St. Augustine is known for its stunning views and 450 years of rich heritage – but few people know about the history and cultures that tell the story of the establishments that stand there today. Travel back in time with culinary experiences, historic walking tours, European style architecture and more with this Historic Homes Itinerary. We’ve included suggestions for dining, museums, and touring your way through St. Augustine’s most historic and visually stunning buildings.
Dine in this small Cuban-American restaurant in the heart of historic downtown St. Augustine, serving Cuban food from family recipes and breakfast all day.
4 Aviles St, St. Augustine, FL 32084
(904) 829-9487
Take a stroll through the city’s past with a 2-hour architectural guided tour. Walk and learn the history of St. Augustine’s diverse culture as you stroll along historic homes and European style architecture.
Tours start at Ann O’Malley’s Deli & Pub and some other locations around the city.
Dine in the former indoor pool of Henry Flagler’s Alcazar Hotel, once the largest of its kind. Occasionally drained to house elaborate gardens, this pool is now an elegant eatery featuring local and organic ingredients.
25 Granada St, St. Augustine, FL 32084
(904) 825-9948
Built in the Spanish Renaissance Revival style in 1889, this museum is a monument to European style architecture and the lavishness of the Gilded Age. Explore artifacts from the 19th and 20th centuries, including Victorian clothing, art, Tiffany stained glass, paintings and oddities from around the world.
75 King St, St. Augustine, FL 32084
(904) 824-2874
Located on historic St. George Street, this vintage gastropub and lounge evokes the spirit of the spot’s past as the Genovar Theater, once the social epicenter of St. Augustine in the prohibition era. Enjoy a seasonal menu using local ingredients, craft cocktails, and live music.
119 St George St, St. Augustine, FL 32084
(904) 209-5704
Enjoy live music each weekend under the Colonial Oak at The Colonial Quarter. The stage area is nestled in a collection of replica buildings of St. Augustine’s 17th Century Spanish and 18th Century British rule, and a restored 1740 colonial home, the De Mes-Sanchez House.
43 St George St, St. Augustine, FL 32084
(888) 991-0933
Enjoy live music each weekend under the Colonial Oak at The Colonial Quarter. The stage area is nestled in a collection of replica buildings of St. Augustine’s 17th Century Spanish and 18th Century British rule, and a restored 1740 colonial home, the De Mes-Sanchez House.
43 St George St, St. Augustine, FL 32084
(888) 991-0933
Enjoy live music each weekend under the Colonial Oak at The Colonial Quarter. The stage area is nestled in a collection of replica buildings of St. Augustine’s 17th Century Spanish and 18th Century British rule, and a restored 1740 colonial home, the De Mes-Sanchez House.
43 St George St, St. Augustine, FL 32084
(888) 991-0933
Enjoy live music each weekend under the Colonial Oak at The Colonial Quarter. The stage area is nestled in a collection of replica buildings of St. Augustine’s 17th Century Spanish and 18th Century British rule, and a restored 1740 colonial home, the De Mes-Sanchez House.
43 St George St, St. Augustine, FL 32084
(888) 991-0933
Enjoy live music each weekend under the Colonial Oak at The Colonial Quarter. The stage area is nestled in a collection of replica buildings of St. Augustine’s 17th Century Spanish and 18th Century British rule, and a restored 1740 colonial home, the De Mes-Sanchez House.
43 St George St, St. Augustine, FL 32084
(888) 991-0933
Fine Spanish dining featuring innovative twists on heritage classics, live entertainment and world-class wine pairings. Located in the heart of Historic Downtown St. Augustine, the building began as the Buchanti House that dates back to 1764, and was made famous by the Whitney Family of Marineland, who refurbished the historic home for the city’s 400th anniversary.
25 Cuna St, St. Augustine, FL 32084
(904) 810-2400
To download a PDF version of this itinerary, click here.
The map below will help you plan your route through historic St. Augustine, from the Lightner Museum to local haunts, as you enjoy sights, sounds, and flavors around every corner.
Video – Experience The Historic Homes and Architecture in St. Augustine