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Things To Do

St. Augustine Distillery

112 Riberia Street, St. Augustine, FL 32084

They offer both guided and self-guided tours with a tasting, and the second floor features a restaurant and bar called the Ice Plant. It’s Carter’s favorite stop every time we visit St. Augustine.

Castillo de San Marcos National Monument

11 South Castillo Drive, St. Augustine, FL 32084

A historic Spanish fort on the waterfront in St. Augustine and the oldest masonry fort in the U.S. It’s a must-see landmark known for its history, views, and iconic coquina walls.

St. Augustine Beach

St. Augustine Beach, FL 32080

If you’re looking to soak up the sun during your visit, the beach is just a 15–20 minute drive from downtown St. Augustine.

Saint George Street

Saint George Street, St. Augustine, FL 32084

St. George Street is a lively street, lined with shops, cafés, and historic buildings. It’s perfect for strolling, shopping, and soaking in the city’s charming atmosphere.

San Sebastian Winery

157 King Street, St. Augustine, FL 32084

The winery offers tours, tastings, and a shop featuring wines and specialty foods, along with a rooftop restaurant for dining.

River & Fort Restaurant & Roof Top Lounge

12 Avenida Menendez, St. Augustine, FL 32084

This is our favorite restaurant in St. Augustine—they have some of the best craft cocktails, and the rooftop patio is our go-to spot for happy hour.

Old Town Trolley Tours St Augustine

167 San Marco Avenue, St. Augustine, FL 32084

A hop-on, hop-off trolley that makes it easy to explore St. Augustine’s top historic sites and attractions, with guided commentary along the way.

Prohibition Kitchen

119 Saint George Street, St. Augustine, FL 32084

One of our favorite spots in downtown St. Augustine, known for craft cocktails, comfort food, live music, and a fun speakeasy-style vibe.

Harry's Seafood, Bar & Grille

46 Avenida Menendez, St. Augustine, FL 32084

A lively downtown favorite known for its New Orleans–inspired seafood, flavorful cocktails, and upbeat atmosphere