St. Augustine Historic Bar Crawl

Small Groups, Great Company
Choose Your Drink at Every Stop
You’ll Be Glad There’s Food!

Celebrate America’s 250th birthday in the nation’s oldest city! Where the stories are older, the drinks are colder, and the history actually feels alive. This isn’t a scripted tour or a lecture. It’s a relaxed, story-filled bar crawl led by a local guide who feels more like a friend, bringing new context and great stories to the places that make St. Augustine special. Along the way, you’ll sip, laugh, and experience over 460 years of history one stop at a time.

Highlights

Small group experience with no more than 8 guests for a personalized touch.
Choose your drink at every stop. From local craft beer to wine, canned cocktails, and more.
Come hungry! Enjoy a delicious food stop during the experience.
Explore 460 years of St. Augustine’s history while strolling its iconic brick-lined streets.

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Trip Details


Price

$119 per adult. Must be 21+ to join this tour.


Departure Time

12 Noon


Meeting Point

Lincolnville neighborhood in downtown St. Augustine. After your reservation is made, you will receive a confirmation message with maps and exact address of our meeting location.


Ending Point

Varies! We finish in the historic district north of the Plaza de la Constitucion and south of the Old City Gates


Availability

Daily, year-round, except for major holidays and special events in downtown St. Augustine. Please check our calendar for availability.


Duration

Approximately 3 hours


Group Size

All public tours are semi-private with 8 people or less.


Participation Requirements

Must be 21+ years of age. It is a walking tour, but the pace is slow and comfortable. We recommend comfortable walking shoes since we will be in brewpubs and bars, as well as walking on uneven brick-lined streets.


Included

  • Drink of choice across 3 stops
  • Mid-tour snack provided by a local food purveyor (vegetarian option available)
  • Water provided between beer stops

What to Bring

Valid US ID or passport (for international guests), as we will be checking them before the tour. You do not need any printed tickets. Otherwise, wear comfortable walking shoes and bring your enthusiasm for drinks & history!


Substitutions

  • Vegetarian options are available at our food stop. Please advise us at the time of booking and remind your guide at the start of the tour.
  • Guests with other dietary restrictions or food allergies are welcome to join the tour, just note that our restaurant partners will have more limited choices compared to other guests. While we do our best to accommodate, substitutions are not always possible

Overview of Your Tour

This is the tour that started it all! Our original St. Augustine walking tour and still one of our favorites.

The St. Augustine Historic Bar Crawl is a fun, story-filled walk through America’s oldest city, led by a knowledgeable local guide who quickly feels more like a new friend (and drinking buddy). As you explore St. Augustine’s historic streets, architecture, and neighborhoods, you’ll hear the fascinating stories, characters, and moments that shaped the city over more than 460 years, with thoughtfully timed stops at some of our favorite local establishments along the way. With 2026 marking America’s 250th birthday, there’s never been a better time to experience the stories of the nation’s oldest city.

This is not a rigid, scripted route. The tour path changes regularly, allowing us to highlight different pubs and restaurants depending on the day, the season, and what we’re excited to share with our guests. The focus is always St. Augustine history, with our partner establishments serving as welcoming and memorable places to pause, relax, and enjoy a drink.

While beer lovers will feel right at home, this experience is designed for far more than just beer drinkers. Each stop offers a variety of beverage options beyond beer, which may include wine, cider, hard seltzers, THC-infused drinks, or non-alcoholic selections. You can choose what fits your taste and comfort level, making this tour approachable and enjoyable for a wide range of guests.

To keep everyone comfortable and happy, food is included during the experience, giving you a chance to enjoy a satisfying bite and recharge before continuing the walk. It’s the perfect way to balance the drinks, the stories, and the stroll through the city.

Expect a relaxed pace, plenty of laughs, and the kind of local insight you only get from someone who truly loves sharing St. Augustine. This tour feels less like a lecture and more like exploring the city with a knowledgeable friend who knows where to stop, what to sip, and which stories are worth telling.

If you’re looking for a fun, social way to experience St. Augustine’s history, enjoy great drinks, and discover favorite local spots you might never find on your own, this is the walk for you.

Frequently Asked Questions


All guests have to be 21+ years of age to attend this tour.

The tour lasts about 2.5 hours, but we will only cover about 0.8 miles of total walking at a relaxed pace.

All tours are held rain or shine. However, we supply ponchos if it rains. We recommend you check the weather forecast to help you choose your shoes and garments and to see if you’ll need an umbrella.

Bartender/server gratuities are already included in the tour price. While it’s never expected, if you enjoyed your tour and want to give a tip to your tour guide, please do! Most guidebooks and American Express suggest 20% of the full tour price. There is even an option to tip your guide while booking a tour.

Have more questions? Check out our FAQ page!

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