Historic Downtown St. Augustine offers a rich blend of history, culture, and charm, making it a unique destination for visitors of all interests. As the oldest city in the United States, this area is a treasure trove of attractions, from centuries-old landmarks to modern-day experiences.
Whether you are exploring the cobblestone streets, indulging in local cuisine, or learning about the city’s history, there are countless things to do in historic downtown St. Augustine.
Sightseeing Tours
One of the best ways to experience the beauty and history of Downtown St. Augustine is by taking a sightseeing tour. Several options are available, each offering a unique perspective on the city’s rich heritage during your stay in a St. Augustine rental.
Old Town Trolley Tours is a popular choice, providing a convenient and informative way to explore the area. With stops at key landmarks such as the Castillo de San Marcos, Flagler College, and the St. Augustine Lighthouse, this hop-on, hop-off tour allows visitors to see the best of the city at their own pace. For those interested in the more mysterious side of St. Augustine, the Ghost Tours offer a spine-chilling adventure through the city’s haunted streets. These tours are perfect for those looking to experience St. Augustine’s supernatural stories while exploring its historic landmarks. Additionally, Walking Tours allow guests to stroll through the charming streets while learning about the city’s history, architecture, and folklore from expert guides.

Restaurants and Bars
St. Augustine is home to many restaurants and bars, offering visitors various dining experiences, from casual eateries to fine dining establishments.
Prohibition Kitchen serves classic American dishes with a Southern twist, offering a relaxed atmosphere and delicious food. The restaurant’s vintage decor transports guests back to the Prohibition era, adding a unique element to the dining experience. Columbia Restaurant, a local favorite, is renowned for its Cuban cuisine and is Florida’s oldest continuously operating restaurant. Located on St. George Street, Columbia offers a rich blend of flavors and an impressive wine list, making it the perfect spot for a memorable meal. The Drunken Horse provides a lively atmosphere and a selection of craft beers, cocktails, and small plates, ideal for those looking to unwind after a day of sightseeing. Harry’s Seafood Bar & Grille, located near the waterfront, offers fresh seafood and a laid-back vibe with views of Matanzas Bay. Its menu features Southern-inspired seafood dishes, such as shrimp and grits, and a variety of tropical drinks.
Museums and Art Galleries
For those interested in history and culture, the museums and art galleries in Downtown St. Augustine are not to be missed.
The Lightner Museum, housed in the former Alcazar Hotel, features an impressive collection of fine and decorative arts, showcasing everything from antique furniture to beautiful glasswork. Visitors can explore the museum’s exhibits and learn about St. Augustine’s role in art and design history. First Friday Art Walks are a monthly event that allows visitors to explore local galleries and experience the diverse range of art produced in the city. The art walk features local artists and opens the doors to galleries, studios, and cultural venues throughout downtown. For something truly unique, the St. Augustine Surf, Culture & History Museum offers a blend of surf culture and local history. Here, visitors can learn about the history of surfing in Florida and the cultural impact of the sport on the area.
Plan Your Visit
Browse our St. Augustine vacation rentals and find the perfect place to stay in this historic coastal gem. Book with Destination Paradise today for a relaxing and memorable getaway!
Shopping on St. George Street
St. George Street, one of the main thoroughfares in Downtown St. Augustine, is lined with shops offering everything from handmade jewelry to unique home decor. Shopping on this historic street is an experience in itself, with boutiques and specialty stores offering one-of-a-kind items. Whether you are looking for a souvenir to remember your trip or a special gift, St. George Street has something for everyone. Visitors can explore the variety of locally owned shops, which feature goods like artisanal crafts, antiques, and Florida-themed items. Its cobblestone pathways and historic buildings enhance the street’s charm, making it a delightful place to spend a few hours shopping and exploring.
Stay With Destination Paradise
For the perfect place to stay during your historic Downtown St. Augustine visit, consider booking vacation rentals in St. Augustine with Destination Paradise. Our selection of St. Augustine beach vacation rentals and properties provides the ideal home base for your getaway. Our properties are designed to offer comfort, convenience, and the best amenities to ensure you have a memorable stay. When you book with Destination Paradise, you can enjoy the best of historic Downtown St. Augustine while having a peaceful retreat to return to after a day of exploring.
From touring the historic landmarks to enjoying local cuisine and shopping, be sure to enjoy all of the best things to do in St. Augustine. Make the most of your visit by choosing Destination Paradise for your accommodations, ensuring a seamless and enjoyable stay in this charming city.

