Discovery Experience
Cigars & Bourbon
A relaxed day of fine bourbon and premium cigars at distilleries that welcome both.
9 Hours
All-inclusive
4–26 Guests
Private group
From $375
Per person
Cigar-Friendly Distilleries
Signature Moment
About this experience
For guests who enjoy a good pour with a good cigar. We plan a day at cigar-friendly distilleries so you can slow down, light up, and savor it together.
Your day in Bourbon Country
Sample itinerary · Stops and timing are confirmed for your date.
- 1
Morning
A personal welcome
Your private vehicle and expert bourbon guide arrive for pickup.
- 2
Late morning
First distillery experience
Explore the people and craft behind Kentucky bourbon.
- 3
Midday
Southern-style lunch
A thoughtfully chosen place to gather over lunch.
Signature moment
Bourbon & cigars
Pair a premium cigar with your pour at a distillery that welcomes both.
- 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.
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.
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.
We Plan It All
Your Experience Coordinator finalizes the itinerary and handles every logistic.
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.
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.