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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Dinner and A Movie

Solomon Calhoun Community Center 1300 Duval Street, St. Augustine, FL, United States

Dinner and A Movie - Moana 2 Join SJC Parks & Rec for this family night out!  Presented in partnership with the Northeast Florida Community Action Agency. Included is a catered dinner, music, and a showing of Moana 2. When: Saturday, May 3, 2025 -- 7:30pm-10:30pm Where: Solomon Calhoun Center Gymnasium Seating is limited.  So, [...]

Free

2026 Pin Up Paws Calendar Contest

Online

2026 Pin Up Paws Calendar Contest It's time once again for the St. Augustine Humane Society Annual Contest for the 2026 Pin Up Paws Calendar. The contest begins May 1, 2025 at 8:00am (EST). The theme for the 2026 calendar is "The Gilded Paw".  So, if your pet has the charm of a Renaissance muse [...]

$1.00

Ladybug Race Event

Camachee Cove Yacht Harbor Marina 3076 Harbor Drive, St. Augustine, FL, United States

2nd Annual Ladybug Race Event The 2nd Annual Ladybug Race Event - hosted by St. Augustine Sailing - is May 3 & 4, 2025. Celebrating the local sailing community and shining a light on equitable access for all ... it includes more sailing, more learning, and more fun. The keynote speaker (ZOOM event) is Tracy [...]

Prices Vary

Historic Weapons Demonstrations

Castillo de San Marcos 1 South Castillo Dr, St. Augustine, FL, United States

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

Romanza Festivale 2025

Downtown St. Augustine St. Augustine, FL, United States

Romanza Festivale of Music and The Arts 2025  It's time once again for the annual Romanza Festivale of Music and The Arts -- May 2-18, 2025!   Comprised of over 40 headline and partner events featuring music, dance, visual arts, theatre, spoken word, and more at several locations throughout St. Augustine.  And ... best of [...]

Most are Free

Plein Air Paint Out Exhibit

St. Augustine Art Association 22 Marine Street, St. Augustine, FL, United States

Be sure to stop in the St. Augustine Art Association to view the Plein Air Paint Out Exhibit -- May 2 - June 1, 2025.  In-gallery and online. You'll see original paintings produced during the St. Augustine Plein Air Paint Out (April 23-27, 2025) that create an irresistible artistic tapestry of the nation's oldest city. [...]

Free Admission

Here & There Exhibit

St. Augustine Art Association 22 Marine Street, St. Augustine, FL, United States

Stop in the St. Augustine Art Association to view the Here & There Exhibit -- May 2 - June 1, 2025.  In-gallery and online. Travels here & there, bucket list vacations, weekend getaways and staycations. Hiking in the mountains or climbing Everest, white water rapids or lazy rivers. Iconic landmarks and historical sites. Take us [...]

Free Admission

A Classic Theatre Presents The Foreigner

The Waterworks 184 San Marco Avenue, St.Augustine

Join us at The Waterworks when A Classic Theatre presents The Foreigner - a comedy of misunderstandings by American playwright Larry Shue! About The Foreigner By Larry Shue | Directed by Harolyn Sharpe The story takes place in a fishing lodge in rural Tilghman County, Georgia where two Englishmen, Froggy and Charlie, arrive as guests. [...]

$15.00 – $25.00
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