We Rank St Augustine’s 9 Top Drinking Tours

St. Augustine’s streets are a lively place for drinking tours. With its rich history, colonial architecture, and a reputation for ghost stories, it’s a city that makes every sip feel like part of a story. Whether you’re into tasting craft beers, exploring haunted pubs, or combining history with a good drink, St. Augustine offers experiences that go beyond a simple bar crawl.

For a well-rounded experience, the St. Augustine Beer & History Crawl stands out because it offers both craft beer sampling and a walk through historic landmarks, making it perfect for those who want both history and a cold one in hand.

We like this tour because it’s a small-group experience capped at just eight people, adding a personal touch that often gets lost in larger tours.

If you’re drawn to tales of ghosts and spirits, the city’s haunted pubs deliver plenty of spooky stories alongside drinks. For those who want a bit of both—the paranormal and a pub—our list includes both haunted pub tours and spirits-themed crawls.

The variety here means you can choose a tour that matches your interests, whether it’s exploring the dark history of St. Augustine or simply enjoying a casual pub crawl with included drinks.

1. St. Augustine Beer & History Crawl

At number 1, the St. Augustine Beer & History Crawl offers a perfect mix of local craft beer tastings and walking through the city’s most iconic historic spots. Starting in the afternoon at a local brewery, you’ll enjoy a tour and tasting that highlights St. Augustine’s thriving craft beer scene.

Afterward, your small group of up to eight will explore historic landmarks like Aviles Street, the oldest streets lined with colonial-era buildings, and the 1790 O’Reilly House, which dates back to the Second Spanish period.

The tour’s highlights include hearing stories about figures like Prince Achille Murat and Ralph Waldo Emerson, who once stayed here.

What makes this tour special is the blend of educational storytelling with beer tasting, giving you a sense of the city’s past and present. It’s ideal for those who want a relaxed, intimate experience that combines history and local brews. The reviews speak volumes, with many praising guide Alex’s knowledge and infectious enthusiasm.

At $119, it’s a good value considering the included tours, tastings, and the personal experience. Perfect for history lovers who enjoy a good drink.

Bottom line: Best for those who want a personalized, hands-on history and beer experience with high-quality craft selections and a small-group vibe.

2. The Original Haunted Pub Tour

Number 2 on our list is the Original Haunted Pub Tour, offering a spooky twist to your evening. For about $26.90, this 2.5-hour tour takes you through downtown St. Augustine’s most haunted bars and pubs, where you’ll learn about ghostly legends that have haunted the city for centuries.

The tour includes stops at historic pubs—like the Old City Gates—where stories of ghostly apparitions and supernatural encounters are woven into the city’s fabric.

This tour is highly rated for its engaging guide and atmospheric storytelling, making it ideal for those interested in ghost stories and paranormal legends. It’s a budget-friendly option that doesn’t skimp on entertainment. The tour is small, which keeps the stories intimate and immersive.

Some guests mention that the stories about hauntings make the bar stops more engaging, especially if you’re a fan of true crime and paranormal tales.

Bottom line: Perfect for travelers seeking a spooky night out with a historical twist, all without breaking the bank.

3. Toast of St. Augustine Walking Pub Crawl – drinks included

Number 3, the Toast of St. Augustine Walking Pub Crawl, makes enjoying the city’s historic pubs hassle-free. For just $63 per person, this 2-hour tour covers several iconic pubs while you enjoy included drinks like beer, wine, sangria, or cider.

Led by a knowledgeable guide, you’ll visit some of the most cherished local watering holes, learning about St. Augustine’s multi-cultural history along the way.

The key here is in the comfort and convenience—no need to worry about ordering or paying at each stop. The guide, Echo, is praised for her lively storytelling and upbeat approach, making it a lively experience for groups and singles alike.

Guests love the generous pours and the chance to discover hidden gems while sampling the city’s drinks. The included discount at the Gifted Cork adds a little extra value for those wanting to pick up souvenirs.

Bottom line: Ideal for those who want a guided, social experience with drinks included, making it easy to relax and focus on the fun.

4. St. Augustine Haunted Pub Crawl

Number 4, the Haunted Pub Crawl, explores the city’s haunted side. For around $29.99, you’ll spend about 2 hours visiting popular pubs like O.C. White’s, hearing ghost stories tied to nearly 500 years of history. Led by a passionate guide, this tour mixes history and supernatural tales while you sip drinks (own expense) in some of the oldest bars in town.

Guests mention that the stories are well-researched, with some noting how the tales of ghostly encounters add an extra layer of intrigue to the pub environment. The tour’s strength is its focus on authentic haunted stories rooted in the city’s past, making it appealing to history buffs and paranormal enthusiasts alike.

Bottom line: Best suited for visitors interested in history with a spooky twist and a small-group experience that offers both entertainment and education.

5. The Beer Bus- History & Craft Beer in St. Augustine

Number 5 on our list is the Beer Bus Tour, which combines historic exploration with craft beer tasting. Over 3.5 hours, you’ll visit three breweries and a distillery with the chance to sample more than 10 different craft beers and spirits. The tour begins with a pregame at Hillary’s Chicago Pizza, where you can indulge in authentic deep-dish pizza paired with local beers.

During the tour, you’ll learn about St. Augustine’s 460-year-old past from guides who know the city well. The breweries—Dog Rose Brewing Co., among others—are carefully selected for their style and tradition. Guests praise the guide Amanda for her knowledge and personable style, making the experience both educational and fun.

This tour is a fantastic choice for those wanting an all-in-one experience blending history, local flavor, and social fun. The price includes transport, tastings, and a chance to support local breweries.

Bottom line: Best for beer lovers who enjoy a social, educational outing that combines history and local brews.

6. Dark History Pub Crawl from Saint Augustine

Number 6, the Dark History Pub Crawl offers a more intense look at St. Augustine’s haunted past. For $40, you’ll explore historic pubs with deep research into their ghostly legends, including tales of tragic events and paranormal activity. The tour lasts about 2 hours and features stops at spots like the Golden Gypsy, where you can peruse art and buy jewelry for protection.

Led by knowledgeable storytellers, this tour appeals to those interested in true crime, ghost stories, and dark history. It’s highly rated for its authentic, well-researched stories that make the city’s haunted reputation come alive.

Bottom line: Great for travelers who enjoy dark stories and paranormal history with a focus on authentic legends.

7. Spirits with the Spirits Haunted Pub Crawl – drinks included

Number 7, the Spirits with the Spirits tour, combines ghost stories with free drinks at four historic venues. For $59, the 2-hour tour explores neighborhoods like Flagler and Old Spanish, with each stop offering a complimentary beverage and special discounts.

Guests praise the guide’s entertaining style and the quality of the stories, which include tales of paranormal encounters and historical mysteries. It’s perfect for a night out with friends who want spirited storytelling and a fun social atmosphere.

Bottom line: Ideal for those seeking a lighthearted, fun ghost tour with included drinks and a lively crowd.

8. St. Augustine’s Booze & Boos Haunted Pub Crawl

Number 8 offers a shorter, more casual experience with Booze & Boos Haunted Pub Crawl, priced at $37. for about 1 hour 45 minutes. Starting at the Golden Gypsy, you’ll hear chilling tales about local hauntings and explore several bars with history and ghost stories intertwined.

This tour is suited for those who want a quick, spooky night without a large time commitment. The reviews mention the guide’s storytelling skills and the overall fun of discovering the haunted corners of the city.

Bottom line: Good for travelers with limited time who want a ghostly experience with a focus on local legends.

9. Ghoul Night Out Haunted Pub Crawl in St. Augustine

Finally, the Ghoul Night Out offers a customized spooky pub crawl. With no reviews yet, it costs around $25 and lasts 2-3 hours. The tour features stops at places like the White Lion and the Bar With No Name, where stories of murder, mystery, and paranormal activity await.

This experience is perfect for those who want to personalize their spooky night and enjoy varied venues with stories tailored to each stop. It’s a flexible option for those who like a little mystery with their drinks.

Bottom line: Suitable for adventurous travelers who seek a customizable haunted pub experience in St. Augustine.

How to Choose the Best Drinking Tour in St. Augustine

When picking your ideal tour, consider your budget, interests, and how much time you want to spend. If you’re a history buff who loves craft beer, the Beer & History Crawl offers a detailed experience. For a spirited ghost story, the Haunted Pub Crawl or Dark History Pub Crawl provide authentic legends. Those wanting included drinks and a guide should check out the Toast of St. Augustine.

Timing and group size also matter—smaller, more personal tours tend to be more memorable, while larger ones can be more lively. Booking early is wise, especially during peak season, to secure your preferred date. Remember, some tours focus on haunted legends, while others blend history and craft beer—pick what suits your interests and energy level.

St. Augustine offers a variety of drinking tours that highlight its historic charm and spooky stories. Whether you prefer a relaxed tasting experience, a ghostly adventure, or a guided pub crawl with included drinks, there’s something here for every traveler.

For a mix of history, fun, and spirits, these tours will make your visit unforgettable. Don’t forget to book early, and enjoy your night exploring the city’s lively, ghostly, and flavorful side.