St Augustine’s charm isn’t only in its colorful streets and historic landmarks; it also offers some of the most engaging drinking tours in Florida. This city’s long history of pirates, soldiers, and Spanish conquistadors makes its taverns and speakeasies perfect spots for tasting local spirits and learning stories that go beyond the usual tourist fare. With a mix of pub crawls, beer tours, and ghostly drinking experiences, there’s a drink tour tailored to almost every interest—from those craving a spirited history lesson to fans of supernatural tales. These tours not only help you discover great local spots but also give you a deeper sense of the city’s lively past and present.
In this guide, we’ve sifted through options to find the best drinking tours in St. Augustine. Whether you want an inclusive pub crawl with drinks included, a haunted ghost tour, or a craft beer bus experience, you’ll find something that suits your taste and schedule.
Quick Overview
Our list highlights a variety of drinking tours including traditional pub crawls, haunted spirits adventures, and craft beer excursions. All tours have their own unique vibe, from the 2-hour Walk Pub Crawl with drinks included (Toast of St. Augustine Walking Pub Crawl) to the 3-4 hour Beer Bus tour (The Beer Bus) and themed haunted pub crawls like Spirits with the Spirits. Read on to find detailed descriptions of each experience, helping you pick the perfect way to enjoy a drink and some stories in St. Augustine.
1. Toast of St. Augustine Walking Pub Crawl – drinks included
At number 1, this 2-hour walking pub crawl offers a relaxed way to explore St. Augustine’s historic pubs while enjoying alcoholic beverages included in the ticket price. Unlike many other tours, this experience handles the drinks for you—beer, wine, sangria, or cider—making it a hassle-free way to sample local favorites. Led by an engaging guide, the tour visits hidden gems and established watering holes, each with stories that add flavor to your drinks.
What makes this tour stand out is its focus on history and local culture, with guides sharing fascinating insights into the city’s multicultural past. The stops are carefully chosen to combine authentic atmospheres with generous pours. For instance, the first stop allows you to choose from a variety of drinks, then travel through the city’s back streets and scenic corners. Plus, there’s a special discount at the Gifted Cork, perfect for picking up a souvenir.
Guests consistently praise the friendly guides, especially Aaron and Frank, who bring 25+ years of experience to the storytelling. Reviewers mention the personalized experience—some tours were tailored to their interests, and everyone appreciated the generous pours and fun atmosphere.
Bottom Line: Best for those who want a relaxed, social experience with drinks included, a touch of local history, and the chance to discover lesser-known pubs.
2. St. Augustine Haunted Pub Crawl
Number 2 on our list is the 2-hour Haunted Pub Crawl, which combines spooky stories with visits to some of the oldest bars in town. This tour takes you through the city’s haunted past, with stories of ghostly encounters and real-life grim histories. It’s perfect for visitors who love alternative history and want a bit of adrenaline with their drinks.
The tour visits well-known spots like O.C. White’s, Harry’s Seafood Bar and Grill, and other historic pubs that are said to be haunted. The guides are knowledgeable about the city’s 500 years of history, and they share tales that range from spirited legends to more sinister stories of violence and tragedy. The drinks are not included, but the tour provides special discounts at each stop, encouraging you to sample the local brews and spirits.
Reviews highlight the charisma of guides like Debbie and James, who keep the mood lively while sharing real and chilling stories. Many mention how the personalized storytelling and interesting venues made it a memorable experience. Some note that the tour might be better with an extra hour, but overall, it’s praised for entertaining storytelling and the spooky atmosphere.
Bottom Line: Ideal for those interested in ghost stories and haunted landmarks, combined with a social pub crawl. It’s a fun way to experience the darker side of St. Augustine’s history.
3. The Beer Bus- History & Craft Beer in St. Augustine
Number 3 is the Beer Bus tour, a 3 to 4-hour journey through three of St. Augustine’s best breweries and a distillery. This tour offers a more immersive experience for beer and spirits lovers. Starting with a pre-tour pizza at Hillary’s Chicago Pizza, the tour then hops on a luxury bus to visit excellent establishments like Dog Rose Brewing Co. and beyond.
During the tour, you’ll sample over 10 craft beers and artisanal spirits, all while your guide shares stories about the city’s 460-year history. The focus here is on local breweries, with each stop emphasizing distinctive styles and brewing techniques. Dog Rose Brewing, for example, is praised for its handcrafted ales brewed in Lincolnville. Guests appreciate the well-chosen samples and the opportunity to learn about local beer culture firsthand.
Pricing is competitive considering the three to four hours of guided tasting—you get a good variety of local brews and insider insights. Reviewers note that the guide Amanda’s knowledge and personable style enhance the experience, making it a hit for beer aficionados. The value for money is high, especially for those wanting to combine history and craft beer.
Bottom Line: Best for beer lovers looking for a guided, relaxed tour that combines tastings with historical context.
4. Spirits with the Spirits haunted pub crawl
Number 4 features a 2-hour haunted pub crawl with drinks included, perfect for those who want to mix ghost stories with a lively bar scene. This experience takes you through the Old Town district, visiting four venues where liquid courage helps you hear tales of supernatural happenings. The drinks are free at each stop, making it an especially good value.
Highlights include stops at O.C. White’s and Seafood & Spirits, where guides share stories about ghostly encounters and paranormal legends. The tour emphasizes the city’s haunted reputation, built on centuries of mysterious tales and real tragedies. The friendly guides and interactive storytelling create an engaging atmosphere. Reviews mention the entertaining narration and the variety of venues. A couple of reviewers noted that the tour could be longer, but overall, it’s perfect for spooky enthusiasts seeing a different side of St. Augustine.
Bottom Line: Great for travelers who want drinks included and to hear true ghost stories with a lively group and some liquid courage.
5. St. Augustine’s Booze & Boos Haunted Pub Crawl
At number 5, this shorter, 1 hour 45-minute haunted pub crawl is perfect if you’re pressed for time but still want a spirited haunted experience. It begins at Sangrias Wine and Tapas Bar, where the host recounts haunting tales tied to the building’s past. The tour then visits several more historic spots, including the Cathedral Place Office Building, where supernatural stories unfold.
What makes this tour stand out is its focus on haunted tales tied to specific venues and the personalized storytelling. Many reviews praise the guide Holly for “keeping things interesting” and “bringing the stories to life.” It’s a more intimate experience, often with only your group on the tour, which makes for a personalized recounting of spooky stories.
Bottom Line: Suitable for history and ghost story enthusiasts who want a short, engaging haunted pub crawl with a focus on local legends.
6. Ghosts and Spirits of St Augustine Pub Crawl Tour
Near the bottom, this 1.5-hour tour offers a unique twist—using an electric vehicle to visit the most haunted spots around the city instead of walking. Starting at Plaza de la Constitución with a free beer, the tour drives you past landmarks like Flagler College and the Murat House, sharing haunted stories along the way.
The mobility of this tour allows access to more sites in less time, and it’s ideal for travelers who prefer less walking or have mobility issues. The guide shares tales of local hauntings, making the experience an efficient way to see multiple haunted locations in a short period. Reviewers mention the knowledgeable guide and the fun of riding in a cart, even if some found the overall experience a bit shorter than they wished.
Bottom Line: Ideal for those wanting a quick, accessible haunted tour with a mobile approach to explore many of St. Augustine’s haunted sites.
How to Choose the Right Drinking Tour in St. Augustine
Choosing between these drinking tours depends on what you want to get out of the experience. If you prefer a laid-back pub crawl with drinks included and a focus on local pubs, the Toast of St. Augustine Walking Pub Crawl offers a great mix of history and hospitality.
For those intrigued by ghost stories and haunted landmarks, the Spirits with the Spirits haunted pub crawl or Booze & Boos haunted pub crawl provide ghostly tales with some drinks, often with personalized storytelling and a more intimate setting.
If you’re a craft beer enthusiast, the Beer Bus combines guided tastings with historical insights, making it perfect for those who want to explore St. Augustine’s brewing scene.
Consider your budget, time constraints, and whether you prefer walking or riding when selecting. Booking early is advisable, especially during peak season, to secure your spot on the most popular tours.
Final Thoughts
St Augustine offers a diverse range of drinking experiences. For a fun, inclusive outing that combines history and drinks, the Toast of St. Augustine Walking Pub Crawl is hard to beat. If you’re into ghost stories and haunted buildings, the Spirits with the Spirits or Booze & Boos tours deliver spooky tales with a side of spirits.
For craft beer lovers, the Beer Bus provides a relaxed, educational, taste-focused journey through local breweries. Each of these options offers a way to enjoy St. Augustine’s vibrant bar scene while soaking in its fascinating stories. Booking early will ensure you don’t miss out—these tours tend to fill up fast, especially in peak season.
Enjoy your liquid adventures in this historic city. Cheers to discovering new places, stories, and maybe a ghostly tale or two!