Legends of the Backroads in Kentucky bourbon country

Reserve Experience

Legends of the Backroads

The back roads, the legends and the bourbon most visitors never see.

9 Hours

All-inclusive

4–26 Guests

Private group

From $550

Per person

Behind-the-Scenes Access

Arranged when available

About this experience

Leave the crowds behind for smaller distilleries and the stories behind them. This is the day for guests who want to see how bourbon really happens.

Your day in Bourbon Country

Sample itinerary · Stops and timing are confirmed for your date.

  1. 1

    Morning

    A personal welcome

    Your private vehicle and expert bourbon guide arrive for pickup.

  2. 2

    Late morning

    Off the beaten path

    A smaller distillery with a story worth hearing.

  3. 3

    Midday

    Southern-style lunch

    A thoughtfully chosen place to gather over lunch.

  4. Signature moment

    Behind the scenes

    Private barrel tastings and back-room access, arranged when available.

  5. 4

    Return

    A Memorable Ride Home

    Laughing and talking about the day, with a little time left for some bourbon hunting along the way.

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 and tell us your group's one must-do distillery. Most bookings start as a request with no charge; pre-confirmed dates can be paid and confirmed instantly.

2

We Confirm

We confirm availability and your must-do distillery, add two more, and email a secure payment link. Your reservation is confirmed once payment is received.

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.

Cancellation

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.

The Details

  • Private Transportation
  • Elevated Experiences
  • Southern-Style Lunch
  • Expert Guide
  • Plenty of Photographs
  • All Taxes & Service Fees

Booking Essentials

Ready when you are.

Choose your date and group size to see your price.