Bourbon and Whiskey History Tour in St Augustine

Explore the Unique Bourbon and Whiskey Crawl in Historic St. Augustine

The Bourbon and Whiskey History Tour in St. Augustine offers an engaging 3.5-hour experience that combines the city’s fascinating history with curated tastings of premium bourbons and whiskeys. Priced at $209 per person, this tour is perfect for those eager to learn about American spirits while wandering through one of the oldest cities in the U.S. It is recommended to book about 39 days in advance, reflecting its popularity among avid enthusiasts and history buffs alike.

Led by a knowledgeable Executive Bourbon Steward, this tour takes you through stunning historic streets and notable landmarks. With all drinks included, along with curated snacks and bottled water, this experience promises a perfect blend of cultural storytelling and high-quality libations. While the tour is immersive and well-paced, the physical activity level is moderate, requiring participants to walk comfortably through accessible city streets.

Key Points

• Guided tour led by a certified Bourbon Steward ensures expert insights into spirits and local history
• All included alcohols cover curated flights of bourbon and whiskey plus craft cocktails
• The tour spans 13 historic stops across St. Augustine, from old fortifications to iconic streets
• Food pairings and snacks are thoughtfully curated to complement each tasting
• Tour duration is approximately 3 hours 30 minutes with a moderate walking pace
• Limited to 8 participants for a more personalized experience

Starting Point at 5 Cordova Street in Historic Downtown

The tour begins at 5 Cordova Street, a central location in St. Augustine. From here, the guide leads the group on a leisurely stroll through the city’s historic district. The small group size, capped at 8 travelers, creates an intimate atmosphere perfect for engaging conversations and personalized attention.

The meeting point’s accessibility makes it easy for most visitors, and the tour ends near Plaza de la Constitución, in the heart of downtown St. Augustine. The start time at 2:00 pm allows for an afternoon exploration, leaving plenty of daylight for additional activities afterward.

Discovering the Historic Streets of St. Augustine

The tour takes you along Cordova Street, once the western border of the Spanish settlement, where history is etched into every cobblestone. A visit to Old City Gates, rebuilt in 1808, highlights one of the city’s earliest preservation projects, offering insight into the city’s defensive past.

Saint George Street serves as the city’s commercial artery, lined with shops and attractions, perfect for absorbing the lively atmosphere of this historic hub. Passing the Saint Photios Greek Orthodox National Shrine, the tour introduces the story of the first Greek settlers arriving in America in 1768, adding cultural depth to the walk.

Visiting the Oldest Masonry Fort and Its Stories

While the Castillo de San Marcos National Monument isn’t included in the admission, a brief mention during the walk emphasizes its significance as the oldest standing masonry fort in the continental U.S. This site offers a glimpse into the military history that shaped the city. The guide shares engaging anecdotes about its defenses and strategic importance, enriching the sightseeing experience.

Exploring Charlotte Street and the City Center

Next, the guide takes the group to Charlotte Street, one of the original streets laid out in St. Augustine’s historic grid system. This charming side street features a whiskey tasting partner, where the curated whiskey flights happen. The stop lasts 30 minutes, giving ample opportunity to sample carefully selected spirits paired with snacks designed to enhance the flavor profiles.

Continuing to Plaza de la Constitución, the tour’s central square since 1598, offers a chance to appreciate the city’s founding architecture and vibrant community space. The historic significance of this location adds depth to the overall experience.

Passing Iconic Landmarks on the Way to Whiskey Tastings

On the walk to the next tasting, the group passes Flagler College, formerly the luxurious Ponce de León Hotel built by railroad magnate Henry Flagler. The tour briefly explores its architectural grandeur and role in St. Augustine’s development.

Next, the Cathedral Basilica of St. Augustine, finished in 1797, represents the oldest Christian congregation in the contiguous United States. Its impressive façade and storied past make it a notable stop, even if just for a quick exterior view.

Museums and Historic Buildings Enrich the Journey

The Spanish Military Hospital Museum and Trinity Episcopal Parish are on the route, offering insights into colonial medicine and early U.S. religious history. Although these sites do not require admission during the tour, their stories contribute to a richer understanding of the city’s layered past.

The Government House Museum, located at the intersection of King and St. George Streets, rounds out the cultural stops, providing context for St. Augustine’s governance and social evolution since Florida became U.S. territory in 1821.

Savoring Whiskey on Oldest Streets in the USA

The highlight for many is the 45-minute stop at Aviles Street, recognized as the oldest street in the USA. Here, the group samples a variety of whiskeys and carefully curated bites, celebrating centuries of history and craftsmanship. The relaxed pace allows for meaningful tastings and conversations, making it a favorite part of the experience.

Premium Spirit Tastings and Food Pairings

Throughout the tour, all bourbons, whiskeys, and cocktails are included. The curated flights showcase a range of styles and origins, with experienced mixologists creating craft cocktails to demonstrate the versatility of these spirits. Select stops also feature delicious bites, paired thoughtfully to complement each drink, enhancing the tasting experience.

The inclusion of bottled water ensures hydration, especially important during the walking segments. All drinks and snacks are part of the package price, offering straightforward value without extra charges.

Practical Details and Accessibility

This tour is designed for moderate physical activity, involving walking along accessible city streets and some standing during tastings. The small group size ensures attentive guidance, and service animals are permitted. Since the tour is limited to 8 participants, it offers an intimate atmosphere ideal for questions and personalized insights.

It is scheduled to start at 2:00 pm, with the option for free cancellation up to 24 hours in advance, providing flexibility for planning.

Why This Tour Stands Out in St. Augustine

What sets this experience apart is the combination of local history, professional guidance, and premium spirits. The Executive Bourbon Steward leads with evident expertise, making the tasting segments both educational and enjoyable. The carefully curated stops along historic streets, such as Cordova, Charlotte, and Aviles, deepen the sense of place.

Plus, the tour’s all-inclusive approach covers both the cultural and culinary aspects, making it a well-rounded activity suitable for enthusiasts of history, spirits, or both. The small group setting fosters a relaxed environment for conversation and discovery.

Final Thoughts on the Bourbon and Whiskey Tour in St. Augustine

This tour offers a thoughtful blend of history and spirits, perfect for those who appreciate well-crafted whiskey and engaging storytelling. The $209 price point includes all tastings, snacks, and guided insights, making it a clear value for a comprehensive experience.

While the walking segments are moderate, participants should be comfortable navigating historic streets. The tour’s intimate size, expert guide, and focus on quality make it a standout activity for visitors looking to add a flavorful, educational dimension to their time in St. Augustine.

Frequently Asked Questions

Is this tour suitable for those without prior whiskey knowledge?
Yes, the guide is experienced and explains the spirits and history in an accessible way, making it enjoyable whether you’re a novice or a connoisseur.

Are drinks included in the price?
Absolutely, all bourbons, whiskeys, and cocktails are included, along with curated food pairings.

How long does the tour last?
The experience runs approximately 3 hours 30 minutes, covering multiple stops and tastings at a comfortable pace.

Is the tour accessible for people with mobility issues?
It involves walking through accessible city streets, but moderate physical activity is required. It’s best suited for those comfortable on their feet for extended periods.

Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the tour start time for a full refund.

What is the maximum group size?
The tour limits groups to 8 travelers, ensuring a more personal and engaging experience.