2025 Pin Up Paws Auction
2025-10-06, 2025-10-07, 2025-10-08, 2025-10-09, 2025-10-10, 2025-10-11, 2025-10-12, 2025-10-13 and 11 more dates | Online
2025 Pin Up Paws Auction
The St. Augustine Humane Society is kicking off its’ 15th Annual Pin Up Paws Auction. This community fundraiser supports pets and families in Northeast Florida!
Online, the auction begins on September 29 and runs through November 1, 2025. It features local dining, entertainment, travel experiences, and unique gift packages.
The auction culminates with the Pin Up Paws Gala on October 23, 2025 at The White Room in downtown St. Augustine.
Proceeds benefit the St. Augustine Humane Society’s mission, which is to provide affordable veterinary care and resources that help prevent animal surrender and reduce pet overpopulation in the community.
Click the event website link to place your bids.

Fall Plant Sale
2025-10-10 09:00 - 14:00, 2025-10-11 09:00 - 14:00 (America/New_York) | St. Johns County Agricultural Extension Office, 3125 Agricultural Center Dr, St. Augustine, FL, 32092, United States
Fall Plant Sale
It’s that time again! The St Johns County Master Gardener Volunteers are having their annual Fall Plant Sale fundraiser! Proceeds directly fund the Master Gardener program. So, come show your support!
There will be landscape plants, houseplants, and vegetable seedlings available to purchase. Tours will also be given of the Demonstration Gardens located on the property.
When: Friday & Saturday, October 10 & 11, 2025 | 9:00am-2:00pm

First Coast Opera Fanfare! Event
2025-10-10 18:00 - 21:00 | St. Anastasia Catholic Church, 5205 A1A S, St. Augustine, FL, 32080, United States
First Coast Opera Fanfare! Event
Join us for this one-night-only event highlighting the season’s upcoming operas. Hosted by General & Artistic Director Curtis Tucker.
When: Friday, October 10, 2025 — Doors open @ 6:00pm | Dinner @ 6:30pm
Where: Celebration Hall at St. Anastasia Catholic Church
Featuring a multi-course catered dinner by Chef Norberto Jaramillo of La Cocina at the Cellar Upstairs. And, musical excerpts performed by members of the University of Florida Opera Department from Gainesville.
Tickets: $150.00 – Adult | $50.00 – Student
Click the event website link to purchase your ticket(s) and for all additional information.

Shine A Light - 5K for Epic-Cure 2025
2025-10-11 07:30 | Anastasia Baptist Church, 1650 A1A South, St. Augstine, FL, 32080, United States
Join us for the 4th annual Shine A Light – 5K for Epic-Cure 2025 on Saturday, October 11, 2025! This year with a new start/finish line and new start time!
Start time 7:30am. Virtual options also available.
The 5K run/walk begins (and ends) at Anastasia Church. Proceed with a run through Anastasia State Park with turns and hills, then through one of St. Augustine’s beautiful neighborhoods. The last leg of the run shoots the runners back Old Beach road to the finish line at Anastasia Church.
Awards and refreshments are at the finish line.
Benefiting Epic-Cure.
Click the event website link for registration fees, to register, and for all additional details.

Unity Pink Motorcycle Ride 2025
2025-10-11 08:30 | Adamec Harley-Davidson of St. Augustine, 380 Outlet Mall Blvd., St. Augstine, FL, 32084, United States
Save the date for the Annual “Unity Pink Ride” Motorcycle Ride! Begin and end at the Adamec Harley-Davidson® in St. Augustine. The nearly 70 miles escorted motorcycle ride covers scenic roadways in the area.
When: October 11, 2025
Goody Bags for the first 300 riders to register!
Pre-registration opens in September.
Registration Day of Starts at 8:30am | Kickstands Up at 10:30am
Live Band * Raffle * Silent Auction
Let your engines roar for a good cause! Show your support in the fight against breast cancer! All of the funds raised through this event go toward helping breast cancer patients and their families.
Cost: Rider $30.00 | Passenger $20.00 (To be confirmed)
Click event website link for all the details including registration, sponsorship.
Image used is from event website.

Staged Reading at The Limelight
2025-10-11 19:00 | Limelight Theatre, 11 Old Mission Avenue, St. Augustine, FL, 32084, United States
Staged Reading at The Limelight – When All The Saints Are Gathered
Join us at the Limelight when we present When All The Saints Are Gathered … a special event that is like no other. The event is a fundraiser for The Foundation of The Museum of Black History.
About the Event/Play
By Nikki Toombs
Set in St. Augustine at the height of the Civil Rights Movement, it follows the journey of five students eager to contribute to the fight for justice. While the national movement is often defined by figures like Dr. Martin Luther King Jr. and Ralph Abernathy, this story focuses on those who were the boots on the ground; leaders like Dr. Robert Hayling, who risked everything for the cause.
Through the students’ eyes, we witness their training, their fears, and their triumphs as they prepare for sit-ins, marches, and wade-ins, facing violent backlash at every turn.
The play highlights pivotal historical moments, such as the loss of the NAACP charter, the Klan’s attack on Dr. Hayling’s home, and the attempted assassination inside his dental office. The arrival of Dr. King further shifts the movement’s momentum, but the play does not shy away from showing how local leaders like Hayling sacrificed their safety and livelihoods for the movement. Each student, guided by Hayling’s mantra, “Never give up”, takes a different path. Their journey will challenge the audience to examine what it truly means never to give up.
Where: Limelight Theatre
When:
Saturday, October 11, 2025 — 7:00pm
Cost: $100.00
Encore reading on Sunday, October 12, 2025 — 1:00pm. Tickets go on sale Sunday, October 5, 2025.
Questions? Call the Box Office at 904-825-1164

Staged Reading at The Limelight
2025-10-12 13:00 | Limelight Theatre, 11 Old Mission Avenue, St. Augustine, FL, 32084, United States
Staged Reading at The Limelight – When All The Saints Are Gathered
Join us at the Limelight when we present When All The Saints Are Gathered … a special event that is like no other. The event is a fundraiser for The Foundation of The Museum of Black History.
About the Event/Play
By Nikki Toombs
Set in St. Augustine at the height of the Civil Rights Movement, it follows the journey of five students eager to contribute to the fight for justice. While the national movement is often defined by figures like Dr. Martin Luther King Jr. and Ralph Abernathy, this story focuses on those who were the boots on the ground; leaders like Dr. Robert Hayling, who risked everything for the cause.
Through the students’ eyes, we witness their training, their fears, and their triumphs as they prepare for sit-ins, marches, and wade-ins, facing violent backlash at every turn.
The play highlights pivotal historical moments, such as the loss of the NAACP charter, the Klan’s attack on Dr. Hayling’s home, and the attempted assassination inside his dental office. The arrival of Dr. King further shifts the movement’s momentum, but the play does not shy away from showing how local leaders like Hayling sacrificed their safety and livelihoods for the movement. Each student, guided by Hayling’s mantra, “Never give up”, takes a different path. Their journey will challenge the audience to examine what it truly means never to give up.
Where: Limelight Theatre
When:
Saturday, October 11, 2025 — 7:00pm
Cost: $100.00
Encore reading on Sunday, October 12, 2025 — 1:00pm. Tickets $25.00
Questions? Call the Box Office at 904-825-1164

Wildflower Healthcare 4th Annual Putt Putt Tournament
2025-10-13 10:00 - 14:00 | Fiesta Falls Miniature Golf, 818 A1A Beach Blvd, St. Augustine, 32080
Wildflower Healthcare 4th Annual Putt Putt Tournament
Swing into the most fun Putt Putt event of the year! Wildflower Healthcare’s 4th Annual Putt-Putt Tournament is back! And, you don’t want to miss it. Imagine spending your day with friends, laughter, and a little friendly competition … all while supporting a great cause.
When: Monday, October 13, 2025 — 10:00am-2:00pm
Where: Fiesta Falls Miniature Golf
* Tee times are 10:00am and 12:30pm
* Light lunch is served for all at 11:30am
* A live DJ who’ll be keeping the energy high
* Take a photo with a mermaid
* Great prizes for a hole in one … and you can buy Mulligans
* 50/50 Drawings
You’ll also have the chance to meet our amazing Wildflower staff, volunteers, and supporters who make our mission possible.
And here’s the best part: every swing you take helps provide free medical and dental care to uninsured adults in St. Johns County. That means your day of fun directly impacts the lives of neighbors in need.
This isn’t just mini golf. It’s music, laughter, community, and purpose all rolled into one. Grab your spot, bring your A-game (or just your sense of humor), and join us for a Columbus Day you’ll never forget!
Cost: $30.00 per person
Click the event website link for additional details and to purchase your tickets!

2026 Pin Up Paws Calendar Party
2025-10-23 18:00 - 21:30 | The White Room, 1 King Street, St. Augustine, FL, 32084, United States
Join us for the 2026 Pin Up Paws (PUP) Calendar Party where “The Gilded Paw” calendar is revealed! Find out whose pet “won” the ‘Grand Masterpiece’ cover and whose is a celebrated portrait of the month.
When: Thursday, October 23, 2025 — 6:00pm-9:30pm
Where: The White Room
Enjoy a delicious dinner, complimentary wine, cash bar, music by the House Cats jazz quartet, silent auction, wine pull, photo booth, caricature artist, and a free copy of the 2026 A Gilded Paw calendar.
Free parking is available nearby at Trinity Parish Parking Lot.
Tickets: $135.00 per person | pricing per table also available
Click the event website link for all the de”tails” and to purchase your tickets. Tickets also available at the Front Desk of the Humane Society.
This event is the largest fundraising effort the Humane Society hosts each year. All of the money raised will directly benefit our lifesaving programs and resources which provide care to the pets who need it most.

St. Benedict the Moor Blues Fest 2025
2025-10-24 16:00 - 22:00 | 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.

Rooted in Excellence Fall Harvest Dinner
2025-10-24 18:00 | Michael’s, 117 Vilano Road, St. Augustine, FL, 32084, United States
You are invited to the Rooted in Excellence Fall Harvest Dinner. This signature dinner series is in partnership with the Friends of James Beard Foundation and benefits Pie in the Sky Community Alliance.
Rooted in Excellence brings together acclaimed chefs, local farmers, and passionate supporters to celebrate our region’s culinary spirit while providing fresh, healthy food to low-income seniors in St. Johns County through Pie in the Sky’s essential programs.
When: October 24, 2025 — 6:00pm
Where: Michael’s Private & Main Dining Rooms … for an intimate gathering of 100 guests
Cost: $250.00 per guest … includes multi-course dinner, thoughtfully paired wines, and a portion supporting Pie in the Sky’s mission.
Click the event website link to purchase your ticket(s).
