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.

360 Boutique

(904) 342-4064
50 San Marco Avenue
The front window with enticing fashions both outside and inside 360 Boutiqe in St. Augustine.

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

A Step Back in Time

(904) 810-5829
60 San Marco Avenue
A small collecion of the many collectibles found at A Step Back in Time in St. Auguatine.

A Step Back In Time has a variety of collectibles, jewelry, and antiques.

Anastasia Books

(904) 827-0075
76A San Marco Avenue

Anastasia Books is an Uptown San Marco bookshop.

Ayara Thai & Sushi

(904) 217-7781
140 San Marco Avenue
The sign and entrace to Araya Thai & Sushi on San Marco in St. Augustine.

Ayara serves authentic Thai Cuisine and a wide choice of sushi.

Big Bill's Die Cast

(904) 819-9899
61 San Marco Avenue
The sign atop the corner shop of Big Bill's Die Cast on San Marco Avenue in St. Augustine.

Big Bill's Die Cast sells die cast planes, cars, trucks, and any available die cast models.

Borrillo's Pizzeria & Beer Garden

(904) 829-1133
88 San Marco Ave.

The chef is from Brooklyn, so the pizza is true New York Style Pizza, and the beer garden is a great place to gather.

Carrera Wine Cellar

(904) 217-4751
35 San Marco Avenue

Carrera Wine Cellar offers cozy indoor and outdoor seating in their wine bar.

Coastal Traders

(904) 460-2248
56 San Marco Avenue

Coastal Traders is located just north of downtown St. Augustine. They offer a wide array of local art and Indonesian imports including: furniture, home decor, clothing, accessories, and art. Their products can be bought in store and online. 

Declaration & Co. : The Marketplace

(904) 829-2310
63 San Marco Avenue

An uptown St. Augustine boutique with locally designed goods and cute gifts.

dhdHome is moving.

(904) 547-2884
56 1/2 San Marco Avenue

dhdHome is moving to a new location in the San Marco shopping district. They will have a grand-opening in March.

DoubleTree by Hilton

(904) 825-1923
116 San Marco Ave

Enjoy a comfortable and convenient stay at the DoubleTree by Hilton hotel in historic downtown St. Augustine.

Drake's Bistro

(904) 209-5500
237 San Marco Ave.
The location for Drake's Bistro at 237 San Marco in St. Augustine.

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

Drake's Deli

(904) 814-3557
138 San Marco Avenue
Drake's Deli offers sandwiches, subs, cheese steaks and much more.

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

Dunkin Donuts: Historic

(904) 826-1358
171 San Marco Ave.

Dunkin' Donuts is the world's largest coffee and baked goods chain, serving more than 3 million customers per day.

El Potro Mexican Restaurant

(904) 819-0390
226 San Marco Ave.
El Potro Restaurant offers classic Mexican meals in the Uptown area of St. Augustine.

El Potro Mexican Restaurant offers traditional Mexican fare and specialty dishes from various regions.

ETC Furniture

(904) 826-3997
81 San Marco Ave.

Unique and hand-selected furniture and art work awaits guests at ETC Furniture!

Fountain of Youth

(904) 829-3168
11 Magnolia Avenue
Cannon firing at the Fountain of Youth.

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
5 Sanchez Ave

Fountain of Youth Spa and Laser Center is located just north of downtown St. Augustine. They are a MEDSPA that specializes in non-invasive treatments such as botox, bodysculpting, laser hair removal, peels 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!

Happy Pappys Glowing Balls

(305) 527-6128
27 San Marco
The small shop for Happy Pappys Golden Balls in St. Augustine.

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