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) 342-4064

50 San Marco Avenue

Since 2001, the owner of 360 Boutique has found fun clothing, jewelry and accessories to sell in her shop.

(904) 419-9709

154 San Marco Ave.

A wellness bakery serving organic, gluten and dairy free, naturally sweetened baked goods.

(904) 829-0544

62 San Marco Avenue

From vintage jewelry to repurposed furniture, expect the unexpected at this eclectic store.

(904) 460-2248

56 San Marco Avenue

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

(904) 217-0705

172 San Marco Ave.

Fine Mediterranean recipes and cooking made with fresh, local ingredients every day.

(904) 547-2884

4 Rohde Avenue

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

(904) 209-5500

237 San Marco Ave.

This second location for Drake's has more seating, more on-site parking, and the same great food.

(904) 814-3557

138 San Marco Avenue

Drake's Deli serves breakfast and lunch and will prepare platters and custom cakes for special occasions.

(904) 615-1638

77 San Marco Ave Suite #1

Fun, funky, and unique gifts -- for all ages -- in the Uptown neighborhood of St. Augustine.

(904) 824-4406

94 San Marco Avenue

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

(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.

(904) 547-2884

4 Rohde Ave. Unit B

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

(904) 297-8538

73 San Marco Avenue

This artist work is distinguished by fluid, airy spaces that bring levity and insight to the viewer.