Tour of the Trail

Explore the finest distilleries in comfort and style with a Tour of the Trail! Here’s how we expertly guide you through the Bourbon Trail.

At Bourbon Barrel Cottages, our Tour of the Trail offers a refined way to experience Kentucky distillery tours with comfort, insight, and flexibility. You’ll travel by private transportation to up to four distilleries based on your interests, schedule, and availability. This approach allows you to enjoy the Bourbon Trail without worrying about driving, scheduling, or pacing.

Travel comfortably with private transportation to some of the most respected distilleries on the Bourbon Trail. Each stop is selected to match your preferences while creating a smooth and enjoyable day from start to finish.

Our local knowledge helps shape a balanced itinerary that flows naturally. We assist with timing, route planning, and distillery selection while sharing insight into bourbon history, production methods, and what sets each location apart.

Distillery admission tickets, lunch, and cocktails are not included, which allows your day to stay flexible. We’re happy to suggest local restaurants and cocktail spots that pair well with your tour and personal tastes.

How We Customize Your Tour

Every Tour of the Trail is planned with care to support how you want to experience the Bourbon Trail. We consider distillery availability, driving time, group size, and pacing to create a day that feels relaxed and intentional. This customization allows us to combine iconic names with smaller craft producers for a well-rounded experience.

Who the Tour of the Trail Is Best For

• First-time Bourbon Trail visitors
• Groups wanting to see multiple iconic distilleries in one day
• Guests who prefer not to manage driving or scheduling
• Bourbon enthusiasts looking for a curated and flexible itinerary.

Local Distilleries

 We work with a wide range of iconic and craft distilleries across the Bourbon Trail. Enjoy a personalized final itinerary that matches your interests, availability, and pacing so we can balance must-see destinations with lesser-known gems.

Heaven Hill Distillery

 A family-owned distilling powerhouse since 1935 with deep roots in Kentucky’s bourbon history and a wide portfolio of beloved whiskies.

Bardstown Bourbon COmpany

 Modern, innovative distillery on 100 acres of Kentucky farmland where contemporary techniques meet traditional bourbon craft.

Lux Row Distillery

 Vibrant Bardstown offers immersive tours and tastings of its whiskey and bourbon, complete with friendly staff and beautiful facilities.

Whiskey Thief Distilling Co.

 A unique craft distillery on a working farm that invites guests to “thieve” whiskey straight from the barrel for a rare hands-on experience.

Glenns Creek Distilling

 A small-batch Kentucky distillery in Frankfort blends traditional bourbon production with local flavor and a welcoming tasting room.

Woodford Reserve Distillery

 Historic distillery set in a beautifully preserved 19th-century production site, where premium small-batch bourbon is handcrafted on copper pot stills.

j. Mattingly Distillery

 Frankfort tasting destination known for its artisan spirits and creative small-batch whiskey blends, perfect for visitors seeking a more personal experience.

Castle and Key Distillery

 Stunning revival of a historic Kentucky distillery with grand architecture and lush gardens that set the scene for a memorable bourbon tasting.

four roses Distillery

 Lawrenceburg classic with a striking Spanish Mission-style facility where rich, balanced bourbon is created using distinctive yeast strains and mash bills.

buffalo trace Distillery

 One of America’s oldest continuously operating whiskey sites, where historic buildings and award-winning bourbons honor centuries of craftsmanship.

Wild Turkey Distillery

 A legendary producer in Lawrenceburg known for bold, flavorful bourbon and a legendary legacy in American whiskey culture.