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.

First Look, the Artisan's Market

(904) 217-7250
162 San Marco Avenue

The market offers works in many genres from skilled artists, artisans, and craft-persons.

Fountain of Juice

(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.

Fountain of Youth

(904) 829-3168
11 Magnolia Avenue

The Fountain of Youth gives visitors a chance to experience history at this important archaeological site and to drink from the famous springs.

Fountain of Youth Spa & Laser Center

(904) 295-4595
26 Sanchez Ave

The Fountain of Youth Spa offers laser hair removal, body sculpting, and more.

Fountain of Youth – Weddings

(904) 829-3168
11 Magnolia Ave.

Celebrate your wedding at the site where Pedro Menendez first founded the city of St. Augustine!

Gator Bob’s Trading Post

(904) 824-9000
161 San Marco Ave.

Souvenir gator heads available in many sizes for visitors to take home.

Happy Pappys Glowing Balls

(305) 527-6128
27 San Marco

Happy Pappys creates colorful lamps for deck, homes, porches, and dorms.

Hilaman and Co.

(904) 547-2884
4 Rohde Ave. Unit B

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

A local Northeast Florida family serves up hot, made-to-order mini donuts in St. Augustine's Uptown neighborhood.

Jenna Alexander

(904) 297-8538
73 San Marco Avenue

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

Jenna Alexander Studio

(904) 297-8538
73 San Marco

This photographer and artist studio and shop displays her creative works.

Juniper Market

(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.

Limelight Theatre, Inc.

(904) 825-1164
11 Old Mission Avenue

Dazzling performances ranging from the classics, to modern comedies, and musicals.

LuLi's Cupcakes

(904) 824-5280
82 San Marco Ave

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

Neff Jewelers

(904) 829-5003
7 Rohde Avenue

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

Nice Find Thriftique

(904) 826-9945
162 San Marco Ave.

A unique selection of antique, vintage, and collectible items in the Uptown neighborhood.

The Oak Room Restaurant & Lounge

(904) 825-1923
116 San Marco Ave.

Serving cutting-edge American cuisine in a casual atmosphere, the Oak Room is open for breakfast, lunch and dinner seven days a week.

OceanVibes

(904) 826-6688
3 Sebastian Ave.

OceanVibes is a wellness boutique that provides massages, spa therapy, facials, maternity massages and couple massages.

Old Jail

(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.

Old Senator Live Oak

(904) 824-6181
137 San Marco Avenue

This Live Oak tree, is over 600 years old and is known as "Old Senator."