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Built from the road up. Rooted in Kentucky.
Sipping In The South wasn’t born in a boardroom—it was built from the road up. Who knew that ubering would be the blueprint to our next chapter!
This company began as a personal project years ago, sparked by conversations with travelers trying to make sense of Louisville for the first time. Fro
Built from the road up. Rooted in Kentucky.
Sipping In The South wasn’t born in a boardroom—it was built from the road up. Who knew that ubering would be the blueprint to our next chapter!
This company began as a personal project years ago, sparked by conversations with travelers trying to make sense of Louisville for the first time. From those early rides, one thing became clear: people weren’t just looking for transportation—they were craving connection, insight, and a more memorable way to experience Kentucky.
Like many small businesses, the road to launching wasn’t always linear. The early years Ubering were spent learning, listening, and evolving. While the structure may have started informally, what mattered most was always clear: we're in the hospitality business, not the point A to point B business.
Today, Sipping In The South operates with intention, care, and compliance—guided by a deep love for Louisville, its bourbon legacy, and the stories that make this place unforgettable.
And the mission? It’s still the same.
Because it’s more than just horses and bourbon.
It’s Roaring Twenties charm / Victorian elegance /city vibe / great food / gossiping grannies / bootleggers' secrets / old homes that still whisper. This is a tour that blends all of it—bourbon wisdom, local flavor, and Southern storytelling—into one unforgettable experience. The result is the Trail Less Traveled: an Authentic Kentucky Bourbon tour experience!
The rich history of bourbon, the folklore and the crafsmanship behind each bottle, and the beauty woven through Kentucky's disilleries al resonate deeply. Its a passion that continues to shape a distinctive approach to celebrating and sharing the spirit of Louisville -- blending bourbon knowledge, distillery lore and a touch of "grannie
The rich history of bourbon, the folklore and the crafsmanship behind each bottle, and the beauty woven through Kentucky's disilleries al resonate deeply. Its a passion that continues to shape a distinctive approach to celebrating and sharing the spirit of Louisville -- blending bourbon knowledge, distillery lore and a touch of "grannie gossip" with a love for the Roaring Twenties and the elegance of Old Victorian charm. The result is a Trail Less Traveled: an Authentic Kentucky Bourbon tour experience!
Our professional bourbon guides create a one-of-a-kind tour, unforgettable experiences with genuine Southern hospitality. Our guides have a background in the industry - working at bourbon distilleries, bartenders, lifelong residents, or bourbon connoisseurs — we understand bourbon hospitality and the difference between a bourbon distil
Our professional bourbon guides create a one-of-a-kind tour, unforgettable experiences with genuine Southern hospitality. Our guides have a background in the industry - working at bourbon distilleries, bartenders, lifelong residents, or bourbon connoisseurs — we understand bourbon hospitality and the difference between a bourbon distillery and a whiskey distillery. You'll be planning your next trip with us before this one even ends. Come spend a weekend on the Trail Less Traveled in Bourbon Country. We’ll start as strangers but leave as friends.
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