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.

  • The historic chapel at the Mission
  • Fountain outside of Villa 1565 in St. Augustine, Fl
  • The courtyard of the Sunday gathering table restaurant
  • Outside seating at Villa 1565 in St. Augustine, Fl
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Scenes from Uptown

Uptown’s charm is in the details: courtyards where time seems to slow down; historic chapels; and corners for coffee, conversation, and quiet moments. 

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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Sponsored Partners

Beacher's Lodge - Oceanfront Suites
Beacher's Lodge - Oceanfront Suites
La Fiesta - Ocean Inn & Suites
La Fiesta - Ocean Inn & Suites
Ocean Sands Beach Boutique Inn

Uptown

The 360 Boutique in the Uptown section of St. Augustine offers a variety of clothing and accessories for women and children

360 Boutique

(904) 342-4064

50 San Marco Avenue

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

The exterior of Alms + Fare

Alms + Fare

(904) 419-9709

154 San Marco Ave.

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

Anchor Boutique — San Marco Avenue — Uptown

Anchor Boutique

(904) 808-7078

77 San Marco Ave.

Designer jewelry shop offering custom creations and lasting mementos.

Records, posters, and paintings are displayed around the shop

Antiques & Things

(904) 829-0544

62 San Marco Ave.

Expect the unexpected at this vintage store of collectible items.

Blue Mantle — Catholic art and artisan shop

The Blue Mantle

(904) 907-2985

81 San Marco Avenue

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

the interior of a restaurant

Boat Drinks

(904) 274-0094

123 San Marco Ave.

This nautically themed bar offers cocktail and seafood specialties.

The entrance to Carrera Wine Cellar on 35 San Marco Avenue in St. Augustine.

Carrera Wine Cellar

(904) 217-4751

35 San Marco Avenue

Offering guests a wide variety of wines and the opportunity to sip and learn as they shop.

A street view of Chez L'Amour in the Uptown neighborhood of the Ancient City

Chez L'Amour

45 San Marco Ave.

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

Coastal Traders is located on San Marco Ave. in the uptown St. Augustine area

Coastal Traders

(904) 460-2248

56 San Marco Avenue

Fine hand-crafted Indonesian furniture, home furnishings, and one-of-a-kind art pieces.

Upcoming Events in Uptown

Dots and swirls in a 1960s-style print in multiple colors
Thursday
Jul 17

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.

A flapper, with black hair, and a jeweled headband with a pink decoration
Saturday
Jul 26

Bootleggers Ball

Saturday, Jul. 26, 2025 | 7:00 p.m. - 10:00 p.m.

This evening celebrates the roaring 20s and benefits Dreams Come True.

The Founder's Day taking place at the Mission Nombre de Dios
Saturday
Sep 6

Founder's Day 2025

Saturday, Sep. 6, 2025 | 10:00 a.m. - 5:00 p.m.

An annual celebration honoring Pedro Menendez landing in St. Augustine.

The exterior of Limelight Theatre, with sky blue paint and purple trim
Thursday
Sep 11

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.