Our original walking tour combines St. Augustine history with relaxed stops at some of our favorite local pubs and restaurants. Led by a local guide who is part historian, part new friend, part drinking buddy, you’ll explore the city’s historic streets and architecture while hearing the stories and characters that shaped America’s oldest city.
The route changes regularly, allowing us to highlight different partner establishments depending on the day and season. While beer lovers will feel right at home, each stop offers beverage options beyond beer, which may include wine, cider, cocktails, hard seltzers, THC-infused drinks, or non-alcoholic selections.
Food is included during the experience, making this a fun, social, and well-paced way to enjoy St. Augustine’s history.
If you’re looking for an exciting and unique way to experience St. Augustine’s history while discovering favorite local spots you might never find on your own, this is the walk for you.
77 Bridge St, Lincolnville, St. Augustine, United States
Your experience begins at Dog Rose, located in the historic Lincolnville neighborhood on the south side of St. Augustine’s historic district. This vibrant, locally loved spot is the perfect starting point for our Historic Bar Crawl, blending neighborhood charm with a relaxed, welcoming atmosphere. While Dog Rose is well known for its creative craft brews made on site, beer is just one of many options available. Guests can also choose from a variety of wines, hard seltzers, cider, THC-infused beverages, and non-alcoholic beers, so everyone can find something they enjoy, regardless of taste or preference. Your guide will meet you here, introduce the experience, and help you select your first drink before heading out to explore St. Augustine’s rich history.
h Waldo Emerson stayed here in the 1820's to fight a bout of illness. This 1790 coquina house is a great example of Second Spanish period architecture.
32 Aviles St, , St. Augustine, United States
With parts of the structure dating back to 1691, the O'Reilly House is St. Augustine's oldest standing home. Father Michael O'Reilly moved into the house in 1785 and was a leading figure in the construction of the Cathedral. Upon his death in 1812, he willed the house to Catholic Church. It is now operated as a museum by the Sisters of St. Joseph.
row, brick lined, historic streets of the city which has retained much of its colonial character.
1 Cathedral Pl, St George Street between King Street and Cathedral Place, St. Augustine, United States
The plaza has been a central part of St. Augustine since 1573 when it was first laid out by the Spanish Royal Ordinances.
Built only 7 feet wide to make it almost impossible to steal gold being transported from the ships to the Royal Spanish Treasury.
1 S Castillo Dr, St. Augustine, United States
The oldest and largest masonry fort in the continental United States. Finished in 1695 and survived 2 British attacks. It is not part of the National Park Service.
St. George St, , St. Augustine, United States
Starting at the Old City Gates and extending to historic Lincolnville, St. George Street is the center of shopping, entertainment, historical sites, attractions, and restaurants.
Please meet inside of Dog Rose Brewing.
There is no parking at the meeting location; guests may use hourly street parking on the Plaza or at 79–99 Granada St, or flat-fee parking at 5 Artillery Lane or the Historic Garage at 1 Cordova St (15-min walk).
For a full refund, cancel at least 24 hours before the scheduled departure time.
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