Sean Pavone / Shutterstock

Things To Do in St. Augustine

St. Augustine Attractions

A bit of background for your visit to this historic city. In 1562, a group of French Huguenots settled near the mouth of the St. Johns River, in present-day Jacksonville. Three years later, a Spanish force under Pedro Menéndez de Avilés arrived, wiped out the Huguenot men (de Avilés spared their women and children), and established a settlement he named St. Augustín. The colony survived a succession of attacks by pirates, Indians, and the British over the next 2 centuries. The Treaty of Paris, ending the French and Indian War, ceded the town to Britain in 1763, but the British gave it back to Spain 20 years later. The United States took control when it acquired Florida from Spain in 1821.

St. George Street, from King Street north to the Old City Gate (at Orange St.), is the heart of the historic district. Lined with restaurants and boutiques selling everything from T-shirts to antiques, these 4 blocks get the lion’s share of the town’s tourists. You’ll have much less company if you poke around the narrow streets of the primarily residential neighborhood south of King Street. Most of the town’s attractions do not have guided tours, but many do have docents on hand to answer questions.

Be sure to drive through the parking lot of the Howard Johnson Express Inn, at 137 San Marco Ave., to see a gorgeous and stately live oak tree that is at least 600 years old; then continue east to Magnolia Avenue, a spectacularly beautiful street with a lovely canopy of old magnolia trees.Historic sites top the list in this 16th-century town.



17 Results

St. Augustine Shopping

Spanish-influenced home decor and furniture fill the antique shops and galleries in the historic district. Glossy oak tables, Mediterranean-style tiles, and silver bric-a-brac fill display windows along Aviles Street and St. George Street.

The winding streets of the historic district are home to dozens of antiques stores and galleries stocked full of original paintings, sculptures, bric-a-brac, fine furnishings, china, and other treasures. Brick-lined Aviles Street, a block from the river, has an especially good mix of shops for browsing, as does St. George Street south of the visitor center, and the Uptown area on San Marco Avenue a few blocks north of the center. The Alcazar Courtyard Shops, at the Lightner Museum, have a good selection of antiques. Visit St. Augustine has a comprehensive list of antiques shops at visitstaugustine.com/things-to-do/antiques.

Experience chocolate heaven at Whetstone Chocolates, 2 Coke Rd. (Fla. 312), between U.S. 1 and the Mickler O’Connell Bridge (tel. 904/825-1700; www.whetstonechocolates.com). Free self-guided tours of the store and factory usually take place Monday through Saturday from 10am to 5pm, but call ahead to confirm the schedule. Whetstone has a retail outlet at 42 St. George St., in the historic district.

St. Augustine Nightlife

Especially on weekends, the Old Town is full of strollers and partiers making the rounds of dozens of bars, clubs, and restaurants. For up-to-date details on what's happening in town, check the local daily, the St. Augustine Record, or the irreverent Folio Weekly.

Another nighttime activity is taking one of the many ghost tours.

If you’re here around the holiday season, St. Augustine’s Nights of Lights is one of the country’s most festive, hands down top ten holiday light displays in which the historic district is draped and bathed in lights from the sidewalks to the rooftops. There are all sorts of events, from tree lightings to caroling, and it usually takes place from the second Thanskgiving is over until at least the end of January. For more information, go to floridashistoriccoast.com/blog/enjoy-special-events-during-nights-lights.

And if you enjoy combining sightseeing with sipping, head to San Sebastian Winery, 157 King St. (tel. 904/826-1594), in one of Henry Flagler’s old East Coast Railway buildings a few blocks from downtown St. Augustine. The winery offers free guided tours and free (!) tastings of wines produced by their vineyards in Central Florida. Apparently, Florida’s muscadine grapes are high in fiber and antioxidants, so drink up! The third floor of the winery, the Cellar Upstairs Bar and Restaurant, is a wine and jazz bar that serves appetizers, charcuterie, sandwiches, salads ,wines, and beer.

For evening booze, locals’ fave, Ann O’Malley’s, 23 Orange St., near the Old City Gate (tel. 904/825-4040), is St. Augustine’s oldest Irish pub and is open until 2am on weekends. Besides the selection of ales, stouts, and drafts, this one has live music, bingo, and trivia nights.  Barley Republic Pub & Culture, 48 Spanish St. (tel. 904/547-2023) is open daily until 2am and features live music, small plates, and handcrafted cocktails.

Also popular with locals, Mill Top Tavern, 19.5 St. George St., at the Fort (tel. 904/829-2329;), is a warm and rustic tavern in a 19th-century mill building (the water wheel is still outside). Weather permitting, it’s an open-air space. There’s music here every day from noon to midnight. For the oldest lounge in the oldest city, Tradewinds Tropical Lounge, 124 Charlotte St. (tel. 904/826-1590), is a fab, tiki-themed bar with live music, rich history, and strong drinks. Continuing with the topic of watering holes, the Ice Plant, 110 Riberia St. (tel. 904/829-6553),  is housed in a circa 1927 ice plant. The plant’s original bridge crane sits on rails above the bar at this industrial-chic, cocktail den open until midnight on weekdays, 2am on weekends.  

Over at the Casablanca Inn, 24 Avenida Menendez, is the Tini Martini (tel. 904/829-0928), cozy inside and with a cool patio outside that sometimes hosts live music and movie screenings. It’s open until at least midnight on weekdays, and 1am on weekends. Another highly spirited speakeasy is the aptly named Prohibition Kitchen, with nightly live music, killer cocktails, and late-night menu. Lastly, Stogie’s Jazz Club & Listening, 36 Charlotte St., (tel. 904/826-4008), is housed in an historic cottage and features craft beers, cocktails, and yes, excellent live music until at least 2am.