Offering 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 Ave. is known for boutique shops, art galleries, antique stores, as well as local eateries from pizza to elegant restaurants — such as the Raintree Restaurant.

The Uptown region extends west from the Matanzas River to a block or two shy of 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 charming 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 a 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) 342-761748 San Marco Ave
Providing a cozy haven where guests can enjoy the restaurant's sctrach-made meals and treats.
(904) 824-528082 San Marco Ave
LuLi's Cupcakes are famously popular for St. Augustine visitors and locals alike.
(904) 825-1923116 San Marco Ave.
Serving American cuisine in a casual atmosphere, seven days a week.
(904) 829-3800167 San Marco Ave.
Experience history as inmates in period dress guide visitors through the jail's cells.
(352) 336-317560 San Marco
Showcasing unique, hand-selected furniture, gifts, and home accessories to carry out or to have shipped home.
(904) 827-794472 San Marco Ave.
A furniture boutique with an eclectic mix of antique and new treasures.