St. Augustine is a city that practically breathes history—in its brick streets, colonial buildings, and ghost stories. But it also offers a lively drinking scene that perfectly complements its old-world charm. Whether you’re into craft beers, haunted pubs, or spirited history tours, the city has a lot to offer. Some of our favorite experiences include the St. Augustine Beer & History Crawl, which combines storytelling with tasting top local brews, and the Dark History Pub Crawl, a dark twist on classic pub hopping. These tours stand out because they blend authentic local flavor with compelling narratives, making each sip more meaningful.
If you’re after something spooky, the Haunted Pub Tours give you a chance to explore the city’s haunted pubs while learning about ghostly legends—and yes, sampling drinks along the way. For a more organized and inclusive experience, the Toast of St. Augustine Walking Pub Crawl offers a guided walk through historic taverns with drinks included, making it perfect for those who want a hassle-free way to explore. For a unique, bus-based experience, the Beer Bus takes you between breweries and distilleries, combining history and craft in a relaxed setting.
1. St. Augustine Beer & History Crawl
At number 1 on our list is the St. Augustine Beer & History Crawl, which offers a perfect blend of craft beer tasting and historic exploration. This tour is immersive—starting at a local brewery for a tour and tasting, then following on foot through the city’s oldest streets, including Aviles Street and St. George Street. What sets it apart is the small-group format, capped at just eight people, ensuring a personal experience. Your guide shares stories about notable sites like the 1790 coquina house and the O’Reilly House, giving you a deeper sense of the city’s past alongside beer samples from top breweries.
Guests consistently praise the knowledgeable guide and the chance to sample local beers combined with historical insights. The tour lasts about three hours and costs $119 per person, which is quite fair considering the included brewery tour and multiple tasting sessions. The opportunity to explore historic landmarks while enjoying craft beer makes this a top pick for history lovers who also enjoy a good brew. The tour’s intimate size guarantees a relaxed, engaging atmosphere — ideal for those who want to learn, taste, and socialize.
Bottom line: This tour offers a rich mix of beer, history, and small-group intimacy, making it a standout choice for those who want to experience the best of both worlds.
2. The Original Haunted Pub Tour
Next up, the Original Haunted Pub Tour is perfect for anyone curious about St. Augustine’s spooky side. This 2.5-hour tour visits some of the most infamous haunted bars in downtown, where stories of ghosts, spirits, and mysterious happenings are woven into the city’s fabric. You’ll stop at local favorites like O.C. White’s, with the guide relaying tales of ghostly encounters rooted in the city’s long, dark history.
This tour is highly rated, with 275 reviews giving it 4.5 stars. Priced at just $26.90 per person, it’s a budget-friendly way to combine history, ghost stories, and a night out. The small-group format ensures a personal and intimate experience, where you can ask questions and soak in the eerie tales. It’s ideal for those interested in supernatural stories or simply looking for a fun way to explore with a local guide.
Guests highlight the engaging storytelling and the chance to enjoy haunted bars without the pressure of a typical tour. If you’re a fan of ghost stories, this tour delivers spooky tales alongside a lively pub crawl.
Bottom line: Affordable and atmospheric, this tour is best suited for ghost enthusiasts and those wanting a relaxed, spooky night in historic surroundings.
3. Toast of St. Augustine Walking Pub Crawl – drinks included
For around $63, the Toast of St. Augustine Walking Pub Crawl offers a guided stroll through the city’s historic taverns with alcoholic drinks included. Led by a lively guide, you’ll visit three or more pubs, enjoying beer, wine, sangria, or cider at each stop. The experience stands out because it combines educational commentary on St. Augustine’s multi-cultural past with the enjoyment of drinks in a relaxed, social setting.
Guests love the generous pours and the fact that the tour includes discounts at the Gifted Cork, a local shop. Reviews mention the guide Echo as being friendly and knowledgeable, making everyone feel at home. It’s perfect for travelers who want to sample local drinks while learning about the city’s history, all in about two hours.
This tour suits those who prefer a casual, social atmosphere with drinks included, and it’s especially good for first-timers who want a straightforward introduction to St. Augustine’s drinking scene.
Bottom line: A fun, inclusive way to explore the city with drinks and stories, ideal for social groups or couples seeking a lively experience.
4. St. Augustine Haunted Pub Crawl
If you’re into ghost stories and haunted locations, the St. Augustine Haunted Pub Crawl is a top choice. Over roughly two hours, you’ll visit bars and restaurants linked to paranormal legends, such as the historic O.C. White’s. The guide shares stories about hauntings, tragedies, and mysterious deaths from the city’s 500-year history, making each stop both entertaining and slightly chilling.
Rated 4.5 stars from 95 reviews and priced at $29.99, this tour offers a small-group experience that balances history and ghost lore. It’s perfect for those who want to experience the spooky side of St. Augustine without sacrificing the social aspect of a pub crawl. The guide’s storytelling skills are highly praised, and guests appreciate the focus on real stories rather than cheesy ghost tales.
If you’re intrigued by haunted landmarks and want an immersive experience, this tour combines history, spirits, and a bit of adrenaline.
Bottom line: A compelling option for ghost hunters and lovers of supernatural stories, with enough time to explore some of the city’s most haunted venues.
5. The Beer Bus- History & Craft Beer in St. Augustine
The Beer Bus takes a different route—literally—combining guided transportation with visits to three breweries and distilleries. For about 3.5 hours, you’ll enjoy over 10 samples of craft beers and artisanal spirits, all while discovering St. Augustine’s 460-year history. Starting at Hillary’s Chicago Pizza for pre-gaming, the tour then visits Dog Rose Brewing Co., a local favorite in Lincolnville, known for its handcrafted ales and lagers.
Guests love the relaxed bus format and the chance to visit multiple breweries in one afternoon, which is difficult to do on foot. The guide is praised for sharing fascinating stories about the city’s past, adding context to the tasting experience. At $79 per person, it offers good value, especially for those interested in craft brewing and history.
Ideal for beer enthusiasts and travelers looking for a more comfortable, less walking-intensive experience, this tour combines education and tasting effortlessly.
Bottom line: The Beer Bus is perfect for those who want to sample local brews and spirits while enjoying a fun, social ride across the city’s brewing scene.
6. Dark History Pub Crawl from Saint Augustine
The Dark History Pub Crawl is a rare find—offering a deep dive into St. Augustine’s haunted past through well-researched stories and historic pubs. Led by a passionate storyteller, this two-hour tour takes you to places like the Golden Gypsy and other historic bars, where ghostly tales and tragedies come alive with vivid detail.
Rated 5 stars from just 2 reviews and priced at $40, it’s an intimate experience designed for history and ghost story aficionados. The guide’s ability to combine research and storytelling makes the city’s haunted legends come alive. It’s particularly suited for those who want a more serious approach to ghost stories, avoiding cheesy paranormal clichés.
Guests appreciate the authentic, well-researched stories and the opportunity to explore paranormal hotspots in a relaxed setting.
Bottom line: An excellent choice for serious ghost story lovers who value accuracy and atmosphere.
7. Spirits with the Spirits haunted pub crawl – drinks included
For those who love ghost stories and a lively night out, the Spirits with the Spirits tour offers four complimentary drinks over 2 hours, visiting four venues in the Old Town district. The guide shares supernatural and historical tales, from battle echoes to ghostly encounters, while you enjoy discounted drinks at each stop.
Rated 4 stars from 42 reviews and costing $59, it strikes a nice balance between entertainment and storytelling. Guests mention the guide’s personable nature and the entertaining stories, making it a good fit for groups of friends or couples wanting a spirited evening.
This tour is especially suitable for those who want drinks included and an engaging mix of history and ghost lore.
Bottom line: A fun, social way to explore St. Augustine’s haunted side with drinks and stories in hand.
8. St. Augustine’s Booze & Boos Haunted Pub Crawl
The newest addition, Booze & Boos, promises a spooky, fun experience with a personalized approach. Starting with a free mimosa at the Golden Gypsy, you’ll visit five bars, hearing tales of ghosts, battles, and legendary figures in between. The tour lasts about 2 hours, making it ideal for those wanting a quick but engaging experience.
Rated only 4 stars from 9 reviews, this tour is best for adventurous spirits who enjoy dark history and lively environments. The flexible itinerary adapts to your interests, making it suitable for different energy levels.
Guests find the combination of drinks, stories, and a relaxed pace appealing, especially if you want to maximize your evening without a long commitment.
Bottom line: Great for short, spirited explorations of haunted pubs, especially if you enjoy customizable experiences.
9. Ghoul Night Out Haunted Pub Crawl in St. Augustine
Finally, the Ghouls Night Out is a more personalized, flexible option that emphasizes dark legends and nightlife. Starting with a free mimosa at the Golden Gypsy, you’ll visit a handful of bars, listening to stories of true crime, haunted legends, and paranormal activity. The tour lasts about 2-3 hours, allowing plenty of time for drinks and stories.
While it currently has no reviews, its structure makes it appealing to those wanting a more tailored night filled with ghostly tales and lively atmospheres.
Bottom line: An ideal pick for adventurers seeking a customized haunted pub experience with a focus on true crime and paranormal legends.
$25.00 per person
How to Choose the Right Drinking Tour in St. Augustine
When selecting a tour, consider your budget, interests, and the type of experience you prefer. For history buffs wanting craft beer, the Beer & History Crawl offers a comprehensive, intimate experience. If ghost stories are your thing, the Haunted Pub Crawl or Dark History Tour provide atmospheric storytelling in historic venues.
For a more relaxed, guided outing that includes drinks, the Toast of St. Augustine is perfect. Those interested in sampling multiple breweries should consider the Beer Bus, which combines transportation, history, and tastings.
Always think about group size, price point, and whether you prefer walking or bus-based tours. Booking early is recommended—especially in peak seasons—to secure your preferred date.
To sum it up, St. Augustine offers a diverse range of drinking tours that cater to different tastes. From craft beer enthusiasts to ghost story lovers, you can find an experience that perfectly matches your interests. Our top picks include the Beer & History Crawl for its deep dive into local brews and history, and the Haunted Pub Crawl for a spooky night out. No matter your choice, these tours promise a fun, memorable way to explore the city’s lively drinking scene—so don’t wait, book early, and enjoy your spirited adventure in this historic city.