St. Augustine Bourbon, Whiskey, and History Crawl

Step into history and taste the flavors and stories of bourbon, whiskey, and the past on our engaging St. Augustine Bourbon, Whiskey, and History Crawl. Wander the historic cobblestone streets of America's oldest city with your Executive Bourbon Steward, who will lead you through a fascinating journey that combines local history with the rich heritage of bourbon and whiskey in the USA. Uncover carefully chosen venues where you'll enjoy curated flights of premium bourbon and whiskey, thoughtfully paired with delicious bites to enhance your tasting experience. Immerse yourself in the artistry of these enduring spirits, from their humble beginnings to their revered status in American culture. As you explore, revel in the chance to savor a high-end bourbon or whiskey cocktail, masterfully crafted by skilled mixologists, showcasing the versatility and elegance of these cherished libations. Toast to an adventure steeped in tradition and flavor!

Meeting Point

5 Cordova St

5 Cordova St, St. Augustine, FL 32084, USA

Please meet your guide inside at the bar of Mojo Old City BBQ.

What to expect:

Duration: 3 hours, 30 minutes

Cordova Street

Cordova St, St. Augustine, FL 32084, USA

The original western border of the historic Spanish settlement. This historic street that runs almost the length of historic St. Augustine is where we will begin our amazing afternoon of tasty whiskeys and local foods.

30 minutes

Old City Gates

2 St George St, St. Augustine, FL 32084, USA

Part of our original city fortifications, these gates were last rebuilt in 1808, and were also
one of our earliest historic preservation projects when they were saved from demolition in 1906

15 minutes

Saint George Street

St George St, St. Augustine, FL 32084, USA

The backbone of the city, St. George Street in St. Augustine is a thoroughfare, pedestrian-only street
lined with restaurants, shops, attractions, and immersed in history

15 minutes

St. Photios Greek Orthodox National Shrine

41 Saint George St, , St. Augustine, 32084-3607, Florida

The St. Photios Greek Orthodox National Shrine, an institution of the Greek Orthodox Archdiocese of America,
is dedicated to the first colony of Greek people who came to America in 1768.
The Shrine consists of exhibits depicting the life of early Greeks in America and the
development of the Greek Orthodox Church in America, and the St. Photios Chapel

5 minutes

Castillo de San Marcos National Monument

1 S Castillo Dr, St. Augustine, 32084-3252, Florida

As we stroll along the water, let's discuss the oldest standing masonry fort in the continental United States!

5 minutes • Admission Ticket Not Included

Charlotte Street

Charlotte St, St. Augustine, FL 32084, USA

One of the original streets in St. Augustine's historic grid system, this beautiful side street is where one of our fantastic whiskey tasting partners is located.

30 minutes

Plaza de la Constitución

170 St George St, St. Augustine, FL 32084, USA

The Plaza de la Constitucion sits at the center of our historic city and has been the focal point of this amazing city since we developed our grid system in 1598.

15 minutes

Flagler College

74 King St, St. Augustine, FL 32084, USA

As we walk to our next whiskey destination, we'll pass by and explore the history of the former Ponce de Leon Hotel was an exclusive luxury hotel in St. Augustine, Florida, built by millionaire developer and Standard Oil co-founder Henry M. Flagler and completed in 1888.

10 minutes • Admission Ticket Not Included

Cathedral Basilica of St. Augustine

38 Cathedral Place, , St. Augustine, 32084-4417, Florida

Originally finished in 1797, this is the home of the oldest Christian congregation in the contiguous
United States

10 minutes • Admission Ticket Not Included

Spanish Military Hospital Museum

3 Aviles St, , St. Augustine, 32084-4404, Florida

This St. Augustine museum includes exhibits related to medicine in the colonial period and the general
history of the Second Spanish Period (1784-1821). The museum is located at the site of
a colonial-era hospital that mirrors the history of Florida

10 minutes • Admission Ticket Not Included

Trinity Episcopal Parish

215 St George Street, St. Augustine, 32084-4410, Florida

The parish of Trinity, St. Augustine was founded in 1821 soon after Florida became a United
States territory

10 minutes • Admission Ticket Not Included

Government House Museum

48 King St, , St. Augustine, 32084-4449, Florida

The Governor’s House Cultural Center and Museum is located in the heart of historic downtown St. Augustine at the intersection of King Street and St. George Street overlooking the historic Plaza de la Constitución. The building, historically known as Government House, has a long and fascinating history since the site has been home to several government offices since 1598.

10 minutes • Admission Ticket Not Included

Aviles Street

Aviles St, St. Augustine, FL 32084, USA

Let's drink some whiskey on the oldest street in the USA!

45 minutes