IT'S A BEAUTIFUL BOURBON DAY®
EVERY BOURBON TOUR BEGINS AS A JOURNEY AND ENDS AS A LEGEND
We show you the places, and bourbons you won’t find in pamphlets or on maps.
Sipping in the South | Classic & Private Bourbon Trail Tours
Signature Bourbon Tour
Signature Bourbon Tour
Signature Bourbon Tour
Step off the beaten path and sip your way through bourbon country. Your Tour includes an exclusive Sipping in the South Welcome Social, plus three curated distillery visits featuring tastings, history and insider moments. You'll also enjoy a bit of bourbon hunting, exploring local cigar shops and smalltown shops for rare bottles A relaxed guest-centered way to enjoy Kentucky Bourbon Tours and authentic Bourbon Trail Experiences.
Private Bourbon Tours
Signature Bourbon Tour
Signature Bourbon Tour
Discover Kentucky with private Bourbon Trail packages, and warm, concierge-style services. From custom distillery itineraries to Churchill Downs tours, your experience is designed with care, comfort, & authenticity. Our access to members only clubs & backstage moments is something you won't find anywhere else in the industry. Customization is our standard, it's what allows our guest to experience bourbon like stars.
Curated Bourbon Tours
Signature Bourbon Tour
Curated Bourbon Tours
Explore the Kentucky Bourbon Trail with beautifully crafted private tours, custom itineraries, transportation, and boutique hospitality with our expert guides. Choose from bourbon trail tour packages or fully personalized routes designed around your group's vibe. You take care of the Who / What / When, we take care of the Where and How! Take a moment to answer a few questions, and we'll do the rest! Lets create the next Legend
Sipping in the South | Discover Why the Best Bourbon Tours
Thousands of Tours, Delivered with True Southern Hospitality
Thousands of Tours, Delivered with True Southern Hospitality
Thousands of Tours, Delivered with True Southern Hospitality
The Bourbon Trail is just the start, We educate you on the 5 Bourbon Regions, share whispered stories and show you legendary distilleries that never make it into brochures.
The Details Make the Difference
Thousands of Tours, Delivered with True Southern Hospitality
Thousands of Tours, Delivered with True Southern Hospitality
Curation is in the details. From the right distilleries to an easy ride and bottles packed safe, we’ve thought of it all, even hydration nurses and playlists
We are The Expert Bourbon Guides of Kentucky
Thousands of Tours, Delivered with True Southern Hospitality
We are The Expert Bourbon Guides of Kentucky
Born from bourbon. Raised in hospitality. The entire experience feels more personal than scripted and every guide goes though a bourbon training much like a wine sommelier
Charming Touches
Charming Touches
We are The Expert Bourbon Guides of Kentucky
Where Napa sophistication meets bourbon legends and Kentucky Southern Hospitality you get Sipping in the South!
Hotel Partners
Charming Touches
Hotel Partners
Ask us! For the Promo Code! Save up to 20% on accommodations with our lodging partners including our Favorite AirBNBs.
Sipping In The South | Signature Planning Atlas
Five Bourbon Regions® The first step in planning your trip
Most people hear “Bourbon Trail” and picture one straight path. The truth is that bourbon in Kentucky is shaped by Five Bourbon Regions™ and each one has its own story, its own flavors, and its own rhythm. The region you choose matters. It affects where you stay, how much you enjoy the day, and how easy your trip feels. I have spent years learning these regions and how they work together. When you plan with me, you are not guessing or hoping you picked the right city. You are traveling with someone who knows the land, the routes, and the experience you want to create.
Louisville: Urban Bourbon
Louisville Urban Bourbon brings city energy, vibrant nightlife, and an authentic speakeasy vibe, all set against the largest concentration of Old Victorian homes in the country.
Bardstown: The Bourbon Capital of the World
Bardstown is the Bourbon Capital of the World, offering a blend of quaint charm and quiet evenings wrapped in Southern elegance. It’s home to premier distilleries, boutique hotels, refined dining, and the kind of hospitality that makes every guest feel like family.
Frankfort: The State Capital Region
Frankfort delivers historic roots, deep tradition, and true Kentucky craftsmanship. It’s where early delegates met and shaped the politics of Kentucky bourbon, giving this region its unmistakable legacy. Think barrel barns, live music, and good old-fashioned barn parties. Sip straight from the barrel and soak in the countryside charm. Bring your hats and boots; this is the authentic heart of Bourbon Country.
Lexington: Bluegrass and Thoroughbred Country
Lexington is Bluegrass and Thoroughbred Country, shaped by rolling hills, white fences and world-famous horse farms. This region sits atop one of the largest limestone aquifers in the country, which gives the water a natural purity that helps define Kentucky bourbon. It is refined and elegant, a place where bourbon and equestrian culture come together. The result is smoother sips, breathtaking scenery and a naturally luxurious pace.
Western Frontier: The Wild West
The Western Frontier is where bourbon’s backwoods history began. This region includes Owensboro, Paducah and Bowling Green, and is known for its ties to the early stills hidden deep in the countryside. It offers caves, lakes, national parks and wide open spaces that create a relaxed and adventurous side of Kentucky. It is the perfect region for guests who want bourbon paired with outdoor exploration, local character and weekends spent on the water
Sipping in the South | Every Legend has a Beginning
For 15 Years, She has been Guiding Guests through the Legends of Bourbon Country
For 15 Years, She has been Guiding Guests through the Legends of Bourbon Country
For 15 Years, She has been Guiding Guests through the Legends of Bourbon Country
While others rush to copy, Angelique is already creating what’s next. At Sipping in the South, most of our guests don’t find us through ads. They arrive because someone they trust shared a story about their experience… just like bourbon itself.
Her path to bourbon country began in corporate America, where she spent more than a decade enter
While others rush to copy, Angelique is already creating what’s next. At Sipping in the South, most of our guests don’t find us through ads. They arrive because someone they trust shared a story about their experience… just like bourbon itself.
Her path to bourbon country began in corporate America, where she spent more than a decade entertaining clients in Kentucky long before bourbon tours were cool. The experiences were enjoyable, but she could sense what was missing. She imagined something more meaningful, more personal, more rooted in the true spirit of Kentucky.
What kept her here was more than business, she fell in love with the Victorian architecture, the warmth of the people, the food, the music, the Southern hospitality, and of course, the horses and bourbon....and she noticed something important, guests wanted the same things she did. They weren’t looking for a brochure, they were searching for real stories, exclusive places, and moments that feel like they were made just for them.
In 2018, she stepped away from corporate America trusting her instinct for something more meaningful. Then 2020 arrived and forced her hand. Covid has a way of stripping life down to the essentials and showing you what you're really made of. In 2021, Sipping in the South was born. Created from a woman’s perspective and grounded in care and authenticity, Sipping in the South has grown into a way of experiencing bourbon country that goes far beyond transportation or tastings.
We craft experiences with you as the star. We honor tradition without repeating what everyone else is doing, and we welcome guests the same way Kentucky welcomed me: with warmth, generosity, and a little sparkle of Southern magic.
Here, every tour becomes a story worth passing along and so a Legend is made.
Our Passion for Bourbon
For 15 Years, She has been Guiding Guests through the Legends of Bourbon Country
For 15 Years, She has been Guiding Guests through the Legends of Bourbon Country
Bourbon is more than a drink to us. It carries history, craftsmanship, and culture in every bottle, and Kentucky’s distilleries bring that to life in a way that never gets old. Sharing that passion means our guests don’t just taste bourbon. They walk away with stories to tell, knowledge to share, and memories that feel rooted in both cult
Bourbon is more than a drink to us. It carries history, craftsmanship, and culture in every bottle, and Kentucky’s distilleries bring that to life in a way that never gets old. Sharing that passion means our guests don’t just taste bourbon. They walk away with stories to tell, knowledge to share, and memories that feel rooted in both culture and craft.
That is the Sipping in the South Effect. Every guest leaves with unforgettable moments and a true insider’s understanding of Kentucky bourbon.
Our Team
For 15 Years, She has been Guiding Guests through the Legends of Bourbon Country
Our Team
Our guides know bourbon inside and out, sharing the history, the science, and the stories that make every pour meaningful. They also have the inside scoop, from where the allocated bottles can be found to when special releases are happening.
With them, you are not just visiting distilleries, you are traveling with a trusted insider who mak
Our guides know bourbon inside and out, sharing the history, the science, and the stories that make every pour meaningful. They also have the inside scoop, from where the allocated bottles can be found to when special releases are happening.
With them, you are not just visiting distilleries, you are traveling with a trusted insider who makes you feel welcome, cared for, and connected. Every guest leaves with knowledge to share and memories worth keeping.
