Private & Custom
Nobody wants a cookie-cutter trip. Trust locals with deep roots in bourbon country to design a fully bespoke journey around your group, tastes, and pace.
Sample Itineraries
Filter by traveler or trip length, then open any journey for the full day-by-day. Every itinerary is fully customized before you travel.
Filter by Traveler
Filter by Traveler
For Two · New to Bourbon
The Bourbon Beginner’s Escape
The perfect introduction to bourbon country for two. Over three unhurried days, we ease you in with a private Bourbon 101 welcome, then guide you through Kentucky’s craft, iconic, and historic distilleries, a scenic dinner train, and the best of Louisville and Bardstown. No pressure, no guesswork, just a beautifully paced escape designed for couples discovering bourbon together.
Corporate & Teams · Hit the Ground Running
The Signature Corporate Retreat
A premier three-day journey that blends business and bourbon so your team hits the ground running. We handle arrivals, a private distillery welcome, a Bourbon Social, and a day at the races with reserved seating, then an easy group departure. Every reservation, transfer, and detail is coordinated in advance so your people can simply show up and connect.
For History Lovers · Bourbon Capital of the World
The Vintage Proof Crew
Every great bourbon has a story, and so does every traveler. A relaxed, all-inclusive three-day journey designed for travelers who want to enjoy Kentucky at an easy pace, exploring its rich history, legendary distilleries, and genuine Kentucky hospitality, with two nights in the Bourbon Capital of the World.
Guys' Getaway · Build Your Own Budget
The Bachelor Party Experience
A weekend built for the guys, and for every budget. We start with the essentials, a great base weekend of bourbon, food, and good times, then you choose how far to take it. Add cigars, a chef’s dinner, golf, private car service, or bottle service to elevate the trip to exactly what your group wants. Simple to start, easy to make legendary.
By Invitation · Insider Access
The Bourbon Underground Experience
Not every bourbon experience can be booked online. Over two full sipping days, guests are welcomed into the private corners of Bourbon Country through rare access, intimate tastings, and stories rarely told on public tours. This is not a crowded bus experience. It’s Kentucky through the eyes of the insiders, a fully guided, all-inclusive journey for a small private group.
The Details
Personalized tastings hosted by distillery educators, often featuring limited and allocated pours.
Boutique hotels, historic inns, and private home rentals matched to your style.
Reservations at Kentucky's most sought-after restaurants and hidden Southern gems.
Professional drivers who coordinate with your itinerary so you can relax and enjoy.
Horse farms, scenic drives, spa visits, and experiences that complement your days.
Working With Us
1
We begin with a personal call to understand your travel style, group, preferences, and budget. This is the foundation of your perfect Kentucky bourbon experience.
2
We thoughtfully design and confirm your custom itinerary, every reservation and every detail, so nothing is left to chance before you arrive.
3
Simply arrive, relax, and enjoy. Every moment has been seamlessly arranged so you can experience bourbon country effortlessly.
Let's Plan Your Trip
Tell us your vision and we'll design the entire journey around your group, every reservation, recommendation, and insider detail handled.
Stay in the Loop
Join our list for bourbon stories and everything you need to plan the perfect Kentucky escape.
First access to seasonal offers and members-only rates.
The best times to visit, from Derby season to fall harvest.
Where locals sip, eat, and find the hard-to-get pours.
No spam, unsubscribe anytime.
