If you’re thinking about adding a lively, social touch to your visit to St. Augustine, the Toast of St. Augustine Walking Pub Crawl might be just what you need. This tour offers a laid-back way to discover some of the city’s historic pubs while enjoying drinks and learning about the area’s colorful past. From what we’ve seen, it’s a popular choice, especially for those who want a guided experience that’s both entertaining and relaxed.
What really stands out about this tour is that your drinks are included in the price, which can be a real bonus for those who don’t want to constantly reach for their wallet. Plus, the guides seem to know their stuff—drawing praise for their friendliness and local knowledge. However, since it’s a walking tour with alcohol involved, it’s naturally best suited for those who are comfortable on their feet and at ease with moderate drinking.
One thing to keep in mind is the limited group size—only 10 travelers max—which helps keep things personal and engaging. This tour could be perfect if you’re traveling with friends or a small group who loves a good story and a good drink. If you’re after a more cultural or historical deep dive, this might lean more toward fun and socializing, but still with some interesting tidbits thrown in.
This pub crawl seems ideal for visitors who want a lively, social introduction to St. Augustine’s nightlife and history, with the added convenience of drinks included and personalized guides leading the way.
Key Points

- All-inclusive drinks mean no surprises on the bill—beer, wine, sangria, or cider at every stop.
- Small group size (up to 10) makes the experience more intimate and tailored.
- Knowledgeable guides like Aaron, Sadie, and Echo receive high praise for their friendliness and insights.
- Two-hour duration offers a relaxed pace without feeling rushed.
- Historic pubs and hidden gems make it a fun way to see parts of the city you might not discover on your own.
- Discounts on purchases at the Gifted Cork add extra value for those wanting to buy souvenirs or bottles.
What to Expect from the Tour: A Deep Dive

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The Starting Point and Overall Structure
The tour kicks off at the Old City House Inn & Restaurant on Cordova Street, a cozy, well-located spot that sets the tone for a relaxed, friendly experience. The start time is generally at 4:00 pm, making it perfect for an early evening outing or a fun way to kick off your night in St. Augustine.
From there, you’ll head to a curated selection of local pubs and hidden spots, each with its own character and story. The tour lasts about 2 hours, which means you get enough time to enjoy each venue without feeling hurried, but also don’t have to commit a whole evening if you’re tight on time.
The Stops and Their Charm
One of the biggest selling points of this tour is the variety of venues you’ll visit. Unlike some pub crawls that stick to a chain or a single neighborhood, this one takes you to some of the city’s more colorful and lesser-known spots. The reviews mention “back roads wine and beer pubs,” suggesting a mix of lively taverns and quiet local favorites that give you a taste of St. Augustine’s authentic vibe.
The Drinks and Their Quality
The included beverages are a standout feature. You can choose from beer, wine, or a combination including sangria and cider—something for all’s taste. The reviews confirm that pours are generous and the selection of drinks is varied. Several reviewers, like Cindy and Donna, mention the “colorful and generous pours,” which makes the experience feel like good value for money.
The Guides and Their Role
The guides seem to truly make the experience special. Donna D. highlights Aaron’s efforts to personalize their tour, while others praise Sadie and Echo for their friendliness and knowledge. From the reviews, it’s clear that a good guide can elevate the experience—they’re not just hosts but storytellers who make sure everyone feels included and enjoys the stops.
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The Atmosphere and Group Dynamic
Since the maximum group size is just 10, you’ll likely find the tour quite intimate. Several reviews talk about the fun company, whether it’s “another couple in the group” or “meeting new friends.” If you’re traveling solo or as a couple, this format offers a warm, friendly environment, often making it feel more like hanging out with friends rather than a formal tour.
The Value and Pricing
The cost is $63 per person, which, considering drinks are included, seems quite reasonable for a guided experience that combines socializing and sightseeing. When you factor in the convenience of guided stops, the knowledge shared, and the drinks, it’s a fair deal for a relaxed, fun evening out.
The Experience in Practice: Real Insights from Reviewers
Many reviewers, like Donna B., emphasize the personalized experience and the guides’ genuine enthusiasm. She mentions that Aaron made their tour “memorable,” indicating a level of care that makes the tour stand out.
Others, like Sandy M., enjoyed the variety of stops and fun group atmosphere. She recommends the tour highly and would do it again, which is high praise for such a short experience.
The guides’ storytelling skills also earn applause. Donna V. appreciated Aaron’s knowledge and love for the city, making the tour not just about drinks but a bit of local storytelling that makes the experience richer.
Hidden Gems and Local Vibes
A key part of this tour is discovering lesser-known venues and local pubs. Echo’s ghost stories, shared during the tour, add an extra layer of fun and intrigue. Several reviews mention the “hidden gems” and how the tour helps you see parts of St. Augustine you might miss on your own.
Practical Considerations
The tour is suitable for travelers with a moderate physical fitness level, as it involves walking and standing. Since it’s near public transportation and open to service animals, it’s accessible for many. However, if you’re sensitive to alcohol or prefer not to drink, this might not be the best fit.
Cancellation is straightforward—free if canceled 24 hours in advance, which is useful if your plans change unexpectedly. The tour depends on good weather, so keep that in mind if your trip is during uncertain conditions.
Who Would Enjoy This Tour?

This pub crawl is a hit for small groups, couples, or friends who enjoy social drinking and local stories. It’s perfect for those who want to experience a slice of St. Augustine’s nightlife without worrying about navigation or planning each stop. It’s also quite suitable if you love learning fun facts but aren’t necessarily craving a deep dive into history.
While children aren’t explicitly mentioned, the focus on alcohol and pub environments suggests it’s more adult-oriented. It’s a good choice if you’re after a relaxed, friendly, and engaging way to see the city’s bars and hear their stories.
Final Thoughts: Is It Worth It?

If you’re after a laid-back, sociable way to explore some of St. Augustine’s best pubs, this tour delivers on that promise. The inclusion of drinks makes it stand out from typical walking tours, while the reviews repeatedly praise the guides’ friendliness and knowledge. The small group size fosters a personal, engaging atmosphere, making it more than just a bar-hopping experience.
The cost seems fair for what you get: a knowledgeable guide, a handful of local venues, and drinks at each spot. It’s especially appealing if you enjoy learning stories or ghost tales along the way—Echo’s storytelling, for example, adds a fun twist.
If you want a relaxed evening filled with good drinks, friendly faces, and a taste of St. Augustine’s local charm, this walk might just be a highlight of your trip.
Toast of St. Augustine Walking Pub Crawl – drinks included
“We had a great, personalized tour with Aaron. He went out of his way to make the experience memorable for us. We learned about St. Augustine but e…”
FAQs

Is the tour suitable for people with moderate physical fitness?
Yes, the tour involves walking and standing, so a moderate level of fitness is recommended. It’s not overly strenuous but does require being on your feet.
Are drinks included in the price?
Absolutely. The ticket price covers all alcoholic beverages at every stop—beer, wine, sangria, or cider—so no extra costs for drinks during the tour.
What is the maximum group size?
The tour limits participants to 10 travelers, creating a more personal and engaging environment.
Can I cancel the tour if my plans change?
Yes, you can cancel for a full refund if you do so at least 24 hours before the start time. Cancellations less than 24 hours in advance are non-refundable.
Where does the tour start and end?
It begins and ends at the Old City House Inn & Restaurant, located at 115 Cordova Street. This makes it easy to join or leave, especially if you’re staying nearby.
Is this tour family-friendly?
It’s primarily adult-oriented due to alcohol consumption and pub environments. It’s best suited for those 21 and over or anyone comfortable with moderate drinking.
What are the main highlights of this tour?
You’ll explore historic pubs, enjoy generous pours of drinks, learn from friendly guides, and discover hidden gems around St. Augustine. Ghost stories and discounts at the Gifted Cork add extra fun.
How long does the tour last?
Approximately 2 hours, making it a perfect short evening activity to kick off or cap off your day.
Whether you’re a first-time visitor, a local looking to discover new spots, or just someone who loves a good drink with good company, this pub crawl offers a relaxed, enjoyable way to get to know St. Augustine’s nightlife and history—one glass at a time.
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