At Pegasus Tours, every journey is thoughtfully crafted to blend luxury transportation, local flavor, and unforgettable moments—whether you're sipping your way along the Kentucky Bourbon Trail® or discovering hidden gems with your own private chauffeur. From curated group tours to fully customized itineraries, Pegasus turns every outing into a seamless, story‑worthy experience designed just for you.
Bourbon Tours & Experiences
The Bourbon Social™
Join The Bourbon Social™ for an unforgettable journey along the Kentucky Bourbon Trail®! Departing from The Galt House Hotel every Thursday, Friday, and Saturday, this recurring group tour makes it easy and affordable to experience Kentucky’s bourbon heritage. The Bourbon Social™ is your invitation to an unforgettable shared experience. Whether you're rolling solo, with your partner-in-crime, or rounding up the whole gang, this curated adventure brings bourbon lovers together for a lively day of distillery stops, behind-the-scenes tastings, and a few surprises along the way.
Bourbon Custom Tours
Experience the best of Kentucky's bourbon with a customizable all-day tour. From the world's largest collection of Kentucky bourbons to local artisan products, there's something for everyone. Explore the Bourbon Trail™ in style and comfort with Pegasus Tours. Let us craft a personalized day of sipping and sightseeing—while you sit back, relax, and enjoy the ride.
Use our BourbIT Tour Planner below to design your perfect bourbon adventure!
Bourbon Curated Experiences
We here at Pegasus Tours curated special packages using our decades of bourbon, transportation, and local knowledge. Whether it's a special occasion like an anniversary, a gift to a best man, or a weekend with the gang, let us handle all the details while you sit back and enjoy the experience!
Not sure which experience is right for you?
"We chose to do the Mash & Mingle tour and had a wonderful time. Vann and George were great to be with all day. With the snow and cold temps a couple things had to be switched around and that was done seamlessly. Frazier was a very cool way to start the day. Everyone was wonderful at each stop. I highly recommend this tour and can’t wait to try another one!"
- Emily W.
Walking Tours
The City Social™
Introducing The City Social™ Walking Tours by Pegasus Tours,
Louisville's Best Stories Are Waiting Just Around the Corner.
Hosts You'll Want To Follow,
Stories You'll Want to Take Home
Our hosts will guide you through NuLu or Downtown Louisville pointing out history, telling some local lore, making sure you get great photos, and keep you entertained.
Tours, Tastings, Shopping & History...
What More Could You Want?
From handcrafted cocktails to hidden gems along the route, each stop offers its own unique story and flavor. Whether you're a first-time visitor or a seasoned local, there's always something new to discover.
The City Social™ - Whiskey Row
The City Social™ - Nulu
Festivals/City Events
Discounted Tickets • Transportation To/From
If there is an event or festival in or around Louisville, we're your go-to! From seamless group coordination to stress-free arrival and departure, we handle every detail so you can focus on enjoying the moment. Let us take the hassle out of transportation and turn your event experience into something truly effortless and fun.
Bourbon & Beyond
First launched in 2017, Bourbon & Beyond welcomed 50,000 fans over 2 days to see Stevie Nicks, Eddie Vedder, Steve Miller Band, and so many more in Louisville, Kentucky. With its massive stages, amusement rides, Bourbon & Culinary experiences, it quickly became one of the most anticipated events in the festival community. In 2025, B&B welcomed 210,000 fans over 4 days, 5 stages, with over 120 bands to it’s new home at the Kentucky Exposition Center. Bourbon & Beyond will return again September 24-27, 2026.
Louder Than Life Festival
Louder Than Life is America’s Largest Rock & Metal Festival, held at the Kentucky Exposition Center in Louisville. Originally hosted at the Highland Festival Grounds, the festival moved to the Kentucky Exposition Center in 2025 to accommodate its continued growth and deliver an even larger fan experience. The new location provides more space, additional shaded areas, expanded parking, enhanced amenities, access to the nearby Kentucky Kingdom amusement park, and an expanded footprint featuring seven stages.
Bourbon Women Siposium
Nearly 500 women will join us in Louisville, KY August 13-16, 2026 for the only consumer-based, female-focused whiskey conference in the US. Part industry conference, part girls’ weekend, and part family reunion, SIPosium demonstrates the magic of 400+ bourbon-loving women in the room together. Join us at the Louisville Marriott East Hotel in August for the best weekend any bourbon or whiskey-loving woman could ask for.
The 2027 Kentucky Derby
We’re excited to help you experience the thrill of the 2027 Kentucky Derby with the comfort and convenience you deserve. From the moment you arrive until your last farewell, our dedicated team is here to make your Derby weekend smooth, memorable, and worry-free. Let us handle your transportation needs, so you can focus on enjoying every moment of this legendary event. Clients can be confident in their choice—Pegasus has been the premier provider of Kentucky Derby transportation for over 20 years.
Bourbon Through
Bluegrass Experience
Step into the heart of Kentucky with Bourbon Through Bluegrass—an immersive experience where the rich heritage of Bourbon meets the soul-stirring sounds of Kentucky & Bluegrass Music. Step into the heart of Kentucky with Bourbon Through Bluegrass—an immersive experience where the rich heritage of Bourbon meets the soul-stirring sounds of Kentucky & Bluegrass Music.
Uncle Boojie's
Roots Revue
LOUISVILLE, KY, MAY 22–23, 2026
Roots Revue brings together two days of live music in the heart of Paristown Arts & Entertainment District, creating an annual home for bluegrass music just minutes from downtown Louisville. This music festival will feature legendary and up-and-coming bluegrass artists, local food, and great cocktails. BENEFITTING KENTUCKY SCHOOL OF BLUEGRASS & TRADITIONAL MUSIC
