Imagine strolling through one of America’s oldest cities, not just soaking up the sights but also sampling its best local brews and wines, all while learning some of the town’s quirkiest stories. That’s exactly what the Toast of St. Augustine Walking Pub Crawl offers. This guided tour promises a relaxed, sociable way to explore the city’s lively pub scene, and it has earned a perfect rating of 5.0 from 66 happy travelers.
What we love about this experience is that drinks are included—no need to worry about carrying cash or tabs—and the guides are often praised for their local knowledge and friendly personalities. A second big plus is the ability to discover hidden gems and back roads away from the typical tourist spots.
One consideration is the tour’s moderate physical activity level; it involves walking through historic streets, so it’s best for those comfortable on their feet.
This tour suits travelers who enjoy good drinks, local stories, and a relaxed pace, especially those visiting St. Augustine for the first time or looking for a fun way to start their evening.
This experience made our article of We Rank St Augustine’s 9 Top Drinking Tours.
- Key Points
- A Closer Look at the Tour Experience
- The Itinerary – What You Can Expect
- The Guides – Why They Make a Difference
- The Stops – Local Pubs & Hidden Gems
- Price & Value
- The Reviews – Authentic Feedback
- Who Will Love This Tour?
- The Bottom Line
- FAQ – Your Practical Questions Answered
- The Best Of St Augustine!
- More Nightlife Experiences in St Augustine
- More Walking Tours in St Augustine
- More Tour Reviews in St Augustine
Key Points
- All drinks included means no extra costs and the chance to sample a variety of beers, wines, or sangria.
- Knowledgeable guides enhance the experience with personal stories and local insights.
- Hidden spots and back roads provide a more authentic look at St. Augustine’s vibrant pub scene.
- Small groups (up to 10) ensure personalized attention and a friendly atmosphere.
- Great value at $63 per person for two hours of fun, drinks, and discovery.
- Flexible options for customizing the experience if you’re the only guest or in a small group.
👉 See our pick of the The Top 5 St Augustine Wine Tours
A Closer Look at the Tour Experience

The Toast of St. Augustine Walking Pub Crawl is designed to take the stress out of finding good places to drink while giving you a taste of the city’s multifaceted personality. It lasts approximately two hours, beginning and ending at the same location—the Old City House Inn & Restaurant on Cordova Street. Starting at 4:00 pm, the timing makes it an ideal way to kick off an evening or simply unwind after a day of sightseeing.
You can also read our reviews of more walking tours in St Augustine
The Itinerary – What You Can Expect
The first stop is the starting point, where your ticket covers the cost of drinks at each stop. You’ll have your choice of beer, wine, or a combination including sangria and cider, making it a flexible option for different tastes. From there, the guide will lead you to local pubs and hidden gems, sharing stories and history along the way. One reviewer noted, “We had a great, personalized tour with Aaron,” emphasizing the value of a guide who tailors the experience and shares personal insights.
Throughout the tour, you can expect to visit some of St. Augustine’s notable pubs, along with back roads and lesser-known spots. This isn’t just about drinking; it’s about experiencing the vibrant social fabric that makes this city unique. The fact that the drinks are included allows you to relax and focus on the experience rather than worrying about tabs, which many travelers appreciated. As one reviewer said, “Interesting, colorful, and generous pours. Thanks to our guide Echo!”
The Guides – Why They Make a Difference
Reviews consistently highlight the guides’ extensive knowledge and engaging personality. Whether it’s Aaron’s enthusiasm or Sadie’s personable approach, guides seem to genuinely care about creating memorable experiences. Several travelers mentioned that their guides shared ghost stories, local lore, and detailed insights into the city’s history—adding depth to an already enjoyable outing.
The Stops – Local Pubs & Hidden Gems
The stops are carefully selected for their authenticity and atmosphere. You might visit historic pubs that have been part of the city’s fabric for decades, or discover quirky neighborhood spots not found on typical tourist maps. The inclusion of a special discount at the Gifted Cork adds a little extra incentive for those interested in picking up a local bottle or souvenir.
Price & Value
At $63 per person, this tour offers excellent value. Drinks are included, which can easily add up if purchased separately. The two-hour duration is just right—long enough to enjoy several establishments but compact enough to leave room for other activities later in the evening. The small group size (max 10 travelers) ensures an intimate experience with personal attention from guides.
You can also read our reviews of more nightlife experiences in St Augustine
The Reviews – Authentic Feedback
Travelers consistently praise the tour for its friendly guides and quality stops. Comments like “Great drinks and great people,” and “Our tour guide, Frank, was great,” affirm the high standards. Many mention the personalized experience—like being the only two on the tour—making it feel exclusive and tailored. The combination of good humor, local expertise, and generous pours creates a warm, welcoming atmosphere.
Who Will Love This Tour?

This pub crawl is perfect for those who enjoy social outings with an educational twist. If you’re looking for an evening that combines local history, lively conversation, and quality drinks without worrying about the tab, this is a solid choice. It also suits travelers eager to uncover hidden corners of St. Augustine and meet fellow explorers.
While it’s ideal for those comfortable walking moderate distances, it’s also great for anyone wanting a light-hearted, guided introduction to the city’s vibrant pub scene. Families with older children, couples, or groups of friends will find this a fun, relaxed way to kick off or wind down a day.
The Bottom Line
The Toast of St. Augustine Walking Pub Crawl delivers an engaging, authentic experience that balances history, local flavor, and good company. The inclusion of drinks makes it stand out among typical sightseeing tours, and the small group size ensures you are not just another face in the crowd.
The guides’ enthusiasm and knowledge turn what could be just a bar-hop into a memorable social adventure. The tour’s emphasis on discovering lesser-known spots offers a taste of the city’s true character, far from the touristy throngs.
If you’re in St. Augustine and want to enjoy a relaxed, fun-filled evening with local drinks and stories, this tour is a fantastic choice. Whether you’re a solo traveler, a couple, or a small group, you’ll leave with new friends, better knowledge of the city, and maybe a few new favorite local spots.
Toast of St. Augustine Walking Pub Crawl – drinks included
FAQ – Your Practical Questions Answered

Are drinks included in the ticket price?
Yes, the ticket price includes alcoholic beverages at each stop—beer, wine, sangria, or cider—so there are no extra charges for drinks during the tour.
Where does the tour start and end?
It begins and concludes at the Old City House Inn & Restaurant located at 115 Cordova Street, making it easy to plan your evening.
How long does the tour last?
The tour lasts approximately 2 hours, making it a perfect short outing that leaves plenty of time for other evening plans.
What is the group size?
The tour is limited to a maximum of 10 travelers, ensuring a more personalized, friendly experience.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund. Cancellations less than 24 hours before are non-refundable.
Is this suitable for people with moderate physical fitness?
Yes, travelers should have a moderate fitness level, as it involves walking around historic streets.
Are service animals allowed?
Yes, service animals are permitted on the tour.
What if the weather is bad?
The tour is weather-dependent, but if canceled due to poor conditions, you’ll be offered a different date or a full refund.
Can I customize the experience?
While the tour is generally fixed, reviews mention guides tailoring stops based on interests if you’re the only guest or in a small group.
What makes this tour different from other pub crawls?
The inclusion of drinks in the ticket price, knowledgeable guides sharing insightful stories, and visits to local hidden gems set this experience apart.
To sum it up, the Toast of St. Augustine Walking Pub Crawl offers an enjoyable way to explore the city’s drinking culture while learning a few stories that make St. Augustine special. It’s best suited for those who enjoy social, relaxed outings with a dash of history and a lot of good drinks. With its excellent reviews and focused approach, it’s a smart choice for travelers seeking authentic fun without the hassle of planning every stop.





























