St. Augustine, FL | Oldcity.com

Amphitheatre Farmers Market
2025-12-20 08:30 - 12:30, 2025-12-27 08:30 - 12:30, 2026-01-03 08:30 - 12:30, 2026-01-10 08:30 - 12:30 (America/New_York) | St. Augustine Amphitheatre, 1340C A1A South, St. Augustine, FL, 32080, United States
St. Augustine Amphitheatre Farmers Market
Stop by the St. Augustine Amphitheatre on Saturdays for the Farmers Market … 8:30am-12:30pm. Select from a variety of fresh foods, artisan goods, flowers, and local art. And, you can also enjoy live entertainment on the Front Porch.
Free Admission ** Free parking at The Amp, the Elks Lodge, and the front paved lot at R.B. Hunt Elementary School.
No Pets please!
The St. Augustine Amphitheatre Farmers Market is a Green Market! So, please bring reusable shopping bags and/or containers. Or, you can purchase one of their reusable totes.
You SNAP, We Match! Swipe your SNAP card and receive up to $40.00 extra to buy Florida-grown fruits and vegetables.
Click event website link for full details.

Performances of The Nutcracker
2025-12-20 13:30, 2025-12-20 19:00, 2025-12-21 14:00 | Lewis Auditorium at Flagler College, 14 Granada Street, St. Augustine, FL, 32084, United States
Enjoy performances of the Holiday classic The Nutcracker by the St. Augustine Ballet! Featuring local dance students, professional guest artists, and community “celebrities”.
The Sugar Plum Fairy, the Mouse King, Clara, Uncle Drosselmeyer and all the Nutcracker characters will be on stage this holiday season to thrill and delight you. Director Luis Abella
Performance Dates | Times:
Friday, December 19, 2025 — 7:00pm
Saturday, December 20, 2025 — 1:30pm & 7:00pm
Sunday, December 21, 2025 — 2:00pm
Where: Lewis Auditorium – Flagler College
Tickets: Prices range from $35.00-$50.00
Click event website link for all the details and to purchase your tickets.
Image used is from the St. Augustine Ballet’s website.

Christmas Sing-A-Long
2025-12-20 14:00 - 16:00 | Shores United Methodist Church, 724 Shores Boulevard, St. Augustine, 32086
Join us at St. Augustine Shores United Methodist Church for our Christmas Sing-A-Long! It’s a festive A Cappella celebration making a joyful noise that resonates with the spirit of togetherness and devotion! All are welcome!
When: Saturday, December 20, 2025 — 2:00pm-4:00pm

Music at Colonial Oak Music Park
2025-12-20 14:00 - 22:00, 2025-12-24 17:00 - 20:00 | Colonial Oak Music Park, 33 St George St., St. Augustine, FL, 32084, United States
While you’re in downtown St. Augustine in December, stop in and listen to the Music at Colonial Oak Music Park. You’ll hear anything from country to blues to funk to folk to rock ‘n roll.
Free Admission for most events — with the exception of ticketed events. Family-friendly.
7:00pm-10:00pm — Thursday, Friday, and Saturday nights – with Thursday usually being Country Night
6:00pm-10:00pm — Sunday: December 7 & 14
December features some extra performance dates to celebrate the holiday season
3:00pm-10:00pm — Winter Wonder Jams — featuring a rotating lineup of St. Augustine’s favorite local musicians. Select dates: December 21, 22, 23, 26, 27, 28, 29, & 30.
December 24 (Christmas Eve) 5:00pm-8:00pm – features Sam Pacetti.
December 31 (New Years Eve) 2:00pm-11:30pm – features:
Sam Pacetti – 2:00pm-5:00pm
Dewey Via Band at 7:00pm
Ticketed Shows:
Wednesday, December 3 | 6:00pm-10:00pm — Toubab Krewe
Wednesday, December 10 | 6:00pm-10:00pm — Coyote Island
Thursday, December 11 | 6:00pm-10:00pm — Ax & the Hatchmen
Food and Beverages available for purchase.
Click the event website link for additional details.

Vilano Holiday Village 2025
2025-12-20 15:00 - 21:00 | Vilano Beach Main Street, 101 Vilano Road, St. Augustine, FL, 32084, United States
Vilano Holiday Village 2025
Be sure to join us for the annual Vilano Holiday Village … every Saturday from November 29 through December 20. Celebrate the magic of the holidays in Vilano Beach!
Family-friendly and festive fun! Carolers, crafts, and more .. appearances by Santa and Mrs. Claus and lighting of the Christmas Tree.
Events Schedule
November 29 — 3:00pm-9:00pm
* Santa & Mrs. Claus
* The Grinch
* Holiday Craft
December 6 — 3:00pm-9:00pm
Tree Lighting Celebration
* Live Music from 4:00pm-6:00pm
* Lighting of the Tree at 6:00pm
* Santa / Letters to Santa
* Grinch
* Free refreshments
December 13 — 3:00pm-9:00pm
* Holiday Circus in the Hampton Inn parking lot – at 1:00pm, 2:00pm, & 3:00pm
* Magic Show at the Holiday Inn Express – at 6:00pm
* Santa / Letters to Santa
* Pub Crawl
December 20 — 3:00pm-9:00pm
* Carolers
* Vilano Beach Holiday Artisan Market at corner of Coastal Highway and Vilano Road – 4:00pm-8:00pm
* Children’s Entrepreneur Market at corner of Coastal Highway and Vilano Road – 4:00pm-8:00pm
* Santa & Mrs. Claus
Click the event website link for additional information.

Gamble Rogers Concert Series
2025-12-20 19:00 | The Waterworks, 184 San Marco Avenue, St.Augustine, 32084
Live from The Waterworks – Gamble Rogers Concert Series 2025-2026
These monthly concerts at The Waterworks celebrate the legendary recording artist Gamble Rogers, whose balladry and storytelling shaped American folk music. They feature a variety of talented musicians from across the country (regional or national headliners) as well as a rising YoungFolk opener.
Performance Schedule
October 18, 2025 — The New 76ers
November 22, 2025 — Jordan Tice
December 20, 2025 — A Guitar Outlaw Christmas
January 17, 2026 — Robert Bowlin & Wil Maring
February 21, 2026 — Sunny War
March 21, 2026 — Pat Bergeson & Bruce Forman
April is the Gamble Rogers Folk Festival at the SJC Fairgrounds
May 16, 2026 — Walter Parks
June 20, 2026 — Guy Davis
Doors Open at 6:30 | Show at 7:00pm
Libations available for purchase.
Ticket Information
Tickets go on sale Tuesday, August 26, at 10:00am. There are only 120 seats per show … so, tickets will go fast!
General Admission: $30.00 | VIP (front of house seating): $40.00
Click the event website link to purchase your tickets and for all additional information.
Presented in partnership with The St. Johns Cultural Council.

Performances of Annie at Limelight
2025-12-20 19:30, 2025-12-21 14:00 | Limelight Theatre, 11 Old Mission Avenue, St. Augustine, FL, 32084, United States
Performances of the beloved musical Annie are at Limelight Theatre December 5-21, 2025.
About Annie
Book by Thomas Meehan
Music by Charles Strouse
Lyrics by Martin Charnin
Original Broadway Production by Martin Charnin
Directed by Jonny O’Leary
The musical is about Annie – an optimistic orphan who captures hearts (and maybe even saves a billionaire). Perfect for families and the holiday spirit!
Performance Times:
Thursday – Saturday @ 7:30pm | Sunday Matinee @ 2:00pm
Preview Night: December 4, 2025
Terrific Tuesday: December 16, 2025
An extra performance has been added for Sunday, December 14 at 7:30pm
Wearing of masks is optional.
Click the event website link for all additional information, including ticket prices, and to purchase your ticket(s). Or call the Box Office at 904-825-1164.

Community Chorus Christmas Concert 2025
2025-12-20 19:30 - 21:30, 2025-12-21 14:00 - 16:00 | Cathedral Basilica of St. Augustine, 38 Cathedral Place, St. Augustine, FL, 32084, United States
St. Augustine Community Chorus Christmas Concert 2025
Enjoy songs of the holiday season … festive cheer, glorious harmonies, and special collaborations with the Gainesville Brass Quintet and the St. Augustine Youth Chorus. Let the music of the season lift your spirit — and together we’ll all Rejoice!
This years’ concert is titled “Rejoice!” – a joyful celebration of the season. From soulful spirituals to timeless classics, this year’s program highlights American composers in honor of the upcoming America 250, with a touch of British tradition (and, of course, Handel).
When:
Saturday, December 20 — 7:30pm-9:30pm
Sunday, December 21 — 2:00pm-4:00pm
Where: Cathedral Basilica of St. Augustine …. where the acoustics are great!
Ticket Prices
General Admission (First Come, First Served):
$30.00 – Adult | $12.00 – Ages 17 & Under | $5.00 – Military with ID
A Season Ticket Package is also available for $65.00.
Click the event website link for all additional information and to purchase your ticket(s).

Winter Wonder Jams
2025-12-21 15:00 - 22:00, 2025-12-22 15:00 - 22:00, 2025-12-23 15:00 - 22:00, 2025-12-26 15:00 - 22:00, 2025-12-27 15:00 - 22:00, 2025-12-28 15:00 - 22:00, 2025-12-29 15:00 - 22:00, 2025-12-30 15:00 - 22:00 | Colonial Oak Music Park, 33 St George St., St. Augustine, FL, 32084, United States
Winter Wonder Jams at Colonial Oak Music Park
During the month of December – on select dates – you’ll hear some great music from some of St. Augustine’s favorite local musicians. There will be an opening set from 3:00pm-6:00pm followed by an evening performance from 7:00pm-10:00pm.
Free and family-friendly! Stop in and enjoy the performances!
Food and Beverages available for purchase.
3:00pm-10:00pm on:
Sunday through Tuesday — December 21-23 | Friday through Tuesday — December 26-30.
Click the event website link for additional details.

Kaleidoscope - Open Mic + Art Showcase
2025-12-21 19:00 | Limelight Theatre, 11 Old Mission Avenue, St. Augustine, FL, 32084, United States
Kaleidoscope – Open Mic + Art Showcase
Calling all creative people to the Limelight Theatre for Kaleidoscope. This FREE event gives artists and extraordinary people a platform to share their talent and creations in a safe space.
People can perform spoken word poetry, original music, standup comedy, and even karaoke. Visual artists display their canvases, prints, jewelry, and crafts. Writers display their books.
These Sunday evenings are ones to remember in a cabaret setting.
Schedule – 7:00pm on:
August 24, 2025
September 28, 2025
October 26, 2025
November 30, 2025
December 21, 2025 — for the Christmas Holidays — Wear you most Festive Holiday attire! There will be … Open Mic * Karaoke * Snacks & Drinks
January 25, 2026
February 22, 2026
March 29, 2026
April 19, 2026
May 24, 2026
June 14, 2026
So … come sing, spit poetry, tell jokes and/or stories, vibe out with your instrument, bring your artist endevouer — prints, books, handmade goods, jewelry, etc…
Click the event website link for all additional information.

Gamble Jam Session
2025-12-27 14:00 - 16:00 | Gamble Rogers Memorial State Recreation Area, 3100 S Oceanshore Blvd, Flagler Beach, FL, 32136, United States
Musicians of all skill levels are welcome to the Gamble Jam Session “Jam Out” at Gamble Rogers Memorial State Recreation Area. Musicians gather to play in remembrance of James Gamble Rogers IV. He was a renowned folk singer, entertainer and storyteller and the park was renamed after him.
Bring a chair and instrument and join in or enjoy listening. Acoustical instruments of all types are welcome.
Held on the second and fourth Saturday of the month from 2:00pm-4:00pm at the Gamble Jam Pavilion.
Free with Regular Park Entrance Fee:
* $5.00 per carload of two to eight people
* $4.00 for one person in a car
* $2.00 per pedestrian or bicyclist and for extra passengers of visitors holding an Annual Individual Entrance Pass
Click the event website link for additional details.

New Year's Eve Countdown at The Oak
2025-12-31 14:00 | Colonial Oak Music Park, 33 St George St., St. Augustine, FL, 32084, United States
New Year’s Eve Countdown at Colonial Oak Music Park

Stop in at Colonial Oak Music Park … it’s the place to be on New Year’s Eve!
From 2:00pm-5:00pm enjoy the music of Sam Pacetti.
Then, starting at 7:00pm … ring in the New Year with the Dewey Via Band!
Free to attend! Food and Beverages available for purchase.
Click the event website link for additional details.

First Coast Opera Performs Carmen
2025-12-31 19:30 - 22:30, 2026-01-02 14:00 - 17:00, 2026-01-04 14:00 - 17:00 | Lewis Auditorium at Flagler College, 14 Granada Street, St. Augustine, FL, 32084, United States
First Coast Opera Performs Carmen
Passion ignites this holiday season as First Coast Opera brings George Bizet’s ‘Carmen’ to life in its grandest production in 26 years. From the allure of the “Habanera” to the triumphant “Toreador Song”, the drama and unforgettable melodies have captivated audiences for generations.
General & Artistic Director Curtis Tucker conducts and Mark Freiman directs. More than 80 artists unite in this fully-staged production with orchestra, chorus, and children’s chorus. Performances will be sung in French with projected English supertitles.
Where: Lewis Auditorium – Flagler College
When:
Wednesday, December 31, 2025 | 7:30pm-10:30pm
Friday & Sunday, January 2 & 4, 2026 | 2:00pm-5:00pm
Pre-Show Information
​Ticket holders are invited to join us in the Lewis Auditorium one hour before the opera performance begins for a free, pre-show talk discussing upcoming production. Enhance your opera-going experience, mingle with your fellow opera-goers, and be among the first to hear facts exclusive to First Coast Opera productions.
Cost
* Adults: $90.00, $75.00, & $45.00
* Students: $20.00
* Group Rates also available for 10 or more
Click the event website link to purchase your ticket(s) and for all additional information.
