Uptown

Uptown offers shopping, eateries, attractions, and historic architecture.

Bordering St. Augustine’s Historic Downtown, Uptown features historic properties and neighborhoods, as well as motels and hotels — including Villa 1565. Locally, Uptown along San Marco is known for boutique shops, art galleries, antique stores, as well as local eateries from pizza to fine dining — such as that found at the Raintree Restaurant.

The Uptown region extends west from the Matanzas River to a block or two from U.S. 1; and from Grove Avenue north to the Vilano Causeway, Uptown is worth a visit by auto or on foot. Attractions include The Fountain of Youth Archeological Park, the site of the first Spanish settlement in the new world; and The Old Jail, built by Henry Flagler in 1891 to move the jail farther from his Ponce de Leon Hotel (now Flagler College.)

Those who appreciate architecture from the 1800s to the 1920s will want to walk through a number of small neighborhoods listed on the National Register of Historic Places. These include the Abbott Tract Historic District, roughly bounded by Matanzas Bay, Pine, San Marco, and Shenandoah Aves., and the Nelmar Terrace Historic District, site of a Timucuan Indian village, a British plantation, and development in the 1910s after a trolley car route was built along San Marco Avenue.

Active walkers can wander the 1.5 miles from the Plaza de la Constitución to the Fountain of Youth, others may wish to take a bike, scooter, car, or any of the local transportation options. Parking can be found on the street, and in lots owned by the attractions, stores, or restaurants.

(904) 342-7617

48 San Marco Ave

Juniper Market provides a cozy haven where guests can enjoy the restaurant's sctrach-made meals and treats.

(904) 824-5280

82 San Marco Ave

LuLi's Cupcakes are famously popular for St. Augustine visitors and locals alike.

(904) 829-5003

7 Rohde Avenue

Family-owned and operated, the jeweler provides expertise, artistry, and excellent service.

(904) 826-6688

3 Sebastian Ave.

OceanVibes is a wellness boutique that provides massages, spa therapy, facials, maternity massages and couple massages. They are located on North San Marco on a stre...

The Authentic Old Jail in St. Augustine.

(904) 829-3800

167 San Marco Ave.

Visitors can experience history as inmates in period dress guide them through the women’s cells, men’s cells, and the maximum-security cells.

(904) 501-1313

116 San Marco Ave

Visitors may ravel in comfort and luxury without having to worry about finding a parking space

(904) 825-6766

32 San Marco Ave.

Rent a scoot coupe, bicycle, or scooter to ride around St. Augustine in style.

(904) 217-5135

78 San Marco Avenue

This locally owned ice cream shop, the St. Augustine Scoop, offers delicious ice cream with all the trimmings.

(904) 829-3847

162 San Marco Ave.

This casual counter-service chain allows customers to build their own sub, wrap, or salad.

(904) 907-2176

73 San Marco Avenue

This comfortable gathering-place cafe offers breakfast and lunch, often including home-made sourdough bread.

(904) 824-6202

45 San Marco Avenue

This southern public house serves American comfort food with an emphais on pork.

(904) 422-8751

77 San Marco Ave.

This home decor and gifts boutique in the Uptown San Marco district specializes in clean, modern design.