Three Day Bourbon Trail Itinerary

Day 1

Breakfast in Shelbyville

Wake up at The Bourbon Bootlegger and start your day with a hearty breakfast at The Paddock in Shelbyville to fuel up for your bourbon journey.

Visit Jeptha Creed Distillery

Begin your bourbon trail adventure with a trip to Jeptha Creed Distillery, located just a short drive from Shelbyville. Take a guided tour to learn about their unique grain-to-glass process and sample their small-batch bourbons.

Lunch at The Stave

Head to The Stave for a delicious lunch and spend some time enjoying the Kentucky Artisan Distillery.

Tour Bulleit Distilling Co.

Make your way to Bulleit Distilling Co., known for its frontier-inspired bourbon. Join a guided tour and tasting to explore their history and flavor profiles.

Explore Shelbyville Historic Main Street

Stroll through the charming historic Main Street of Shelbyville. Enjoy some local shopping and take in the quaint atmosphere.

Dinner in Shelbyville

You can’t go wrong with Cattleman’s Roadhouse or The Bell House Restaurant. Give the Hot Brown a try.

Day 2

Exploring Bourbon Country

Drive to Maker’s Mark

Head to Maker’s Mark Distillery in Loretto, known for its distinctive red wax-sealed bottles. Take a guided tour and enjoy a tasting of their iconic bourbon.

Lunch in Bardstown

Mammy’s Kitchen Bar is a can’t miss stop for lunch.

Tour Willett Distillery

Willett, also known as Kentucky Bourbon Distillers, is a family-owned gem in Bardstown. Take a tour to learn about their history and craftsmanship, followed by a tasting of their exquisite bourbons.

Bardstown Bourbon Company

Wrap up the day with a visit to Bardstown Bourbon Company. Experience their impressive distillery and enjoy a tasting of their innovative spirits.

Dinner in Bardstown

You have many choices for a great dinner. Scout & Scholar offers beer flights and food. Dine at Talbot Tavern which has been around since 1779 or enjoy a meal at Toogie’s Table.

Day 3

Bourbon Bliss Continues

Frazier History Museum

Start your day with a dose of bourbon history at the Frazier History Museum. Here, you’ll delve into the rich heritage of bourbon production, learn about the craft, and discover the stories behind your favorite bourbon brands. It’s a perfect introduction to the world of bourbon.

Angel’s Envy Distillery Tour

After getting your historical context, head to the Angel’s Envy Distillery, just a short drive away. This is where bourbon-making becomes an art form. Take a guided tour to see the whiskey-making process up close, from grain to glass. And, of course, enjoy a tasting session that will leave your taste buds dancing.

Lunch with Local Flavors

By now, you’re bound to be a bit hungry. Head to Sidebar at Whiskey Row.

Kentucky Peerless Distilling Co.

In the afternoon, make your way to the Kentucky Peerless Distilling Co., an iconic stop on the Bourbon Trail. Tour the historic distillery and learn about their unique approach to bourbon-making. You’ll be treated to some top-notch tastings that showcase their craftsmanship.

Urban Bourbon Trail in Louisville

Before dinner, take a stroll along the Urban Bourbon Trail in downtown Louisville. This trail includes some of the best bourbon bars and restaurants in the city. Enjoy a bourbon flight or a carefully crafted cocktail at one of these establishments while taking in the city’s vibrant atmosphere.

Fine Dining with Bourbon Pairings

For dinner, elevate your culinary experience with a reservation at a restaurant known for its bourbon pairings like Proof on Main, Old Seelbach Bar, or Bourbons Bistro. It’s a culinary adventure you won’t soon forget.

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