Legends of the Backroads

Hidden Roads. Real Stories.

Behind-the-Scenes Access

At a Glance

Duration

1 Day

Pricing

Starts at $2,785.00

Minimum Price $544.44 per person

Available for 14 Persons

Lowest group size rate, final pricing scales with group size & add-ons.

Group Size

4 - 26 guests per booking

Lowest per-person rate, final pricing scales with group size & add-ons.

Availability

Tours operate daily

Start times: 8:00 AM or 9:30 AM

Duration

1 Day

Pricing

Starts at $2,785.00

Minimum Price $544.44 per person

Available for 14 Persons

Lowest group size rate, final pricing scales with group size & add-ons.

Group Size

4 - 26 guests per booking

Lowest per-person rate, final pricing scales with group size & add-ons.

Availability

Tours operate daily

Start times: 8:00 AM or 9:30 AM

Included Highlight

Behind-the-Scenes Access

On Board

Lunch, snacks & a cooler of drinks

Plus our Bourbon Rescue Kit, remedies for headache, heartburn & hangover.

About this experience

About this experience

The Insider Experience is designed for guests who already know bourbon and want to go deeper. This private, concierge-style experience focuses on nuance, craftsmanship, and the decisions that shape Kentucky bourbon. The day is paced for curiosity rather than consumption, with room for thoughtful tasting and discussion, including behind-the-scenes distillery moments, private barrel tastings when available, and curated conversations with distillers or industry insiders.

What's Included

Advanced distillery visits & guided tastings
Private barrel tastings when available
Curated expert conversations
Southern-inspired lunch
Private transportation & host
Meet Toby Curtsinger & get a signed bottle

Highlights

Behind-the-scenes access
Private barrel tastings
Conversations with distillers
Depth over volume

Not Everyone in the Group Drinks Bourbon. That's Fine.

Some of the best days we’ve built have been for groups where half the people were bourbon enthusiasts and the other half just wanted a memorable day in Kentucky. Sipping in the South tours are designed for exactly that, and for every other occasion in between.

$325.00
Calculating…
$696.25
$544.44

/ person*

Minimum 4 people.

Subtotal:
Vehicle
Product price: $1,755.00
Total options:
Order total:

How Your Bourbon Experience Works.

Your bourbon experience starts with a carefully designed itinerary, with room to make it your own. At the time of booking, tell us the one distillery your group absolutely wants to visit. We build your experience around that must-do request, then add two complementary stops to create a comfortable, well-paced day.

1

Book Your Experience

Reserve your date, submit payment, and tell us your group's one must-do distillery.

2

We Confirm

We confirm your group's one must-do distillery and add two more distilleries to create your perfect day.

3

We Plan It All

Your Experience Coordinator finalizes the itinerary and handles every logistic.

4

Arrive & Enjoy

Everything is managed start to finish. You simply show up and savor the day.

We understand that life happens, so we've kept our policy simple:

More than 30 days out
75% refund.

15–30 days out
Receive a voucher for the full value of your booking, good for 12 months.

Within 14 days or no-shows
Non-refundable.

If something happens that’s beyond anyone’s control, like distillery closures or travel interruptions, we’ll provide a voucher to rebook. To cancel, email tours@sippinginthesouth.com or text (502) 755-7636.

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