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St. Augustine Florida Winter Events
By popularity
By popularity
By date
Type
Type
Music
Performing Arts
Sports & Outdoors
Comedy
Meetup
DEC
5
FRI
Tradewinds - St Augustine, FL
MUSIC
Tradewinds Lounge
8:30 PM
DEC
6
SAT
Blistur @ Trade Winds Lounge
MUSIC
Tradewinds Lounge
9:00 PM
DEC
6
SAT
Militia Muster at Fort Mose
OTHERS
Fort Mose Historic State Park
9:30 AM
DEC
19
FRI
Colleen Orender @ Pierre's Pub
MUSIC
Pierre's Pub
7:00 PM
DEC
20
SAT
Vilano Beach Artisan Market
SHOPPING
Vilano Beach Main Street – Vilano Road
4:00 PM
DEC
26
FRI
Garygigs
MUSIC
The Boathouse St. Augustine
5:30 PM
JAN
24
SAT
46th Annual Matanzas 5000
5K
Francis Field
8:00 AM
JAN
31
SAT
FinalEyes CE 2026 -
OTHERS
World Golf Village Renaissance St. Au…
7:00 AM ·
$108
MAR
1
SUN
Final Harvest In Concert
MUSIC
The Village Church
2:00 PM
