Vintage vibes, old tales, and offbeat shops.
Uptown offers a little of everything—from Timucuan and British roots to a vintage trolley and charming neighborhoods. With stylish boutiques, historic architecture, and family-friendly attractions, this district feels both timeless and uniquely St. Augustine. Stroll San Marco Avenue to discover antique shops, local art galleries, cozy cafes, and landmarks like the Fountain of Youth and the Old Jail.
Uptown’s charm is in the details: courtyards where time seems to slow down; historic chapels; and corners for coffee, conversation, and quiet moments.
Uptown is known for its boutique shops, art galleries, antique stores, and historic attractions like the Fountain of Youth Archaelogical Park and the Old Jail. It’s a great spot for a laid-back afternoon of shopping, dining, and exploring.
Yes. Uptown is walkable, with most shops, cafés, and galleries located along San Marco Avenue. It’s also a bike-friendly area.
Street parking is available along San Marco Avenue. Some attractions, such as the Fountain of Youth Archaelogical Park and the Old Jail, offer private parking lots.
Yes. The Abbott Tract and Nelmar Terrace Historic Districts feature homes dating back to the late 1800s and early 1900s, with charming architecture and tree-lined streets.
Cool off, sweeten up.
This local favorite serves up cool ice cream in classic and creative flavors. Perfect for a post-lunch treat or a sweet afternoon pick-me-up.
A taste of elegance.
Set inside a restored 1879 Victorian house, Raintree is the spot in Uptown for upscale steaks, seafood, and decadent desserts.
Secret sips & retro vibes.
Spinster Abbot’s Taproom serves up craft cocktails and Prohibition-era charm in their speakeasy bar behind Spinster Abbott's Bodega.
Sweet treats, local love.
Bite-sized, beautifully crafted cupcakes draw a loyal crowd. Try the seasonal flavors or grab a coffee for a perfect Uptown afternoon.
Thursday, Jul. 16 - Sunday, Aug. 9, 2026 | Times Vary
Enjoy the music and story of this iconic production.
Saturday, Sep. 5, 2026 | 10:00 a.m. - 2:00 p.m.
An annual celebration honoring Pedro Menendez landing in St. Augustine.
Thursday, Oct. 1, 2026 | 6:00 - 9:00 p.m.
A social fundraising event to empower local youth.
