Top Kentucky Cultural Tours

Are you a fan of The Godfather? Goodfellas? Scarface? The Sopranos? The Untouchables? Casino? Boardwalk Empire? A Bronx Tale? If you love mobster movies, then this is the tour for you! This is the only tour about the "Sin City" years of Newport where you can view all of the historic sites from the comfort of an air-conditioned vehicle (minivan). This allows us to explore far more historic sites in less time than a walking tour can! You will relax from the comfort of your seat while you are transported from site-to-site and will learn all about the unique history of each site, it's connections with the mafia, illegal gambling, bootlegging, and prostitution that earned Newport the name "the sin city of the south"! You will also have an opportunity to get out of the vehicle at each tour stop and do some exploring of your own, with your tour guide there to answer any questions you may have.

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 Historic Old Louisville's rich architectural heritage on this walking tour that showcases the nation's largest contiguous Victorian Mansion district. Follow your guide through history-rich streets as they reveal the history behind these beautiful buildings and the surrounding area, and answer any questions you may have about the history and culture of Louisville.

Discover the rich history and beautiful architecture of Old Louisville as you embark on a walking tour through the city. Walk past impressive Victorian homes, once owned by wealthy families from the bourbon, tobacco, and racetrack industries, and learn about their history. You also stop at several points of interest including the Witches' Tree, Conrad's Castle, the Filson Historical Society, and Central Park.

Experience the perfect blend of Kentucky tradition, history, and craftsmanship with our Churchill Downs & Buffalo Trace Bourbon Tour. This carefully curated experience brings together two of the most iconic symbols of the Bluegrass State: thoroughbred horse racing and world-class bourbon. The tour begins with a visit to Churchill Downs, home of the legendary Kentucky Derby. Guests will explore the historic grounds and museum, learning about the rich legacy of thoroughbred racing, the pageantry of Derby Day, and the deep cultural roots that make this venue world-famous. From there, the journey continues to Buffalo Trace Distillery, one of the oldest continuously operating distilleries in the United States and a cornerstone of the Kentucky Bourbon Trail. During the guided distillery tour, guests will discover the bourbon-making process from grain to bottle, walk through historic warehouses, and gain insight into the craftsmanship behind some of the most renowned bourbons in the world.

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.

A VIP Bourbon Tour is more than just a visit to a distillery—it’s a curated, luxury experience designed for true bourbon enthusiasts. With private transportation, personalized guidance from expert hosts, and exclusive access to historic areas and rare bourbon tastings, a VIP tour elevates every moment. Choosing a VIP tour means skipping the crowds, enjoying tailored insights into the distillation and aging process, and sampling select or limited-edition bourbons not available on standard tours. It’s perfect for those who want an immersive, educational, and sophisticated experience that combines comfort, style, and a deeper appreciation of Kentucky’s bourbon heritage.

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.

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!

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.

Travel from Nashville, Tennessee to the Kentucky Bourbon Trail with Mint Julep Experiences. Your 10-hour tour includes two distilleries with guaranteed reservations, a local lunch, private transportation, and an expert Tour Leader. Available daily for groups of 1–22 guests; groups 23+ contact us for options. All tours depart from your desired location in Nashville, TN Once booked, we will confirm and plan your itinerary based on your chosen distillery route. Add-on experiences are subject to availability. Since 2008, Mint Julep Experiences has crafted thousands of bourbon adventures. With nearly 20 years of expertise, 1 million guests served, and 5,000+ 5-star reviews, we are the leading experts on the Kentucky Bourbon Trail. Available distilleries: Bardstown Bourbon Co., Boundary Oak, Heaven Hill, Jim Beam, Limestone Branch, Log Still, Lux Row, Maker’s Mark, Preservation, Willett.

Sipping in the South was born from a bold idea: bourbon deserves more than a bus ride, a stamp in a book, and a cookie-cutter, self-guided checklist. That’s where we come in. We’re the local experts who take the trail less traveled and aren't afraid to tell the real stories. This tour dives deep into the legendary Pappy Heist, led by none other than the mastermind himself. Its bold, unfiltered and straight from the source - a once in a lifetime experience you won't find in any tasting room brochure! The mastermind will be your guide for the day and every tour begins with our Bourbon 101 Social — an interactive, hands-on introduction to nosing and sipping that gives you the tools to truly enjoy what you’re tasting. Because when you understand bourbon, everything else gets better. We show you how they rolled it right out the distillery and the other juicy gossip. And yes — we even save 30 minutes for rare finds at local liquor stores.