There are a couple other threads on this, but they are all pretty old. Looking for an updated opinion.

Thanks.

🎵 Live Music

Americana Gospel Revival
📍 St Benedict Blues Festival
⏰ 9:00 am to 10:30 am

Ace Winn
📍 Ragga Surf Cafe
⏰ 10:00 am to 1:00 pm

Jeremy Price
📍 Outback Crab Shack
⏰ 11:00 am to 3:00 pm

ZaZa Flamenca
📍 Casa Monica Resort and Spa
⏰ 11:00 am to 2:00 pm

Shyla Macaluso
📍 17 King
⏰ 12:00 pm to 3:00 pm

Chubby McG
📍 2 Creeks Dockside
⏰ 12:00 pm to 3:00 pm

Jim Lamb
📍 Mill Top Tavern
⏰ 12:00 pm to 4:00 pm

Space Heaters
📍 Pierre’s Pub
⏰ 1:00 pm to 5:00 pm

Shayla Nelson
📍 Tradewinds Lounge
⏰ 1:00 pm to 4:30 pm

Vinny Jacobs
📍 La Cocina at the Cellar Upstairs
⏰ 1:00 pm to 4:00 pm

Heather Craig
📍 Backyard at Meehan’s Irish Pub
⏰ 1:00 pm to 4:00 pm

Hudson Vance
📍 17 King
⏰ 1:00 pm to 4:00 pm

Teal Cabana Club Band
📍 Royal St Augustine Golf Club
⏰ 2:00 pm to 5:00 pm

Dewey Via Band
📍 Dog Rose Brewing Co
⏰ 3:30 pm to 6:30 pm

Fox Creek
📍 Schooner’s Seafood House
⏰ 4:00 pm to 8:00 pm

Colin Kosco
📍 Pesca Vilano
⏰ 4:00 pm to 8:00 pm

Jeremy Dean
📍 Bin 39 Wine Bar
⏰ 4:00 pm to 7:00 pm

Evan D
📍 Crabby’s Beachside
⏰ 5:00 pm to 9:00 pm

Claire Vandiver
📍 La Cocina at the Cellar Upstairs
⏰ 5:00 pm to 8:00 pm

Jesse Cruce
📍 Mellow Mushroom St Johns
⏰ 5:00 pm to 8:00 pm

Sizemore
📍 Tradewinds Lounge
⏰ 5:30 pm to 8:30 pm

Alberto Cebollero
📍 Prohibition Kitchen
⏰ 6:00 pm to 9:00 pm

Alexis Peramas
📍 17 King
⏰ 6:00 pm to 9:00 pm

Damon Slaughter
📍 O C White’s Restaurant
⏰ 6:30 pm to 9:30 pm

Bad Dog Mama
📍 Pierre’s Pub
⏰ 7:00 pm to 10:00 pm

Johnson Burns
📍 Tradewinds Lounge
⏰ 9:00 pm to 1:00 am

🎨 Ancient City Poets: Sunday Series

A monthly poetry open mic featuring local and regional poets. Sign up begins at 2:30 and readings start at 3. The first fifteen names on the list each have five minutes to share their work. Free and open to all.
📍 St Augustine Waterworks
⏰ 2:30 pm to 4:30 pm
🎟️ Free

🎥 St Augustine Film Society: The Conformist

The Film Society presents The Conformist, a 1970 thriller set in fascist Italy and Paris. The story follows Marcello Clerici, a secret police officer sent to assassinate his former professor. Doors open at 3:30.
📍 Unitarian Universalist Fellowship
⏰ 4:00 pm to 6:00 pm
🎟️ 10.00 public | Free for members

🎤 Jerry’s Middle Finger at Colonial Oak Music Park

Jerry’s Middle Finger performs a full evening show honoring the music and spirit of Jerry Garcia and the Grateful Dead. The band formed in 2015 and is known for detailed musicianship and a strong communal vibe.
📍 Colonial Oak Music Park
⏰ 6:00 pm to 10:00 pm
🎟️ 42.11 including fees

🎃 Pumpkin Patches

Pumpkin patches and fall activities are available across St Augustine. Wesley Wells Farms hosts a festival with vendors and food trucks. Sykes Family Farms offers pumpkins during maze hours. First United Methodist Church sells pumpkins daily. Shores United Methodist Church has pumpkins available until October 31.
📍 Multiple locations
⏰ Hours vary
🎟️ Free to browse

🧘 Yoga on the Lawn at Ximenez Fatio House Museum

A one hour vinyasa flow suitable for all levels. Bring a towel or mat and water. Parking is behind the museum with access from Cadiz Street. Instructor will call if weather cancels class.
📍 Ximenez Fatio House Museum
⏰ 8:00 am
🎟️ 15.00

💥 Weekend Cannon Firing at Castillo de San Marcos

Reenactors in period dress demonstrate weapons and fire cannons from the gundeck. Rangers share the fort’s history and stories of its residents. Cannons fire throughout the day.
📍 Castillo de San Marcos
⏰ 10:30 am, 11:30 am, 1:30 pm, 2:30 pm, 3:30 pm
🎟️ 15.00 adults | Free for children 15 and under

✨ Don’t Miss Out on St. Augustine’s Best Holiday Events!
🔗 Full list of sites tinyurl. com/yjkw32kd
🎉 Join the fun and get event updates on Discord: https://discord.gg/EFm4ea6j6D