
The most-booked Lexington tours and tickets right now

Discover why Lexington, Kentucky is known as the Horse Capital of the World on this 3.5-hour narrated tour with transportation provided on a comfortable 14-person passenger van. The tour is not all on the van, though, as destination stops are made at world famous Keeneland Race Course* and one or more of the beautiful Thoroughbred horse farms that combine to make the Lexington region the true epicenter of Thoroughbred breeding in the United States ... and beyond. All tours are given by very experienced local guides who share a wealth of stories about the history of the local area, farms, bourbon production and the Thoroughbred horse -- the world's most desired breed for winning the world's most prestigious races. * NOTE: All tour itineraries can vary/change depending on changing destination and farm availability on the specific day of the tour. This is true for all of the venues (including Keeneland at its discretion) and the Thoroughbred horse farms. Thank you for touring with us
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Looking for unique access to the best of Kentucky's thoroughbred horse culture? Go behind-the-scenes with this one-of-a-kind intimate tour experience. Our professional guides are long time insiders that will share a wealth of knowledge and up-close experiences with you. Learn about horse racing and breeding as you visit three horse farms and enjoy an exclusive look at how the horses are bred, raised, and prepared for their racing debuts. Under supervision of your guide, have chance to meet the horses and feed them a treat. Don't miss out on this colorful and entertaining personal tour with beautiful views and a rich history.
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Learn about downtown Lexington's captivating history as we take a culinary cruise to five delicious stops all in one afternoon! Discover award-winning eateries, unique foodie items like the buzz button, freshly baked breads from family-owned shops, fresh Kentucky-farmed vegetables, and more! In between bites, learn about colorful characters from Lexington's history and pass through landmarks like Skuller's Clock, The Square, and Phoenix Park.
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Discover one of America’s most fascinating first ladies! The Mary Todd Lincoln House was the family home of the wife of 16th president Abraham Lincoln. Mrs. Lincoln was sophisticated, educated, and versed in politics. On the surface, her success in the White House seemed assured. Yet, few women in American history have endured as much controversy and tragedy. Tour her childhood home to explore the full story.
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Embark on a spirited journey through the vibrant echoes of Lexington's East End, where each step reveals layers of history, culture, and intrigue. You'll indulge in expertly mixed cocktails and plates prepared by local chefs while your knowledgeable guide weaves a tapestry of captivating tales, transporting you through time. Discover a fascinating connection between Kentucky and Japan, forged by visionary entrepreneurs. Hear the thundering hooves of black horsemen who once dominated the sport of kings on the sprawling track that once graced Downtown's East End. Unravel the mystery behind a vault laden with tear gas nestled within a local showroom, a relic of bygone days with stories waiting to be told. With each revelation, you'll find yourself drawn deeper into the captivating narrative of Lexington's East End, a place where history and mystery intertwine to create an unforgettable experience. All guests must be 21+ with proper ID.
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Join us in Lexington’s lively Distillery District for a journey you won’t forget. This historic area was once home to one of the most important bourbon distilleries in Kentucky, founded in 1880 by legendary third-generation distiller James E. Pepper. Today, the district has been revitalized into one of Lexington’s most exciting gathering places — but the stories of bourbon, business, and big personalities still live here. On this tour, we’ll explore the beginnings of bourbon, the drama and rivalries of early distillers, and the often-overlooked stories — including the women who helped build the bourbon industry. Along the way, you’ll enjoy great food, cocktails, and a bourbon tasting while experiencing one of Lexington’s most unique neighborhoods through storytelling. Learn the stories you haven’t heard — and taste the district that helped build Kentucky’s most famous industry.
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Discover historic Ashland, the famous estate of "The Great Compromiser," Henry Clay. Representing Kentucky in the U.S. Senate and House of Representatives, as well as his tenure as Secretary of State under President John Quincy Adams, Henry Clay played a pivotal role in United States politics and history for close to half a century. Enjoy a guided one-hour tour of the rebuilt mansion. Tour this historic estate on a family-friendly excursion located close to downtown Lexington; guarantee admission to this popular site by booking ahead. Visitors 5 years and older must wear masks. Visitors must remain 6 feet from other parties.
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Discover one of America’s most fascinating first ladies! The Mary Todd Lincoln House was the family home of the wife of 16th president Abraham Lincoln. Mrs. Lincoln was sophisticated, educated, and versed in politics. On the surface, her success in the White House seemed assured. Yet, few women in American history have endured as much controversy and tragedy. Tour her childhood home to explore the full story.
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Major attractions with reserved entry - skip the queue, walk straight in

Discover why Lexington, Kentucky is known as the Horse Capital of the World on this 3.5-hour narrated tour with transportation provided on a comfortable 14-person passenger van. The tour is not all on the van, though, as destination stops are made at world famous Keeneland Race Course* and one or more of the beautiful Thoroughbred horse farms that combine to make the Lexington region the true epicenter of Thoroughbred breeding in the United States ... and beyond. All tours are given by very experienced local guides who share a wealth of stories about the history of the local area, farms, bourbon production and the Thoroughbred horse -- the world's most desired breed for winning the world's most prestigious races. * NOTE: All tour itineraries can vary/change depending on changing destination and farm availability on the specific day of the tour. This is true for all of the venues (including Keeneland at its discretion) and the Thoroughbred horse farms. Thank you for touring with us
No similar experiences found

Embark on a spirited journey through the vibrant echoes of Lexington's East End, where each step reveals layers of history, culture, and intrigue. You'll indulge in expertly mixed cocktails and plates prepared by local chefs while your knowledgeable guide weaves a tapestry of captivating tales, transporting you through time. Discover a fascinating connection between Kentucky and Japan, forged by visionary entrepreneurs. Hear the thundering hooves of black horsemen who once dominated the sport of kings on the sprawling track that once graced Downtown's East End. Unravel the mystery behind a vault laden with tear gas nestled within a local showroom, a relic of bygone days with stories waiting to be told. With each revelation, you'll find yourself drawn deeper into the captivating narrative of Lexington's East End, a place where history and mystery intertwine to create an unforgettable experience. All guests must be 21+ with proper ID.
No similar experiences found

Discover one of America’s most fascinating first ladies! The Mary Todd Lincoln House was the family home of the wife of 16th president Abraham Lincoln. Mrs. Lincoln was sophisticated, educated, and versed in politics. On the surface, her success in the White House seemed assured. Yet, few women in American history have endured as much controversy and tragedy. Tour her childhood home to explore the full story.
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Sound baths are still rare in Kentucky, and The Sound Healing Center of Lexington is one of the only dedicated sound healing studios in the region. This isn't a yoga class with a singing bowl at the end. It's a full, intentional experience built around sound as the sole practice. The studio itself was designed for this work, with acoustics, lighting, and comfort elements chosen to help your body settle quickly and deeply. Hammocks, zero-gravity chairs, and floor setups mean you find the position that works for you, not the one the room dictates. Our rotating roster of facilitators each brings their own instruments and approach, so no two sessions sound exactly alike. You might encounter crystal singing bowls, handpan, gongs, rain drums, or rattles, and the combination shifts depending on who is leading. If you've never experienced a sound bath, this is a welcoming place to start. If you have, you'll notice the difference a purpose-built space makes.
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Small-group + private walking tours with a local guide

Looking for unique access to the best of Kentucky's thoroughbred horse culture? Go behind-the-scenes with this one-of-a-kind intimate tour experience. Our professional guides are long time insiders that will share a wealth of knowledge and up-close experiences with you. Learn about horse racing and breeding as you visit three horse farms and enjoy an exclusive look at how the horses are bred, raised, and prepared for their racing debuts. Under supervision of your guide, have chance to meet the horses and feed them a treat. Don't miss out on this colorful and entertaining personal tour with beautiful views and a rich history.
No similar experiences found

Join us in Lexington’s lively Distillery District for a journey you won’t forget. This historic area was once home to one of the most important bourbon distilleries in Kentucky, founded in 1880 by legendary third-generation distiller James E. Pepper. Today, the district has been revitalized into one of Lexington’s most exciting gathering places — but the stories of bourbon, business, and big personalities still live here. On this tour, we’ll explore the beginnings of bourbon, the drama and rivalries of early distillers, and the often-overlooked stories — including the women who helped build the bourbon industry. Along the way, you’ll enjoy great food, cocktails, and a bourbon tasting while experiencing one of Lexington’s most unique neighborhoods through storytelling. Learn the stories you haven’t heard — and taste the district that helped build Kentucky’s most famous industry.
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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.
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The Thoroughbred Center's Behind the Scenes Tour offers an exclusive look at the training and stabling of thoroughbred race horses. Encompassing over 230 acres of prime Kentucky Bluegrass, this unique horse farm has the ability to accommodate over 1,100 horses. During morning training hours you will get to see horses up close while they workout on the track as well as walk through a barn where horses are stabled. Come see for yourself why trainers say The Thoroughbred Center is one of the best places in the world to train a horse. Minimum numbers are required to run this tour.
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Food tours, market walks, wine tastings, cocktail experiences

Learn about downtown Lexington's captivating history as we take a culinary cruise to five delicious stops all in one afternoon! Discover award-winning eateries, unique foodie items like the buzz button, freshly baked breads from family-owned shops, fresh Kentucky-farmed vegetables, and more! In between bites, learn about colorful characters from Lexington's history and pass through landmarks like Skuller's Clock, The Square, and Phoenix Park.
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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.
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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.
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Dive into adventure with us, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, You Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With us, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s play and make every day an adventure!
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Hands-on classes - pasta, pizza, gelato, regional dishes - from local chefs

Fresh Bourbon is the offering the newest, most unique Bourbon Tasting currently in Kentucky. We guide our guests through a full sensory tasting with food & aroma pairing, to help them explore and understand the complexities of Bourbon. You'll get hands on training from a professional local mixologists and build your own custom Old-Fashioned. Plus, historical tips, tricks and stories from the Bourbon world and an opportunity to explore more flavors through our seasonal craft cocktail menu. All of which are included in a dynamic tasting experience, in fact, the first Bourbon Tasting Experience in downtown Lexington, Kentucky!
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This is an intimate, host-led dining experience centered on seasonal cooking, thoughtful presentation, and the art of gathering. The experience can take place in the host’s private home or at the guest’s own home or Airbnb. Guests enjoy a beautifully prepared brunch or dinner while learning how menus are shaped by season and place, with an emphasis on relaxed, elegant entertaining rather than a formal cooking class.
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Museums, ruins, art collections, religious sites with expert guides

Discover one of America’s most fascinating first ladies! The Mary Todd Lincoln House was the family home of the wife of 16th president Abraham Lincoln. Mrs. Lincoln was sophisticated, educated, and versed in politics. On the surface, her success in the White House seemed assured. Yet, few women in American history have endured as much controversy and tragedy. Tour her childhood home to explore the full story.
No similar experiences found

Discover historic Ashland, the famous estate of "The Great Compromiser," Henry Clay. Representing Kentucky in the U.S. Senate and House of Representatives, as well as his tenure as Secretary of State under President John Quincy Adams, Henry Clay played a pivotal role in United States politics and history for close to half a century. Enjoy a guided one-hour tour of the rebuilt mansion. Tour this historic estate on a family-friendly excursion located close to downtown Lexington; guarantee admission to this popular site by booking ahead. Visitors 5 years and older must wear masks. Visitors must remain 6 feet from other parties.
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Walk in the footsteps of the men, women, and children who were enslaved at Ashland on this outdoor tour. Learn how the curatorial team uses fragments and traces of evidence to uncover their stories. Listen to the voices of those who resisted bondage and honor the memory of those who were forced to labor at Ashland. This tour is recommended for adults and young people 12 and up. This tour contains difficult information including discussions of sexual exploitation and other forms of violence. Parental discretion is advised.
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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!
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Bike tours, e-bikes, kayaking, rafting, anything outside

Are you a sportsman looking for a full day of fun? Our Clay Pigeon tour starts with trapshooting clay pigeons at the Blue Grass Sportsmen's League before stopping for lunch and ends with visiting 3 horse farm attractions. Guaranteed to be a great day of fun for men and ladies alike. A minimum of 4 guests is required, otherwise, the tour will be cancelled.
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Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it

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
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Common questions about booking Lexington experiences through SimilarTours
Spring and fall offer pleasant weather for walking tours and farm visits. Horse racing season (especially around the Kentucky Derby in May) brings crowds, though the city books up year-round. Summer gets hot and humid; winter can be quiet but many distilleries stay open.
Popular bourbon trail tours and private farm experiences often fill weeks in advance, especially during peak season. Book at least 2-3 weeks out if you have specific dates or want a particular distillery visit. Half-day food and walking tours typically have more availability on shorter notice.
Downtown walking tours don't require a car - you can cover the main food and historic districts on foot. But distillery tours and horse farm visits are located outside the city center, so most visitors either hire a guide (which handles transportation) or rent a car.
Yes, especially for bourbon and horse farms. Guides provide access to private facilities you can't reach alone and explain the production process or breeding history in ways that make the visit stick. Food and history walks also work best with someone who knows the back stories.
Most include stops at distilleries with tastings, historical context about production methods, and often a meal or snacks. Tours range from half-day to full-day, and some focus on smaller craft distilleries while others cover the well-known names. Check before you go to confirm whether tastings and food are included.
Food tours, scavenger hunts, and art-focused walking tours welcome most ages and energy levels. Horse farm tours and cooking classes appeal to specific interests. Many distillery tours have age restrictions for tasting, though you can often visit the grounds or opt for a non-alcohol focused option - ask when booking.
Bourbon trail tours typically hit multiple distilleries in one day with comparative tastings and deeper bourbon education. Single-distillery or food-pairing tours focus on one location or blend spirits with local cuisine. Trail tours need more time and planning; specialized tours let you dig deeper into what interests you most.
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Lexington sits at the heart of Kentucky's horse country, where thoroughbred farms roll across the bluegrass and bourbon distilleries anchor the downtown. What draws visitors here isn't one big sight but a string of specialized experiences - you can spend an afternoon on private horse farms, take a guided walk through bourbon production and local food history, or join a scavenger hunt that pulls you through the city's neighborhoods. Food tours and distillery visits are particularly popular, often paired with cocktails and small bites. The city rewards curiosity about the land, the spirits, and the stories behind both.