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The Trail Less Traveled - An Authentic Kentucky Bourbon Tour

5.0

The Trail Less Traveled - An Authentic Kentucky Bourbon Tour

5.0
Next available dates
Thu
May 28
Fri
May 29
Sat
May 30
Sun
May 31
Thu
Jun 4
Fri
Jun 5
Sat
Jun 6
Bestseller

Sipping in the South Bourbon

Duration: 8 hours
Free cancellation
Manual confirmation
Pickup included

From
USD 3,322.37

For KrisFlyer members only

Highlights

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.

Itinerary

  • Kentucky Bourbon Trail

    1 hoursAdmission Ticket Included
    Bourbon lovers should not miss the opportunity to visit the gritty city of Louisville during their stay in Kentucky. Venture from the bustling city of Louisville to the many world reknown Bourbon distilleries to learn how their spirits is made. Start with an interactive 101 bourbon social, teaching you the proper way to nose and sip, rye vs wheat differences and a one-of-a-kind sensory training experience. This private experience is a must to make your journey truly remarkable.
  • J. Mattingly 1845 Distillery

    45 minsAdmission Ticket Included
    Private Blend your own Bourbon Experience complete with 2 bottles.
  • Woodford Reserve Distillery

    30 minsAdmission Ticket Free
    A quick gift shop stop and self-guided tasting option
  • Castle & Key Distillery

    45 minsAdmission Ticket Free
    A must do distillery to learn the real story behind Buffalo Trace distiller, E. H. Taylor Jr. and George T. Staggs. Scandalous! The grounds a gorgeous, great cocktails and food trucks. Sip away down by the river reminiscing of the days gone by when the train took them to the river for a day of picnicing.
  • Buffalo Trace Distillery

    2 hoursAdmission Ticket Included
    guided tasting
  • Whiskey Thief Distilling Co.

    45 minsAdmission Ticket Included
    We end the day with a barn party... Drinking from barrels, tapping your foot to live music, the famous food truck, corn hole all around a campfire. Doesn't get more real Kentucky than this! Cowboy boots, hats and cigars welcome.

What's included

INCLUDED

Tickets
Picnic Lunch
Transportation
Cooler snacks water
Expert Guide
Experimental tasting
Customized bourbon flight

NOT INCLUDED

Cigars
Gratuity
Know it Alls
Debbie Downers

Customer reviews

5.0

1 verified review
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Additional information

Must Know
Mobile or paper ticket accepted
Good To Know
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels

Location

Provider

Rison Ready To Launch

Earn or redeem miles on your bookings

From

USD 3,322.37

or use 425,398 KrisFlyer miles
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© 2026 Encounters Pte. Ltd. All rights reserved. Travel agent license: TA03351support@pelago.co
Currency
  • SGDSingapore Dollar
  • AUDAustralian Dollar
  • EUREuro
  • GBPPound Sterling
  • INRIndian Rupees
  • IDRIndonesian Rupiah
  • JPYJapanese Yen
  • HKDHong Kong Dollar
  • MYRMalaysian Ringgit
  • TWDNew Taiwan Dollar
  • THBThai Baht
  • PHPPhilippine Peso
  • USDU.S Dollar
  • NZDNew Zealand Dollar
  • VNDVietnamese Dong
  • KRWKorean Won
  • AEDEmirati Dirham
  • CNYChinese Yuan
  • CADCanadian Dollar
  • CHFSwiss Franc
Language
  • 한국어
  • 日本語
  • English
  • Bahasa Indonesia
  • Tiếng Việt
  • ไทย
  • 简体中文