About This Tour
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. We’re the local experts who take the trail less traveled, carefully curating intimate, exclusive experiences for mixed and novice groups. Pick your one must-visit distillery and we build the day around it, selecting the best each stop has to offer including a fun mixology class. The Kentucky Bourbon Trail® is a great intro, but it’s only features a select group of distilleries that pay to be listed — but did you know, some of Kentucky’s best experiences aren’t even on their map! We go beyond the map to hidden gems, private tastings and unforgettable moment including great food. Every tour begins with our Bourbon 101 Social — a hands-on experience that teaches you how to nose and sip like a pro. Because when you understand bourbon, everything else gets better. And yes — we even save 30 minutes for rare finds at local liquor stores.
Photo Gallery

Still cheerzing!

Hunting with Angelique. Finding with Angelique!

Hunting with Angelique, scratch that, finding with Angelique

Shopping at Buffalo Trace #buffalotrace

The bourbon Vault. How many bourbons have you tried. 75 is his magic number.

Bourbon motorcade. Look for the yellow flower
TopTours Insights
Private Kentucky Bourbon Trail - The Outlaws and Inlaws Tour
This private tour offers a personalized journey through Kentucky's Bourbon Trail, focusing on its "Outlaws and Inlaws" history. Expect a leisurely pace with private transportation and a picnic lunch included, allowing for a comfortable and in-depth exploration.
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What's Included
What's Not Included
Additional Information
Meeting Point
Kentucky Bourbon Trail Welcome Center
Special Instructions
For any distilleries included with this tour, electronic Tickets will with the driver
Cancellation Policy
All sales are final. No refund is available for cancellations.
Tour Operator
Rison Ready To Launch
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Guest Ratings
Total review count and overall rating based on Viator and Tripadvisor reviews
Based on 8 verified reviews
Average rating
Frequently Asked Questions
Common questions about Private Kentucky Bourbon Trail - The Outlaws and Inlaws Tour
Who operates this experience?
This experience is operated by Rison Ready To Launch, a local sightseeing provider in Kentucky.
What's included?
This tour includes Private transportation, Snacks / water , and Tickets. Additional amenities and services are included. All inclusions are provided by the tour operator.
How long does this experience take?
The experience lasts approximately 8 hours to 9 hours, giving you time to fully enjoy your chosen activity.
Can I cancel this tour?
What should I bring?
We recommend bringing comfortable walking shoes, a camera, and weather-appropriate clothing. All necessary equipment is provided.
Is transportation included?
Yes, transportation is included. Hotel pickup and drop-off are typically provided.
What to expect on this tour?
This sightseeing experience lasts approximately 8 hours to 9 hours and includes all necessary equipment and guidance. You'll have access to Private transportation and more.
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