Top Lexington Tours by Duration

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.

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.

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.

Get to know the charms of Lexington as you eat your way through the Kentucky city’s downtown on this walking food tour. You’ll learn all about the history and culture of the “Horse Capital of the World” as your guide shares insights about the landmarks you pass. The tour will make five stops and includes food ranging from traditional Kentucky specialties to modern innovations.

Discover the rich heritage of bourbon with guided tours through Kentucky's iconic distilleries. Every stop reveals the artistry behind bourbon-making, complemented by Southern hospitality. Travel in luxury, whether you're part of a romantic couple’s retreat or a lively group of friends, aboard stylish SUVs or spacious buses. Each tour includes round-trip transportation, distillery admissions, and complimentary snacks and water for a comfortable experience. Perfect for couples, friends, or corporate events, this tour invites you to sip and savor the finest bourbons while enjoying the scenic landscapes of bourbon country. - Guided tours through Kentucky's renowned distilleries - Luxury transportation options for groups of all sizes - Round-trip transport, distillery admissions, and snacks included - Ideal for couples, friends, and corporate retreats

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.

Come with us as we explore 3 of Lexington's premier craft distilleries. Perfect for the group that needs entertaining for a few short hours, we'll transport you from distillery to distillery to learn about both beer and bourbon. Each guest will receive a guided tasting of different spirits at each location. This is not a private experience, must bring a valid 21+ ID.

Get a feel for life in the Bluegrass State during this small-group tour that combines a visit to three of Lexington's famed horse farms with an opportunity to shoot clay pigeons at a members-only venue, not usually open to the public. After a morning of clay target shooting, see some of the training facilities that make Kentucky such a legendary site for horse breeding and racing. Easy Lexington pickup is included.

Our VIP Experience offers the perfect way to explore Kentucky's bourbon culture with comfort, style, and personalized service. This exclusive experience includes visits to three iconic destinations: Buffalo Trace, Whiskey Thief Distillery, and Maker’s Mark, each offering a unique perspective of bourbon history and craftsmanship. Enjoy your day in a luxury vehicle with a professional driver, allowing you to relax and focus on creating unforgettable memories. Your experience also includes lunch at a local restaurant, so you don’t have to worry about planning your meal — we take care of the details. From the rich heritage of Buffalo Trace, to the unique strain from the barrel experience at Whiskey Thief, and the legendary red-wax tradition of Maker’s Mark, this itinerary combines history, flavor, and authentic Kentucky charm. Choose our VIP Bourbon Experience for a seamless, comfortable, and memorable bourbon journey where every detail is designed to provide an exceptional experience.

Exploring Ashland—the Lexington house of 19th-century Kentucky statesman Henry Clay—without a guide may leave you skimming over important details. On this tour, you cover the 18-room mansion in full, learn how Clay used it, and uncover his life story and political achievements. Prebook to guarantee your tour place, and finish with a self-guided walk around the gardens, including their Civil War Monument and photographic Henry Clay Exhibit.