Top Kentucky Walking Tours - page 2

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.

Be transported back to Louisville during the Prohibition era and learn about the city’s haunted past as you discover speakeasies, a ghost-infested hotel, and other important landmarks. Stop for local bites at four venues and enjoy prohibition-era cocktails as well as a bourbon tasting while learning about prohibition history. End with a dessert and a cocktail with a view overlooking downtown Louisville.

Step into our nursery and meet the newest members of the Pin Oak family. You’ll stroll through the foaling barn, visit nursery paddocks, and get time petting curious foals and treating our broodmares to peppermints! Along the way, you’ll learn how we breed, raise, and care for these future champions, and what it takes to give them the happiest, healthiest start in life. This 60–75 minute guided experience includes: -The Foaling Barn: See where our foals take their very first steps -Nursery Paddocks: Spend time with mares and foals around their paddocks -Peppermint Time: Hand-feed treats to our broodmares and pet the foals -Breeding & Care Insights: Discover the daily routines and expert care that shape future athletes

Eat your way through Derby City and discover Louisville legends on a small-group tasting tour through downtown. Sink your teeth into tasty sandwiches, the original Derby Pie, chocolate bourbon truffles, and more as you explore some of the city’s most popular attractions. You can also choose to add a 3-drink pairing of Bourbon City drinks.

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.

The historic Taylor Mansion in Newport’s East Row is open for guided tours led by Scott Clark, one of Northern Kentucky’s most respected historians and preservationists. Winner of the 2025 Cincinnati Preservation Champion Award and the 2025 Kentucky State Service to Preservation Award, Clark was instrumental in preserving the Mansion, creating historic districts, and saving Newport’s Southgate Street School, a landmark of African American educational history. Built in 1820 by General James Taylor Jr., the “Father of Newport,” the mansion reflects the city’s early prominence. Taylor served as Quartermaster General during the War of 1812 and shaped Newport into a thriving river city. Inside are hand-carved woodwork, fireplaces, and soaring ceilings, while its façade anchors the local Historic District. Clark’s tours make the mansion and East Row a lens into Newport’s history, from its riverfront economy to immigrant communities, cultural growth, and its place in Newport's Sin City past.

As the sun sets over the Ohio River, the streets of downtown Louisville come alive with stories of the city’s most notorious misfits and moments of mayhem. The Misfits and Mayhem Tour is an evening stroll through the darker, quirkier, and more scandalous side of the River City, offering visitors a glimpse into the eccentric figures, unsolved mysteries, and disasters that have shaped Louisville’s history.

Uncover the secrets of Kentucky bourbon! Go beyond the barrel to dive into bourbon's storied history - and learn all the stories they won't tell you on a Kentucky Bourbon Trail distillery tour. Visit award-winning restaurants, secret speakeasies, scenic rooftop bars, and intimate tasting rooms in NuLu. Trace the origins of bourbon whiskey from its roots in the Appalachian foothills to today's thriving bourbon scene, gaining a profound understanding of its cultural importance in Louisville, Kentucky and beyond. Unlock bourbon's surprising versatility and depth of flavor through paired bites, pours, and cocktails, and land a few coveted tables at some of the most hard-to-book restaurants in town, including Nami by local celebrity Chef Edward Lee. Perfect for both bourbon newcomers and seasoned enthusiasts, this guided walking tour offers an experience that you won't find at any bourbon distillery. Reserve your spot early to experience the world's only walking food & bourbon tour!

Experience the most future-favoring tour on the Kentucky Bourbon Trail Craft Tour®! Unravel the mysteries of distillation, hear tales of circus life, and get the tall tale story of how two childhood friends came together to build a distillery through luck, bartering, and Craigslist finds. Tours always include a tasting of our Oak Eye Kentucky Bourbon, the ever-popular hazelnut liqueur, our fine rums, and maybe even a couple of moonshines.

Discover the art of crafting spirits near Nulu in downtown Louisville. This intimate 1000 square foot nano distillery invites you to explore unique Italian-inspired spirits and liqueurs through guided tours and tastings. Taste small-batch products that highlight the rich history and science behind distilling. Perfect for spirits enthusiasts seeking to expand their palate and learn about the distillation process in a cozy setting. - Enjoy guided tours at Kentucky's smallest distillery - Sample exclusive small-batch spirits and liqueurs - Located conveniently near Nulu and Falls City Brewery

Start point: Lincoln Elementary Performing Arts School - open the app and hit “Start.” Briefing in-app: your case file, suspects & how gameplay works (2–3 mins). Chapters: 10–14 bite-size missions guiding you through CBD highlights. Gameplay: decode ciphers, match details on buildings, choose story paths. Pacing: typical playtime ~90–120 minutes with optional cafe breaks. Finish: return towards Pyro Gallery; get your team score & debrief screen. Difficulty: Beginner to intermediate. Walking: ~2–3 km on city pavements. Who it’s for: Couples, friends, families with older kids, team bonding.

Discover Kentucky's long bourbon-making history on a half-day tour. Choose three distilleries to visit from a list of over 15 and spend your day taking guided tours of the facilities. Learn about the production process of making bourbon as well as the tumultuous history of distilling during the Prohibition. You also get to sample several bourbons from each brand at the end of every tour.

Eat, drink, and uncover the clues on a guided murder mystery food tour! Someone’s been murdered, and it’s up to you to solve the case (or confess your crime). As you stroll to three local restaurants, you’ll gather clues with each round of delicious food and drinks. At the start of the tour, you’ll be given a role—so prepare to get into character! Dress in theme and bring your sleuthing skills – everyone has secrets, and no one is above suspicion. November-December Theme: Murder Under the Mistletoe Snow Falls' Holiday Sweater Cocktail Crawl is the event of the season in the Snowhio River Valley! Each year, the city’s most festive souls gather in their flashiest, tackiest sweaters to revel in the spirit of the season. But this year, rumors are swirling along with the bourbon. Tonight, you're a star character - or perhaps the perpetrator! Dress up in your most extravagant ugly Christmas sweater and get ready to dig deep into a case of holiday chaos and bourbon-fueled intrigue.

Get ready to see the spooky side of Newport on this guided haunted tour. You’ll have guides to lead you through the streets, telling you tales of murder, death and other dark tragedies. Stories include the area’s most infamous unsolved crimes as well as Bobby Mackey’s wicked haunting. This shared tour passes by the Newport Syndicate, Thompson House, Gangsters Dueling Piano Bar, and other popular sites in the city.

Come out with us and explore the Queer stories of Louisville’s past! Get to know the gays of Glitterball City on this 1.5-hour walking tour. Uncover the stories that shaped the city’s LGBTQ+ community as you stroll along Bardstown Road and historic Cherokee Triangle in the heart of the Highlands, Louisville’s gay-borhood. Along the way, we’ll stop at a beloved local bookstore and cultural cornerstone of the neighborhood that champions diverse voices and Queer literature, before finishing the experience where so many Queer stories unfold: inside one of Louisville’s best gay bars. From a trailblazing Black Prohibition-era drag performer to the poets, authors, rebels, and activists who carved out space in the Bluegrass State, you’ll discover how Louisville became a beacon of resilience, creativity, and celebration – and how Kentucky’s Queer story defies stereotypes.

Welcome to KMAC Contemporary Art Museum, Louisville's premier downtown arts and culture experience! Get a personalized introduction to Kentucky's bountiful arts scene with this private tour of KMAC. Please meet us at our location in the heart of the Historic Downtown district of Louisville, where a specialized guide will lead you through our exhibitions. We will begin on our first floor, where you can explore our gift shop and art. Discover exclusive fun facts about our featured artists, including names such as Picasso, Simone Leigh, and more! Along with your private tour, enjoy a 25% on drinks from our Barista Bar and a 15% discount in the KMAC Shop. Your tour is flexible according to your needs, as we are available for tours Wednesday-Sunday, 10:00 AM-5:00 PM. Following your tour, enjoy the surrounding scenic views, vibrant restaurant scene, and culture in the downtown area. Don't skip this experience to remember during your time in Louisville!

Bring your appetite for this 3-hour walking and eating tour in Mainstrasse Village located in Covington, Kentucky, just five minutes from downtown Cincinnati.  Linger in the German village, soaking up the charm of European architecture, a glockenspiel, cobblestone streets and fountains. Indulge in local treats, such as Bavarian pretzels, beer cheese, goetta chili dogs, homemade desserts, a tasting of local craft beer and much more!

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!

We offer customized bourbon distillery tour transportation and help you build the perfect day for your group. There are tour experiences, tastings, cocktail bars, and great food. With so many choices, it’s essential that we talk about them and make sure that you and your group have the perfect day. There are 2 groups of distilleries. First, the distilleries to the south are Jim Beam, Four Roses Bottling and Warehouse, Heaven Hill, Willett, Lux Row Distillers, Bardstown Bourbon Company, Preservation Distillery, Log Still Distillery, Makers Mark, and Limestone Branch. To the east towards Frankfort and Lexington, there is Buffalo Trace, Woodford Reserve, Four Roses, Wild Turkey, Bulleit, Glenn’s Creek Distillery, Whiskey Thief Distilling Company, Castle & Key, Jeptha Creed, and J. Mattingly 1845 Distillery. Whiskey Thief Distilling lets you taste straight from the barrels. You can also hand-fill your own bottle. You can make your own blend at J. Mattingly.

Step behind the scenes and discover how we care for our equine athletes. From spa treatments to tailored exercise programs, you’ll see firsthand what keeps our horses healthy, happy, and ready to perform. This 90-minute guided tour includes: The Training Barn – Learn about our daily routine and meet a few of our equine athletes The Rehab Barn – Experience our horses’ version of a luxury day spa The Racetrack – Discover our training program and watch a set of horses in action Our Friesians – Cuddle up with one of our magnificent Friesian horses (when available) The Stallion Barn – Meet our resident stallion, Scalding (Seasonal) Yearling Breaking – During breaking season, caravan to the yearling barn for a special stop Note: This tour may involve up to 1 mile of walking on grass and uneven ground. Please wear comfortable shoes and dress for the weather.

Let’s Roam is the ultimate leader in app-led adventure hunts! Embark on a journey to the coolest landmarks and hidden gems, answering trivia questions and conquering challenges. Team up with your pals or face off against them, discovering new facts and creating unforgettable memories. Let’s Roam Adventure Hunts are perfect for any occasion—whether it’s a casual day out, a bachelorette party, a birthday bash, or a corporate team-building event! Each player picks a unique interactive role, with challenges tailored just for them.

Set off on an exciting adventure through Louisville! Explore the city’s fascinating history—from its founding in 1778 to its fame as the home of the Kentucky Derby and KFC. Admire vibrant public art, snap selfies at iconic spots, and challenge yourself with intriguing questions along the way. Discover the story behind the Louisville Slugger Museum & Factory, venture into the Louisville Mega Cavern, and learn about the city’s legendary “Mayor for Life.” Enjoy a fun-packed journey through Louisville’s past and present!

Use our app to explore Louisville in this fun scavenger hunt! Use the app to find things around the city in any order you'd like, take photos, and collect points. You can also complete challenges for points. Take a look at the rankings to see how your score compares at any point! All of our scavenger hunts have a remote host via chat to help along the way. Come out and explore in Louisville.