Top Lexington Walking Tours

Discover the heart and soul of Kentucky’s beautiful Bluegrass horse country on this guided half-day small-group tour. Get a behind-the-scenes look at the thoroughbred horse lifestyle as you explore the famous Keeneland Race Course and one or more thoroughbred horse farms. Learn about the history of racing and how Lexington became the epicenter of thoroughbred breeding in the United States. Note: itinerary may change depending on availability.

Kentucky is renowned for its horse programs and farms, this is your chance to see the prestigious facilities up close. Tour area horse farms—some that are usually closed to the public—to get a look at the work that goes into raising and caring for thoroughbreds. The tour includes time to meet and interact with the horses, maybe even feed them their favorite peppermint treats.

Taste your way through the East End of Lexington and learn about local lore with the help of a tour guide passionate about the neighborhood’s best food and drink. On this 2.5-hour tour, the group leader will share some of their own favorite watering holes, and you can eat like a real Lexingtonian.

We’ll begin the night with an Old Fashioned and beer cheese as we dive into Lexington’s limestone foundation — and the long-held belief that limestone can act as a portal between worlds. From there, we’ll walk through downtown Lexington hearing the stories that never made the brochures: serial killers who passed through town, the horses buried beneath our streets, unsolved murders, cholera graves, and the spirits that many believe still linger in our oldest buildings. Along the way, we’ll stop for dinner courses at several downtown favorites — including burgers, tacos, pizza, and cocktails — paired with storytelling that ranges from scandal and crime to folklore and ghost lore. This tour is not a ghost tour.
This is a storytelling tour — and these stories are dangerously true. Come hungry. Come curious. And maybe… don’t walk too far behind the group.

This is Lexington's ONLY Art Tour where you can enjoy the lively and vibrant local culture by connecting with the local eclectic arts scene. Fun and well-informed guides will lead you on a tour through the downtown district, introducing you to some of our many murals, public artworks and sculptures along the way while pointing out historic buildings and sharing entertaining stories that will keep you engaged. You will check out several galleries and exhibitions with a brief overview of work on display before ending this leisurely walk at Artists’ Attic – a 22 artists’ studio cooperative – where drinks and refreshments will be waiting. Here you will be able to watch artists at work and chat with them about their creative process.

Spend a fun-filled three hours in Lexington’s historic Distillery District with a local foodie guide who’ll help you taste your way through town. Learn all about the history of the city and its culture as you sample everything from expertly blended cocktails to Kentucky staple burgoo stew. And for dessert, you’ll try some award-winning ice cream.

We brings Kentucky history, craftsmanship, and storytelling together in a relaxed, engaging setting. Led by Kentucky Bourbon Educator Michael Godbey, this session brings the "grain to glass" process to life. The tour concludes with a curated tasting of Barrel House bourbons, helping travelers better understand and enjoy what is in their glass. Perfect for beginners, enthusiasts, and anyone who prefers a clear, straightforward bourbon education, this experience offers an authentic look at Bluegrass bourbon culture.

Step into Kentucky's first craft distillery since prohibition by taking a guided distillery tour with a tasting in Lexington’s historic Distillery District. Set inside the former barreling house of the old James E. Pepper Distillery, this experience offers visitors an inside look at traditional craft distilling methods. Sample our staple products while learning about Lexington's rich distilling heritage and review the distilling process. We distill all varieties of spirits, including: Vodka, Rum, Moonshine, Rye Whiskey, Bourbon, etc...

Set off on an unforgettable adventure in Lexington—the Horse Capital of the World! Solve riddles, crack puzzles, and uncover captivating stories about the city’s past, from its early founders to hometown native George Clooney. Explore Phoenix Park, discover the legendary horse farms of the Bluegrass Region, and even learn about Lexington’s royal ties. Be sure to snap a selfie with a camel, show off your moves with zombies on Main Street, and enjoy the surprises waiting around every corner!

Step into the gritty heart of Lexington’s industrial past along Manchester Street. This immersive walking tour explores how rail spurs, limestone waters, and nineteenth-century whiskey factories survived catastrophic fires, ruin, and decades of abandonment to emerge as an energetic cultural corridor. Walk alongside urban planner Tom and local friend Amelia as they uncover hidden creeks, worker break rooms, freight depots, and working copper stills. It is a sensory journey through fermentation, architecture, and the raw grit of genuine adaptive reuse. - A 3.2 km self-guided tour with 8 stops over 128 min - Ideal for travelers interested in Urbanism, Infrastructure & Innovation and Foodways & Culinary Identity - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

Step into the urban command center of world-class horse racing. Beyond the rolling pastures lies downtown Lexington, where million-dollar breeding deals were brokered, champion jockeys lived, and a multibillion-dollar industry was forged on limestone soil and Black craftsmanship. Discover the human drama behind the Horse Capital of the World. - A 3.9 km self-guided tour with 7 stops over 120 min - Ideal for travelers interested in History & Memory and Identity, Migration & Globalization - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app