IT'S A BEAUTIFUL BOURBON DAY®
The Best Authentic Kentucky Bourbon Tour: Where Legends are Made
Learn unscripted bourbon stories from people who have lived it, you won't find this tour in pamphlets & maps!
Enjoy Kentucky with Sipping In The South® Bourbon Tours
Our Signature Bourbon Tour
Our Signature Bourbon Tour
Our Signature Bourbon Tour
Known as the In-Laws and Outlaws tour. It includes a private welcome event, curated distillery visits, guided tastings, and interactive mixology class along the Bourbon Trail.
Private Bourbon Tours
Our Signature Bourbon Tour
Our Signature Bourbon Tour
Private, concierge-style bourbon tours designed around the vibe you want, not a fixed list of distilleries. The vibe leads everything else.
Custom Bourbon Tours
Custom Bourbon Tours
Custom Bourbon Tours
Explore Kentucky's Bourbon Country with beautifully crafted private tours, custom itineraries, and boutique hospitality with our expert guides.
Specialties
Custom Bourbon Tours
Custom Bourbon Tours
These experiences go beyond transportation. We specialize in expert-led logistics for barrel selections, corporate team building, and private industry events. Our value comes from standing at the intersection of distilleries, distributors, and the end consumer.
Sipping In The South® | Why we’re the Best Choice
Thousands of Tours, Delivered with True Southern Hospitality
The Bourbon Trail is just the beginning. What matters is how the experience is led.
Our tours are unscripted, education driven, and rooted in the Five Bourbon Regions. We guide guests beyond the brochure, sharing the stories, places, and details that shape Kentucky bourbon at its core.
You will leave knowing why limestone, water, and Kentucky changed horses and bourbon forever.
The Details Make the Difference
STRUCTURE WHERE IT MATTERS. FREEDOM WHEN IT COUNTS.
Every experience begins with intention. We learn your preferences, where access matters, and when the day should open up. From there, we design a flow that holds its shape and adapts naturally as opportunity appears.
Curation lives in the details. The right distilleries, The right timing, A easy ride. Feeling good with hydration and music. Bottles handled properly. Transitions you never have to think about. Nothing rushed, Letting the day unfold exactly as it should.
We are the Expert Bourbon Guides of Kentucky
Born from bourbon. Raised in hospitality. Our experiences are led by guides who understand bourbon the way sommeliers understand wine, with knowledge typlically reserved for industry circles. Complex ideas are translated into conversations that feel effortless and personal.
Nothing is scripted. Curiosity shapes the dialogue and lived experience replaces memorized facts. Guest leave with a deeper understanding of how bourbon is made, why it tastes the way it does, and what truly distinguishes one distillery from another.
Charming Touches
Where Napa sophistication meets bourbon legends and Kentucky Southern Hospitality.
Hotel Partners
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® Bourbon Tours | Planning Atlas
The 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
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
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
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.
GIFT CERTIFICATE
Give the gift of bourbon, storytelling, and Kentucky charm. Each gift card covers one guest at $350, and tours begin with a minimum of four people.
The card holder can choose their tour date and book within 90 days of their experience. When they are ready, share the number & begin planning the day from start to finish.
Our Partners
The Sipping In The South story continues online…
“After years of being passed hand to hand and story to story, Sipping In The South now has a digital front door.”