See all St. Augustine, Florida has to offer. Visit the Nation’s Oldest City.

St. Augustine, the nation’s oldest city, also holds the distinction of being one of the nation’s most charming. Whether you’re a longtime resident or visiting the area for the first time, we’ve gathered all the resources you need to find where to stay, what to do and other community information about our unique little village.

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Featured Recurring

Founder’s Day Plein Air Paint Out

Downtown St. Augustine St. Augustine

Founder's Day Weekend Plein Air Paint Out Calling all artists and art lovers to the Founder's Day Weekend Plein Air Paint Out in downtown St. Augustine. In celebration of the founding of St. Augustine, the St. Augustine Art Association and the St. Johns Cultural Council are hosting the four-day event. When: September 5-8, 2025 (times [...]

Free

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Historic Weapons Demonstrations

Castillo de San Marcos 1 South Castillo Dr, St. Augustine

Be sure to check out the Historic Weapons Demonstrations at the Castillo de San Marcos National Monument … every week on Saturday and Sunday! Join park staff and volunteers (usually dressed in period garb). Hear history come alive with the boom of cannon or musket fire! Demonstrations are usually on the Castillo’s gundeck and last [...]

Park Entry Fee

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Art Association Fall Members Show 2025

St. Augustine Art Association 22 Marine Street, St. Augustine

The St. Augustine Art Association (STAAA) Fall Members Show 2025 is on display from September 5-28 -- in-gallery and online. This bi-annual exhibit of STAAA members features a variety of works by emerging, seasoned and professional artists. The artworks encompass a variety of styles, mediums, and subjects. Exhibit Opens: September 5, 2025 during First Friday [...]

Free Admission

Jewish Women’s Challah Bake

Chabad of St. Augustine 3440 US 1, Ste # 401, St. Augustine

Jewish Women’s Challah Bake Unite.  Socialize.  Be Inspired.  Join us for a Pre-Rosh Hashana Challah Bake. Unite with Jewish women of all ages and affiliations from across the Jewish Community and create delicious challah to adorn your Holiday table.  Discover the deep meaning behind this traditional bread. When: Sunday, September 7, 2025 -- 2:00pm-5:00pm Where: [...]

$25.00

Featured Recurring

Sing Out Loud Festival 2025

Various Locations in St. Augustine St. Augustine

Sing Out Loud Festival 2025 September in St. Augustine brings the annual Sing Out Loud Festival.  Enjoy live music performances at multiple venues on long weekends in September ... 5-7, 12-14, & 18-21. Featuring performances by local, regional, and national acts!  And ... many of the events are Free! The big event requiring a ticket [...]

Most are Free