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 Ave.

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 exterior of the Carerra Wine Cellar building

Carrera Wine Cellar

(904) 217-4751

35 San Marco Ave.

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

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

Coastal Traders

(904) 460-2248

56 San Marco Ave.

Hand-made Indonesian furniture, clothing, and artwork.

The front of the Cool and Collected shop building

Cool and Collected

(904) 824-6113

67 San Marco Ave.

Discover unique items from every decade at this vintage shop.

Upcoming Events in Uptown

Bob Paterson singing to a group of children
Saturday
Nov 22

Lullaby of the Rivers Expo

Saturday, Nov. 22, 2025 | 11:00 a.m. to 5:00 p.m.

Learn about our waterways, and enjoy live music, exhibitors, and family-friendly fun.

A brilliant sunrise over the Bridge of Lions and St. Augustine City Marina
Saturday
Nov 22

Ancient City Limits

Saturday, Nov. 22, 2025 | 5:00 p.m. to 9:30 p.m.

Lullaby of the Rivers presents Three Guitars: Live music with no limits.

A silhouette of the New York City skyline
Friday
Nov 28

"Ordinary Days" a Musical

Friday - Sunday, Nov. 28 to 30, 2025 | Times Vary

Flagler Theater students star in this witty musical about young adults in the Big City.

Annie's iconic red dress with Peter Pan collar
Thursday
Dec 4

Limelight Theatre: Annie

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

Enjoy this family-friendly classic about based on the comic, Little Orphan Annie.

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.

A bowl of New England Clam Chowder, such as may be sampled at the CPS Chowder Festival
Sunday
Jan 18

CPS Chowder Festival

Sunday, Jan. 18 2026 | 12:00 p.m. - 4:00 p.m.

Some of St. Augustine's favorite restaurants offer chowder for tastings.