The Trail Less Traveled - An Authentic Kentucky Bourbon Tour
Overview
Sipping in the South was born from a bold idea: bourbon deserves more than a bus ride, a stamp in a book, and a cookie-cutter, self-guided checklist.
That’s where we come in.
We’re the local experts who take the trail less traveled, curating exclusive experiences with up to 5 handpicked distilleries. We book the best each one has to offer rare tastings, sipping straight from the barrel with the owner, blending your own bourbon, or mixing your own cocktail.
The Kentucky Bourbon Trail® is a nice start, but it’s not the whole story. It features a select group that pay to participate — but some of Kentucky’s best experiences aren’t even on their map.
We’re here to change that.
Every tour begins with our Private Bourbon 101 Social — a hands-on introduction to nosing and sipping that gives you the tools to truly enjoy what you’re tasting. Because when you understand bourbon, everything else gets better.
And yes — we even save 30 minutes for rare finds at local liquor stores.
What's Included
- Tickets
- Picnic Lunch
- Transportation
- Cooler snacks water
- Experimental tasting
- Customized bourbon flight
- Expert Guide
- Cigars
- Gratuity
- Know it Alls
- Debbie Downers
Meeting and Pickup
What To Expect
Book Online
Safe & secure • Easy breezy • Hassle-free
Kentucky Bourbon Trail
1 hour • Admission Ticket Included
J. Mattingly 1845 Distillery
45 minutes • Admission Ticket Included
Woodford Reserve Distillery
30 minutes • Admission Ticket Free
Castle & Key Distillery
45 minutes • Admission Ticket Free
Whiskey Thief Distilling Co.
45 minutes • Admission Ticket Included
Additional Info
- Confirmation will be received within 48 hours of booking, subject to availability
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Operated by a business
Frequently Asked Questions
(7)Q: What is the cancellation policy for the The Trail Less Traveled – An Authentic Kentucky Bourbon Tour?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-310562P5
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Reviews
Average 5.00 out of 5 stars based on 1 traveler reviews collected by Cool Destinations and partner sites such as Trustpilot, Viator, and TripAdvisor
Additional Info
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