Explore St. Augustine’s rich history and savor premium bourbon and whiskey on a guided tasting tour. Discover curated venues, delicious bites, and masterful cocktails.
Explore St. Augustine’s rich history and savor premium bourbon and whiskey on a guided tasting tour. Discover curated venues, delicious bites, and masterful cocktails.
- Cordova Street - Once the western boundary of the historic Spanish settlement, this notable street stretches nearly the entire length of historic St. Augustine. It is the perfect starting point for an exciting afternoon of delightful whiskeys and local cuisine.
- Old City Gates - These gates, part of the original city fortifications, were last…
- Cordova Street - Once the western boundary of the historic Spanish settlement, this notable street stretches nearly the entire length of historic St. Augustine. It is the perfect starting point for an exciting afternoon of delightful whiskeys and local cuisine.
- Old City Gates - These gates, part of the original city fortifications, were last reconstructed in 1808. They represent one of the earliest historic preservation efforts, having been saved from demolition in 1906.
- Saint George Street - Serving as the city’s main artery, St. George Street in St. Augustine is a pedestrian-only thoroughfare filled with restaurants, shops, attractions, and rich history.
- St. Photios Greek Orthodox National Shrine - This shrine, an institution of the Greek Orthodox Archdiocese of America, honors the first Greek colony in America, established in 1768. It features exhibits on the early Greek settlers and the growth of the Greek Orthodox Church in America, along with the St. Photios Chapel.
- Castillo de San Marcos National Monument - As we walk along the waterfront, we will discuss the oldest masonry fort still standing in the continental United States.
- Charlotte Street - Part of St. Augustine’s original historic grid, this charming side street is home to one of our exceptional whiskey tasting partners.
- Plaza de la Constitución - Located at the heart of our historic city, the Plaza de la Constitución has been a central point since the grid system was established in 1598.
- Flagler College - On our way to the next whiskey stop, we will pass by and delve into the history of the former Ponce de Leon Hotel, a luxury hotel built by millionaire developer and Standard Oil co-founder Henry M. Flagler, completed in 1888.
- Cathedral Basilica of St. Augustine - Completed in 1797, this cathedral is home to the oldest Christian congregation in the contiguous United States.
- Spanish Military Hospital Museum - This museum in St. Augustine showcases exhibits on colonial medicine and the broader history of the Second Spanish Period (1784-1821). It is located on the site of a colonial-era hospital, reflecting Florida’s history.
- Trinity Episcopal Parish - Founded in 1821, shortly after Florida became a U.S. territory, Trinity Parish in St. Augustine has a rich history.
- Government House Museum - Situated in the heart of historic downtown St. Augustine at the intersection of King Street and St. George Street, the Governor’s House Cultural Center and Museum overlooks the historic Plaza de la Constitución. Known historically as Government House, it has served various government functions since 1598.
- Aviles Street - Enjoy whiskey on the oldest street in the USA!

- All bourbons, whiskeys, and cocktails included
- Snacks
- Bottled water
- All bourbons, whiskeys, and cocktails included
- Snacks
- Bottled water
- Gratuities
- Gratuities
Discover the ultimate bourbon tour in St. Augustine, beginning with an exclusive behind-the-scenes look at the city’s renowned distillery. Delight in a guided bourbon tasting crafted specifically for our guests, and participate in a thieving demonstration, sampling whiskey directly from the barrel—an unforgettable experience for any whiskey enthusiast….
Discover the ultimate bourbon tour in St. Augustine, beginning with an exclusive behind-the-scenes look at the city’s renowned distillery. Delight in a guided bourbon tasting crafted specifically for our guests, and participate in a thieving demonstration, sampling whiskey directly from the barrel—an unforgettable experience for any whiskey enthusiast. Stroll through the charming brick-lined streets on a walking tour where history and flavor converge, pausing at two of our favorite local eateries for whiskey flights paired with delectable bites. This is more than just a tasting! It’s a unique journey through St. Augustine’s rich history and vibrant whiskey culture.
- All participants all must be 21+ years of age
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.