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Dorchester Center, MA 02124

Discover St. Augustine’s historic streets and craft beer scene on this 3-hour guided tour, featuring visits to breweries, local landmarks, and tastings for $119 per person.
If you’re looking to combine history and craft beer in one engaging experience, the St. Augustine Beer & History Crawl offers just that. Priced at $119 per person and lasting approximately 3 hours, this tour is ideal for those eager to explore one of America’s oldest cities while sampling some of its best local brews. With a limited group size of just eight people, the tour maintains a personal, friendly atmosphere, guided by a knowledgeable local who shares insider stories and historical facts throughout the walk.
The tour’s unique appeal lies in its dual focus: you get to enjoy craft beer tastings at three different breweries and bars, plus explore iconic St. Augustine landmarks. It departs at 12:00 pm from 77 Bridge St, wrapping up near the Old City Gates and Historic Downtown parking garage. The experience is designed to be both fun and informative, making it perfect for history buffs and beer enthusiasts alike. Travelers should note that the tour can only accommodate vegetarian diets and is suited for those with moderate physical fitness.


The tour begins at 77 Bridge St precisely at 12:00 pm, where guests meet their guide. From this central location, the journey explores St. Augustine’s historic streets, including Aviles Street, famous for its narrow, brick-lined pathways and colonial ambiance. The tour concludes near the Old City Gates, close to parking options for easy access after the experience.
The itinerary balances the afternoon brewery visits with walking through historic districts, giving participants a chance to see landmarks while enjoying tastings. The tour is designed for those comfortable with moderate walking, as it includes exploring notable landmarks and narrow streets.
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One of the key historical stops is the O’Reilly House, dating back to 1691, which is St. Augustine’s oldest standing home. Visitors learn about Father Michael O’Reilly, who moved into the house in 1785 and played a significant role in local religious and architectural history. Now operated as a museum by the Sisters of St. Joseph, this site offers a tangible link to the city’s early Spanish and colonial roots.
The Prince Achille Murat house is another notable stop, built in 1790 during the Second Spanish period. This property is known for its historical association with Prince Achille Murat, nephew of Napoleon Bonaparte. It’s a prime example of Spanish colonial architecture and provides context for St. Augustine’s diverse past.
Aviles Street extends south from the Plaza to Bridge Street. It remains one of St. Augustine’s most narrow, brick-lined historic streets, retaining much of its colonial charm. It’s a perfect backdrop for learning about the city’s early days while strolling past shops, galleries, and cafes.
The Plaza itself has been a hub of community life since 1573, making it one of the oldest public squares in the United States. Its central location and historic significance make it an ideal spot for photo opportunities and rest stops during the tour.
St. George Street is also part of the tour, stretching from the Old City Gates to Lincolnville. It functions as the main shopping and entertainment corridor, lined with restaurants, historic sites, and attractions. Walking along this street provides a lively atmosphere contrasting with the more tranquil historic neighborhoods.
The Castillo de San Marcos, finished in 1695, is the oldest masonry fort in the continental United States. It survived British attacks and served as a key defensive structure during the colonial era. While it is not part of the National Park Service, it stands as a formidable reminder of St. Augustine’s military history.
Visitors get to admire its impressive coquina stone walls and learn about its role in defending the city. Although the fort is not included in the brewery stops, the guide often shares stories about its significance as part of the city’s historic narrative.

The core of this tour is the visits to three breweries or bars, where guests sample some of St. Augustine’s best craft beers. These locations offer a variety of styles, showcasing the city’s growing beer scene. The tastings are complemented by local snacks to keep everyone energized between sips.
If beer isn’t preferred, the tour provides wine or cider options at each stop, limited to a single drink per location, making it accessible for non-beer drinkers. This flexibility is a popular feature, as highlighted by positive reviews emphasizing the friendly environment and variety of beverages.
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The tour is led by guides like Alex, who are praised for their knowledgeable and enthusiastic storytelling. They share insider facts about the history of St. Augustine, including stories about landmarks, notable residents, and local culture.
Guests comment on how guides make history come alive with engaging narration, making the walk both educational and entertaining. They are also attentive to dietary preferences, offering snacks and ensuring a relaxed pace.
The tour includes bottled water and local snacks, with alcoholic beverages at three brewery locations. It starts at 77 Bridge St and ends near the Old City Gates, making logistics straightforward for visitors. The maximum group size of eight helps maintain a personalized experience.
Guests should be prepared for moderate physical activity; comfortable shoes are recommended due to walking on historic streets and cobblestones. The tour is not suitable for vegan, kosher, dairy allergy, sugar-free, or gluten-free diets, but vegetarian options are available.

With stellar reviews and a perfect 5-star rating, this tour stands out as a fun, informative, and delicious way to experience St. Augustine. The combination of historic landmarks and craft beer tastings offers a well-rounded introduction to the city’s culture and flavor.
The small-group setting ensures personalized attention from guides, making it a great choice for those seeking an intimate experience. Whether you’re a history enthusiast or a beer lover, this tour provides value for money and memorable moments.
“We actually ended up doing a different tour but it's with the same company. The tour guide Alex is awesome and a wealth of knowledge. His love for …”
Is this tour suitable for non-beer drinkers?
Yes, the tour offers wine or cider options at each brewery stop, limited to a single drink per location, making it accessible for those who prefer non-beer beverages.
How long does the tour last?
The tour runs for approximately 3 hours, starting at 12:00 pm and ending near the Old City Gates.
What is included in the price?
Guests receive beer tastings at three locations, snacks, and bottled water. Additional drinks can be substituted if needed.
Where does the tour start and end?
It begins at 77 Bridge St and concludes near the Old City Gates at 3 St George St.
Is the tour accessible for those with limited mobility?
The tour involves walking on historic streets and cobblestones, so travelers should have moderate physical fitness.
Can I cancel the tour if my plans change?
Yes, free cancellation is available up to 24 hours in advance.
How many people are in each tour group?
Each tour accommodates a maximum of 8 travelers, ensuring a personalized experience.
Are guides knowledgeable about local history?
Absolutely; guides like Alex are praised for their wealth of knowledge, storytelling skills, and passion for St. Augustine.
Can the tour accommodate dietary restrictions?
The tour only offers vegetarian options for snacks and food; vegan, kosher, dairy-free, sugar-free, or gluten-free restrictions cannot be accommodated.
What makes this tour different from other historic tours?
Its focus on craft beer, combined with personal storytelling and visits to significant landmarks, sets this experience apart for beer enthusiasts and history lovers alike.