The history of St. Augustine is apparent at every turn, making it an important part of your visit as you hit these attractions and activities while you’re here. Strolling the streets of Old Town is like taking a step back in time, allowing you to visualize what this incredible city must have looked and felt like all those years ago.

• St. Augustine’s historic district is the heart of the city and is the best place to start your adventures. You’ll find many of the most exciting things to do in St. Augustine in this very walkable area of the city. You’ll pass by buildings that date back to the 1700s or earlier. The architecture is fascinating, ranging from Spanish Colonial to Gilded Age extravagance. Our favorite historical stops are the Lightner Museum, the Ximenez-Fatio House, and St. George Street.
• During your stay, one of the best things to do in St. Augustine is grab a front-row seat to the stunning sunrises or sunsets at the beach. Check out the Bayfront Walk for panoramic views of Matanzas Bay. From here, you’ll see sailboats, the Bridge of Lions, and the lighthouse. The trail begins at the headquarters of the Florida National Guard and concludes at the Castillo de San Marcos National Monument.
• Washington Oaks Garden State Park is a lovely place to spend the afternoon in the winter. This peaceful park includes a formal rose garden, reflection ponds, and a beautiful shoreline covered in unique Coquina rock formations. It’s a great picnic spot!
• For a quick and informative introduction to St. Augustine’s history, we recommend taking the Old Town Trolley Tour, which allows you to hop on and off at various places throughout the city. It’s one of the best things to do in St. Augustine to get a lay of the land and learn a few key historical details about the Oldest City.
• The St. Augustine Lighthouse and Marine Museum is a great space to learn about the maritime and nautical history of St. Augustine. From the top of the 165-foot-tall lighthouse, you’ll also enjoy exceptional views of Matanzas Bay and the Florida coast.
• San Sebastian Winery is one of the best places to stop for a glass of wine. You’ll find complimentary winery tours and tastings a few blocks from the historic district seven days a week! Plan for lunch at The Cellar Upstairs Restaurant on its open-air deck.
• The dinner options in St. Augustine are spectacular—the hard part is choosing where to go! Harry’s Seafood Bar and Grille serves up New Orleans-style dishes like jambalaya and gumbo with a twist. Collage Restaurant is known for its international cuisine with beautiful plating. And The Ice Plant is a vintage bar and restaurant known for creating craft cocktails paired with delicious farm-to-table food. This is just the tip of the iceberg for fantastic St. Augustine restaurants.
• St. Augustine comes alive in the evenings with live music drifting through the cobblestone streets. Spending an evening with cocktails, smooth jazz, and your favorite person is by far one of the best things to do in St. Augustine this winter.