The exterior of a restaurant

Uptown

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.

Frequently Asked Questions

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.

Signature Spots in Uptown

Top Uptown Attractions

Entrance to the Fountain of Youth Archaeological Park in St. Augustine. Parking is free with your tour.

Fountain of Youth

Taste the waters of legend.

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An antique sheriff's car outside of Old Town Trolley's Old Jail in St. Augustine, Florida

Old Jail

Uncover the tales behind the bars.

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"Old Senator" Live Oak tree, at over 600 years old, this is the oldest resident in St. Augustine.

Old Senator Live Oak

Touch 600 years of Florida roots.

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Uptown

(904) 342-4064

50 San Marco Avenue

Fun clothing, jewelry, and accessories for women and children since 2001.

(904) 419-9709

154 San Marco Ave.

A wellness bakery serving baked goods, coffee, tea, and smoothies.

(904) 808-7078

77 San Marco Ave.

Designer jewelry shop offering custom creations and lasting mementos.

(904) 829-0544

62 San Marco Ave.

Expect the unexpected at this vintage store of collectible items.

(904) 907-2985

81 San Marco Ave.

Catholic art, books, and gifts crafted by Catholic artisans.

(904) 274-0094

123 San Marco Ave.

This nautically themed bar offers cocktail and seafood specialties.

(904) 217-4751

35 San Marco Ave.

Offering various wines and the opportunity to sip and learn while shopping.

45 San Marco Ave.

This eatrery offers tapas, desserts, and a full bar, served with jazz and piano entertainment.

(904) 460-2248

56 San Marco Ave.

Hand-made Indonesian furniture, clothing, and artwork.

(904) 824-6113

67 San Marco Ave.

Discover unique items from every decade at this vintage shop.

(904) 217-0705

172 San Marco Ave.

Fine Mediterranean recipes made with fresh, local ingredients.

(904) 217-7262

74 San Marco Ave.

Global fair trade and handmade artisan items on display in Uptown.

(904) 295-2476

63 San Marco Ave.

An uptown boutique with locally designed goods and gifts.

(904) 547-2884

4 Rohde Avenue

A unique and creative home decor boutique and interior design studio in the Uptown neighborhood.

(904) 615-1638

77 San Marco Ave.

A specialty gift shop in the Uptown neighborhood.

(904) 824-4406

94 San Marco Avenue

An affordable hotel featuring a roof-top terrace with excellent river views.

(904) 819-0390

226 San Marco Ave.

El Potro Mexican Restaurant offers traditional Mexican fare and specialty dishes from various regions.

(904) 501-6240

31 WIlliams Street

A locally owned coffee, juice, and fruit smoothie bar, on the famous Magnolia Street, across from the Fountain of Youth.

(505) 803-4926

77 San Marco Avenue

Locally-owned gallery featuring original oil and watercolor pantings.

(904) 547-2884

4 Rohde Ave. Unit B

A mid century modern design shop specializing in designer furniture, Italian ceramics, and abstract art.

Upcoming Events in Uptown

Dancing nuns
Tuesday
Sep 30

Limelight Theatre: Nunsense

Thursday, Sep. 11 - Sunday, Oct. 5, 2025 | Times Vary

Musical and inept nuns, tap dancing, ballet, and a big goal. What could do wrong?

Cellist Ben Solee sitting in a wooded area with his cello
Tuesday
Oct 21

Black Box Session with Ben Sollee

Tuesday, Oct. 21, 2025 | Two Shows: 6:30 p.m. and 9:00 p.m.

Enjoy an intimate concert by cellist, singer, and songwriter Ben Sollee.

A stage, with red curtains on the edge, and a man in silhuette in the front
Thursday
Oct 23

Limelight Theatre: Our Town

Thursday, Oct. 23, - Sunday, Nov. 9, 2025 | Times Vary

Spend time in early 20th century Grover's Corners, New Hamphsire.

Actors on stage at Limelight Theatre
Sunday
Oct 26

Limelight Theatre: Hairspray

Thursday, Jul. 17 - Sunday, Aug. 10, 2025 | Times Vary

An eight-time Tony award-winning musical based on the 1988 John Waters film.

The exterior of Limelight Theatre, with sky blue paint and purple trim
Thursday
Dec 4

Limelight Theatre: Annie

Thursday, Dec. 4, 2025 - Sunday, Dec. 21, 2025 | Times Vary

Sing "Tomorrow" with everyone's favorite red-headed orphan.