:00pm-6:00pm — Gitlo – Thos. Lee
6:00pm-8:00pm — Hitman Blues Band
8:00pm-10:00pm — JW Gilmore & the Blues Authority
Sunday, October 26 (Gospel Blues Sunday)
9:15am — Arlie Mae Victory
9:45am-11:00am — Americana Gospel
11:00am-12:00pm — Rick Spence Jazz Combo
Cost: $7.00
What makes this festival even more special is its’ noble cause – all proceeds go towards restoring the historic St. Benedict the Moor rectory/church. Attend and support a significant piece of St. Augustine’s rich Catholic heritage!
Click event website link for all additional information and to purchase your admission and food tickets.

Riverdale Community Fall Festival
2025-11-01 11:00 - 15:00 | Riverdale Community Methodist Church, 1028 County Road 13 south, St. Augustine, FL, 32092, United States
Stop by the Riverdale Community Fall Festival nestled along the St. Johns River. You’ll find Live Music, Chili Contest, Hot Dogs & Drinks, Vendors, Game Area, Fall Photo Opportunity, and more.
When: Saturday, November 1, 2025 — 11:00am-3:00pm
Where: Riverdale Community Methodist Church
Free to attend! Free parking.

Whiskey, Wine & Wildlife Event 2025
2025-11-07 18:30 - 20:30, 2025-11-08 10:00 - 12:00, 2025-11-08 14:00 - 17:00, 2025-11-09 10:30 - 14:00 | FL
Whiskey, Wine & Wildlife Event 2025
Mark your calendars for November 7-9, 2025 for this annual event! W3 is a culinary weekend like no other blending food & drink lovers with the surrounding beauty of nature! Raising funds and awareness for Vilano Beach Main Street and the St. Augustine Alligator Farm Zoological Park.
Enjoy beverage tastings artfully combined with inspired cuisine from some of the South’s best chefs as well as local culinary superstars. And, education experts are on-hand Friday and Saturday, showcasing some fun, interactive programs with coastal wildlife, from alligators to reptiles.
Please Note: Attendees must be of legal drinking age or older to attend most events. No dogs or pets allowed.
Events are rain or shine and programs are subject to change without notice.
Event Info | Schedule:
Friday, November 7
* 6:30pm-8:30pm Dinner – Vilano A1A Soirée – Hyatt Place St. Augustine/Vilano Beach. A tasting event – indoors and out – with gourmet bites. Sample some of NE Florida’s best restaurants, live music and more. Guests receive souvenir glass for unlimited beer, wine and spirits tastings.
Saturday, November 8
* 10:00am – 12:00pm – Alligator Farm VIP Behind the Scenes Tour – St. Augustine Alligator Farm Zoological Park. Guests are treated to a guided, behind the scenes, private tour … with special access to several exhibits. A tour of the “Rookery” is also included where native herons, egrets, spoonbills, and wood storks can be seen. Private Wine & Cheese Reception at the conclusion. Rain or shine.
* 2:00pm – 5:00pm – W3 Main Event – Whiskey, Wine & Wildlife Block Party – Hyatt Place St. Augustine/Vilano Beach. All three of the W’s and much more including: culinary delights from the A1A Corridor – some of northeast Florida’s best * hundreds of unlimited varieties of beverage tastings (spirits, wines and beers) with a souvenir glass * live music * wildlife and educational demonstrations from St. Augustine Alligator Farm.
Sunday, November 9
* 10:30am-12:00pm & 12:15pm-2:00pm (2 seatings) – W3 Sunday Jazz Brunch at Pesca by Michael’s. Grand Finale Brunch. Indoor. Enjoy a generous array of chef-attended stations, offering elegant, seasonal fare; souvenir glass with unlimited beverage tasting stations, and live piano music by Jolie.
Satellite Parking/Shuttle Service Information
Old Town Trolley will be providing Free shuttle service making it the best and most hassle-free way to attend Saturday’s Main Event. Every 30 minutes to and from St. Johns County parks on A1A to Vilano Beach. The schedule is available on the festival website.
Click the event website link to purchase your tickets and for all additional details, including parking and shuttle information.

Historic Lincolnville Festival 2025
2025-11-07 19:00 - 23:00, 2025-11-08 12:00 - 22:00, 2025-11-09 10:00 - 15:00 | FL
Historic Lincolnville Festival 2025
Be sure to save the dates for the Historic Lincolnville Festival … Continuing the Legacy Again! November 7-9, 2025.
Festival Schedule
Friday, November 7 — 7:00pm-11:00pm
The festival kicks off with Veterans/Jazz Night with Doug Carn and his band headlining. Come help celebrate the reopening of the historic Fountain of Youth Elks Lodge on 100 Washington St.
Tickets can be purchased at at 83 Washington Street. They will include 1 free drink Friday night as well as free entrances into the 3 museums in Lincolnville on Friday only from 10:00am-4:00pm.
Tickets: $30.00 — Adults only
Saturday, November 8 — 12:00pm-10:00pm — 100 – 102 M L King Ave
12:00pm-2:00pm — Young people stage, Game trucks & Activities
2:00pm-10:00pm — Live Music featuring:
* Al & Anthony Jazz
* Heart of Elaine
* The Soulful Roots
* Cellus (Afrobeats Artist)
* King Jay Da Blountman
Sunday, November 9 — 10:00am-3:00pm — 101 M L King Ave
10:00am-12:00pm — Gospel Jazz, Coffee & Danishes
1:30pm-3:00pm — Gospel in the Park
Vendors on hand both Saturday and Sunday with clothes, jewelry, candles, body products, purses and handbags, accessories, and more.
Questions? Call 904-504-4251

Lullaby of the Rivers Pop-Up Festival
2025-11-22 11:00 - 17:00 | Limelight Theatre, 11 Old Mission Avenue, St. Augustine, FL, 32084, United States
Lullaby of the Rivers Pop-Up Festival
Join us at the Limelight Theatre for the “Free” Lullaby of the Rivers Pop-Up Festival. There will be outstanding entertainers in musical traditions of folk, Americana, jazz, and blues providing memorable performances! Along with vendors and exhibitors.
When: Saturday, November 22, 2025 — 11:00am-5:00pm
Where: Limelight Theatre Parking Lot
The All-star lineup includes the likes of:
* Acoustic Anomaly
* Bad Dog Mama
* Bear & Robert
* Buffalo Rose
* Dave Besley & Sue Wescott
* Duffy Bishop Band
* John Dickie IV
* Katherine Archer
There will be exhibitors on hand teaching people about the environment, especially Florida’s rivers, and explore how nature inspires the arts. They include:
* NE Florida Sierra Club
* Bee Augustine
* Lullaby of the Rivers
* and others
Activities and workshops invite the whole family to participate. Bamboo river sticks are a festival favorite, cut to size and ready to personalize while learning how to use them. Vendors offer an array of their own nature-inspired wares and provide favorite festival foods and beverages.
Stick around afterwards for the premier of Ancient City Limits Concert, a ticketed event in the Limelight’s Black Box.

Christmas Experience at Ancient City Farmstead
2025-11-28 17:00 - 21:00, 2025-11-29 15:00 - 21:00, 2025-11-30 15:00 - 21:00, 2025-12-05 17:00 - 21:00, 2025-12-06 15:00 - 21:00, 2025-12-07 15:00 - 21:00, 2025-12-12 17:00 - 21:00, 2025-12-13 15:00 - 21:00 and 4 more dates | Ancient City Farmstead, 395 St Marks Pond Blvd, St. Augustine, FL, 32095, United States
Christmas Experience at Ancient City Farmstead
St. Augustine’s ultimate Christmas Experience returns to Ancient City Farmstead! Head to this holiday spectacle so packed with family fun that you’re liable to find yourself on the naughty list!
When: Weekends – November 28-December 21, 2025 || Fridays — 5:00pm-9:00pm | Saturdays and Sundays — 3:00pm-9:00pm
Christmas Wonderland Features Fun for All:
🎄 Experience nightly lighting ceremonies of the region’s tallest decorated Christmas tree. It’s just like Rockefeller Center without the trip to NYC!
🎅 Visit Santa in his workshop to make sure you’ve secured your spot on the nice list! Be sure to tell him everything you want this Christmas.
🔥 Roast marshmallows over the giant fire pit with friends, old and new.
🫎 Compete in free reindeer games and win prizes.
☕️ Sip on hot cocoa and snack on seasonal concessions.
🌲 Take the festive feeling home when you pick out the perfect Christmas tree from the forest of 2,000+ spruce trees.
⛸️ Lace up your skates and flaunt your stuff on Florida’s only outdoor skating rink!
Photo ops … Memories to last a lifetime abound.
Free onsite parking.
Cost:
$25.00 — Adults – ages 16-65
$20.00 — Seniors & Military w/Military ID
$15.00 — Children – ages 3-15
Free — Children under 3
To give your family the ultimate Christmas Experience click the event website link to get your tickets now!

Gullah Geechee Heritage Festival 2025
2025-12-06 12:00 - 17:00 | Armstrong Park, 4950 Harvey Avenue, Elkton, FL, 32033, United States
Gullah Geechee Heritage Festival 2025
Join us for the 12th annual Gullah Geechee Heritage Festival! Immerse yourself in authentic Gullah Geechee culture and heritage! Traditional Music, Dance, Foods and Crafts!
Start your day with the Rails to Trails Bicycle Tour at 9:00am (click event website link for details as they become available).
When: Saturday, December 6, 2025 — 12:00pm-5:00pm
Where: Armstrong Park
Celebrating 451 years of West African influence in St. Johns County!
Free and family-friendly! That includes well-behaved, leashed dogs. Entertainment and activities for ALL ages!
Performers include …
* Gullah Geechee Ring Shouters
* El Shaddei Dance Ministry
* Str8up Jax
* Marcellaus Brown’s Band
* JW Gilmore & The Blues Authority
There will also be various exhibitors on hand.
Food and beverage available for purchase.
This event benefits the SEA Community Resource Center.
Click the event website link for all additional information.

Jimmy Jam BBQ Slam 2026
2026-01-10 10:00 - 18:00 | St. Johns County Fairgrounds, 5840 State Road 207, Elkton, FL, 32033
Jimmy Jam BBQ Slam 2026
Be sure to head to the St. Johns County Fairgrounds for the 10th Annual Jimmy Jam BBQ Slam! The Largest BBQ Competition in North Florida! Featuring the best pitmasters from across the nation competing at either the Backyard or Pro level.
When: Saturday, January 10, 2026 — 10:00am-6:00pm
Honoring James Wray and embodying everything Jimmy loved…helping others, BBQ and cars. Every dollar raised goes to help meet the needs of people throughout the community needing a helping hand!
KCBS BBQ Competition * Chili & Chowder Cookoff Car Show * Lumberjack Show * Cornhole Competition * Live Music * Local Vendors * Kids Zone * Great Food * Raffle … and More!
Event Schedule
10:00am — Gates Open | Free Parking
10:00am — Sign-up for Cornhole Tournament
11:00am & 2:00pm — Paul Bunyan Lumberjack Show (free)
11:00am-3:00pm — Chili & Chowder Cook-Off — Purchase $1.00 Tasting Tokens to sample delicous chili and chowder. Every $10.00 spent gets you 1 Voting Token.
2:00pm-4:00pm — Barbeque Tastings. Purchase $1.00 Tasting Tokens to enjoy a variety of delectable BBQ. Every $20.00 spent gets you 1 Voting Token to help crown the BBQ champion.
Tickets:
General Admission — $15.00 (Ages 10 and under Free)
VIP Experience — $50.00+ — Receive 5 Free Chili Tasting Tickets & 5 Free BBQ Tasting Tickets, 1 Free Beer. VIP Bathroom Access & VIP Parking.
Pet-friendly … However, they must be leashed at all times.
Click the event website link for all additional details. That includes competition information, event registration information and more. And to purchase your tickets.
Image used is from event website.

Creekside Music & Arts Festival 2025
2026-02-07 10:00 - 16:00 | Princess Place Preserve, 2500 Princess Place Rd, Palm Coast, FL, 32137, United States
Creekside Music & Arts Festival 2025 (2026)
Head to Princess Place Preserve for the 20th annual Creekside Music & Arts Festival! Gather under the majestic oaks for this local tradition that celebrates the natural beauty of Northeast Florida. Due to the unsafe weather forecast for October 4 & 5, the 20th annual Creekside Festival has been rescheduled. We’ll see you next year … .
When: Saturday and Sunday, February 7 and 8, 2026 | 10:00am-4:00pm
Bring the whole family for this fun event!
What’s Happening
* Bring a lawn chair and enjoy non-stop Country music all weekend
* Shop rows of unique arts & craft vendors … over 100
* Historic demonstrations from a blacksmith, a fur trapper and pottery wheel creations
* Comedy Stunt Show from the Soccer Collie’s
* Kids zone with train rides, pony rides, petting zoo, hayrides, bounce houses and more
* Grab a bite in the flavorful food court
* Enjoy fall festival brews in the Beer Garden along with Charlie Cracker’s authentic moonshine and old Florida stories
* Explore the Princess Lodge and other historic sites
Admission … at the gate: $10.00 — Adults | Kids 12 and under — Free
Free Parking | ATMs on Site
Click on the event website link for all additional information.
