Military Events and Activities
Plan your visit around reenactments, parades, and military-related activities.
Military-Related Events & Activities in St. Augustine
St. Augustine offers more than just sandy beaches and historic streets — our historic city is full of military history and an appreciation for those who've served. Whether you’re a history enthusiast, a military member or veteran, or just looking for interactive family-friendly activities, St. Augustine has something to offer. Explore these military events, reenactments, and activities for military personnel and veterans, and start planning your next visit today.
1. Battle of Bloody Mose Reenactment
Step into the past and experience a pivotal moment in history as Fort Mose’s brave free Black militia courageously fights to defend St. Augustine from British invaders. Watch the battle unfold with authentic costumes, live-action reenactments, and immersive demonstrations. It’s more than just a show — it’s a chance to connect with the bravery, resilience, and determination that shaped America’s oldest city.
2. Drakes Raid Reenactment
Imagine colonial life as you witness the dramatic clash of 1586 as Sir Francis Drake and his crew storm St. Augustine. Feel the tension rise in the Oldest City — complete with sword fights, cannon fire, and authentic period costumes. This reenactment isn’t just about watching history, but living it, as you stand where battles were won and empires clashed. The energy, sights, and sounds of the raid will pull you into one of St. Augustine’s most definitive moments.
3. Seminole War Commemoration
You'll feel the weight of history as you participate in, or witness, the commemoration march from historic St. Francis Barracks to the St. Augustine National Cemetery. Complete with a musket volley and music from the era, this event honors the soldiers and battles that shaped Florida. You'll honor the memory of more than 1,400 soldiers at the one-of-a-kind Dade Monument, featuring three coquina pyramids.
Insider Tip: Dress Comfortably
Many military events and activities involve walking through outdoor parks or historic sites, so wear comfortable shoes and bring sunscreen, sunglasses, and a hat.
4. Colonial Night Watch
This annual event recreates the historic night watches of colonial garrison towns, where citizens were required to carry lights through the streets after dark. Beginning with military weapons inspections and thrilling musket and artillery demonstrations at the Castillo de San Marcos, the event culminates in a stunning torch-lit parade. Follow the reenactors as they march through the historic streets from the City Gate to the Plaza de la Constitución, singing Christmas carols and firing a jubilant, "Volley of Joy." It's a one-of-a-kind celebration that will delight history buffs and families alike.
Insider Tip: Check the Calendar
Annual events like the Battle of Bloody Mose and Colonial Night Watch Parade are seasonal, so plan your trip around these dates.
5. Massing of the Colors - Memorial Day
Honor the fallen with a grand display of flags and colors during this moving Memorial Day ceremony.
6. Military Appreciation Day at The Players
Enjoy a day of golf with special activities and discounts for military members and veterans at one of the premier golf events in the country.
Learn more about golfing in St. Augustine.
7. Tunnel to Towers 5K Run & Walk
Pay tribute to the incredible bravery of emergency responders and military service members who risked everything on 9/11. Join, or watch, this inspiring run/walk, dedicated to honoring the fallen heroes of that tragic day.
8. St. Augustine History Festival
Explore special tours, historical reenactments, and educational events celebrating St. Augustine’s rich past. This festival often includes military themes and highlights key moments in the city’s history.
Insider Tip: Support the Sites
Consider supporting these historic sites by purchasing tickets, making donations, or simply spreading the word about their work in preserving military history.
9. Historic Timeline Saunter
Enjoy a display of living history in St. Augustine. Participants in period attire re-enact historic events, sharing key stories from our city's history and bringing notable historic figures to life.
Insider Tip: Bring Your Camera
St. Augustine’s military events often feature reenactors in period clothing, cannon and musket demonstrations, and beautiful historical settings—plenty of great photo opportunities!
10. Helping Heroes Pickleball Tournament
Participate in or watch this tournament benefiting military veterans and first responders. With competitive play and a welcoming community atmosphere, it’s a great way to engage with fellow veterans.
Learn more about pickleball in St. Augustine.
11. Parks & Recreation Events
The St. Johns County Parks and Recreation Department regularly hosts events and classes for military veterans, including everything from fishing workshops to kayaking tours and pickleball events. These events vary over time but consistently center on activities for veterans.
Plan Your Visit
Check out these articles for military members to make the most of your next visit to St. Augustine.
St. Augustine Military Travel Guide
Your go-to guide for planning the perfect military-themed vacation, with tips on where to stay, dine, and explore.
Military Discounts in St. Augustine
Take advantage of exclusive discounts on accommodations, attractions, and dining for active and retired military personnel.
15 Must-See Military Points of Interest in St. Augustine
Explore the most iconic military sites in the city, from the Castillo de San Marcos to hidden gems you might not know about.
Check out ALL upcoming events.
To all military members, veterans, and their families: thank you for your service, your sacrifices, and your commitment to our country. We hope this guide helps you plan a visit filled with meaning, connection, and unforgettable experiences.
