How do I book a bourbon tour with Sipping in the South?

Choose your experience, group size and date online and your date is confirmed the moment you book, with no payment due up front. Our team then confirms each distillery reservation and sends your final itinerary. If a preferred stop is unavailable, we offer an equal alternative before anything is final.

Where do Sipping in the South bourbon tours operate?

We operate private Kentucky bourbon tours across Louisville, Bardstown, Lexington, Frankfort, Loretto and the greater Bluegrass region. Pickup is included anywhere in the Louisville area; pickup elsewhere in Kentucky is available for an additional charge.

What is included in a bourbon tour?

Experiences include luxury transportation, guided distillery visits and tastings, full trip planning, and, on full-day tours, lunch and on-board amenities such as snacks and a cooler of drinks.

Do you offer bourbon classes or education?

Yes. Options include Bourbon 101 and Bourbon 201 group classes, 'A Little Bit of Bourbon' at $45 per person (4-guest minimum), and 'History of Horses & Bourbon', a 90-minute session at $60 per person (8-guest minimum).

Do you have short or last-minute bourbon experiences?

Yes. We offer last-minute half-day getaways in Frankfort, Bardstown, Loretto and Louisville, from $125 per guest.

Plan Your Trip

Plan Your Kentucky Adventure

Whether you're planning a single day, a long weekend, or a week exploring bourbon country, we'll help you discover the Kentucky that's right for you.

Kentucky bourbon trail map with an itinerary notebook and travel keepsakes

Start Here

Let's Build Your Adventure, Together

You're never planning alone. Tell us the region and the experiences you love, and our team curates a custom day of recommendations just for you, then we handle every detail from here.

1 Tell us your region
2 Pick the experiences you love
3 Add the concierge services you want

Short on time? Let us hand you a ready-made itinerary →

1 Pick a Region

City distilleries & urban bourbon experiences

2 Select Experiences

3 Concierge Services

or A Faster Start

Start From a Recommended Day

Short on time? Pick one of our curated days as your starting point and we'll take it from there, adjusting every detail to suit you.

We Plan Every Detail

Everything We Handle For You

Where to Stay

Boutique hotels, charming inns, and luxury stays.

Where to Eat

From classic Southern cuisine to local favorites.

Bourbon Bars

The best places to sip and unwind.

Speakeasies

Secret doors and hard-to-find rooms.

Attractions

Museums, history, art, and unique experiences.

Transportation

Getting here, getting around, and parking tips.

Derby Guide

Plan your perfect Derby experience.

Trip Planning Help

Our team is here to make it easy.

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Local Tips

Insider Tips From Locals Who Live Here

A few things we tell every guest before they arrive. The rest, we handle for you.

Come in spring or fall

September and October bring harvest season and the best weather. April lines up with the run to the Kentucky Derby.

Don't chase the unicorns

Allocated bottles rarely sit on shelves. We know the spots and the timing, so let us do the hunting for you.

Eat where locals eat

Skip the tourist strip. The best Southern cooking and a proper hot brown sit a few blocks off the main drag.

Two distilleries a day, not five

The magic is in the conversations and the pours you linger over, never the miles you cover.

Sample Itineraries

Tailored Kentucky Experiences, Designed Just For You

Every itinerary is built around your group, your travel style, and your tastes. A romantic escape, a milestone celebration, a corporate retreat, whatever you're planning, we handle the logistics so all you have to do is show up and enjoy it.

Explore a few of our sample itineraries below to see how we bring bourbon country to life.

Couples & Small Groups

Perfect for couples and small groups seeking a relaxed, intimate introduction to bourbon country.

Private couples' tastings at boutique and iconic distilleries
A candlelit chef's table dinner
A blend-your-own-bourbon experience
Chauffeured, stress-free transportation

View Sample Itinerary

Corporate & Teams

Real work gets done, then the team actually connects, over bourbon, good food, and a day nobody forgets.

Private conference space with full AV for meetings
Exclusive distillery tours and private tastings
A day at the races or a Bluegrass outdoor experience
A private estate or rickhouse dinner with premium pairings

View Sample Itinerary

Enthusiasts

Designed for bourbon lovers who want the rarest pours, private access, and time with the makers.

Allocated single-barrel pours and private cellar access
Behind-the-scenes rickhouse, cave, and warehouse walks
Private time and tastings with master distillers
A guided bottle hunt and a collector's dinner

View Sample Itinerary

Family, Friends & Celebrations

A perfect balance of bourbon, celebration, and shared moments for families, friends, and milestone events.

A private speakeasy experience and welcome toast
Legendary and hidden craft distilleries
Barrel pours, cigars, and live music
A private horse-farm finale

View Sample Itinerary

View All Itineraries

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Join our list for bourbon stories and everything you need to plan the perfect Kentucky escape.

Promotions

First access to seasonal offers and members-only rates.

Seasonal Guides

The best times to visit, from Derby season to fall harvest.

Insider Tips

Where locals sip, eat, and find the hard-to-get pours.

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Sippingin the SouthKENTUCKY BOURBON EXPERIENCES

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Curated Experiences

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