Top Kentucky Private and Luxury

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.

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.

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.

Step back in time and discover the history of Louisville during an immersive walking tour through the historic center. Listen to stories of wealthy titans who used to roam the streets as you explore sights including St. James Court, Ormsby Avenue, Floral Terrace, and Millionaires Row. You also have the chance to admire the old Victorian architecture that dots the neighborhood.

Enjoy two hours of chilling tales and spooky stories on this small-group walking tour around Covington, Kentucky. After learning about the gruesome history of the Roebling Suspension Bridge at the Roebling Murals, move on to discover the city’s macabre history at such stops as the former Newport Civil War Army Barracks and Carneal House Inn, said to be haunted by the enigmatic ‘Gray Lady’. Fans of the paranormal and true crime rejoice

Welcome to the Most Haunted Neighborhood in the USA! From the chilling tales of St. James Court to the haunted Witches Tree, this tour will guide you in the footsteps of the past, uncovering the stories and secrets of Old Louisville. Go at your own pace this tour is on our walking tour app, take it anytime. The tour never expires. The tour takes more than one hour without stopping. But feel free to stop in at one of the haunted sites to explore more, if you dare! It's all outside and you'll see the most haunted sites in the most haunted neighborhood. Why choose this tour? Great price for a great experience! See the sites at your own pace. The tour is location aware and plays as you walk. Stop anytime. Continue anytime.

Our Bourbon Tour offers a personalized and authentic experience in the heart of bourbon country. Guests can choose three of the finest distilleries, selected based on availability and personal preferences, where they will enjoy guided tours, tastings, and a deep dive into the rich history and craftsmanship of bourbon. The tour can be arranged with private luxury transportation for a more exclusive experience, or with public transportation for groups of up to 11 people, always ensuring a smooth, comfortable, and well-organized journey. Every detail is thoughtfully designed to deliver a memorable experience, combining flexibility, comfort, and exceptional service from start to finish. ✨

Explore the heart of Kentucky's rich bourbon heritage with SIP Tours on our exclusive private tour of the world-renowned Kentucky Bourbon. This personalized journey offers an immersive experience into the craftsmanship and history behind America's native spirit. Tour Highlights: Custom Itinerary: Tailored to your preferences, visit iconic distilleries such as Buffalo Trace, Woodford Reserve, Bulleit, and more. VIP Access: Enjoy exclusive tastings, behind-the-scenes tours, and meet master distillers who share their expertise and passion for bourbon making. Scenic Landscapes: Traverse picturesque Kentucky countryside known for its rolling hills and historic distillery architecture. Details: Embark on a memorable journey through Kentucky's Bourbon Country with SIP Tours, where every sip tells a story of tradition, craftsmanship, and Southern hospitality.

We offers more than just transportation — we provide a curated, immersive bourbon experience designed by locals who love and live the culture of KY bourbon. Veteran-Owned & Community-Focused The company is proudly veteran-owned, and the mission is to make bourbon country accessible, educational, and enjoyable for everyone. Handpicked Distilleries We don’t follow a one-size-fits-all route. Your itineraries feature a mix of iconic names like Buffalo Trace, Woodford Reserve, and Maker’s Mark, as well as hidden gems like Peerless and Preservation, giving guests a true taste of Kentucky’s bourbon diversity. ️ Local Flavor, Local Touch If you'd like, we can make a lunch stop at a distillery or a local restaurant featuring fresh, regional ingredients — giving you a true taste of Kentucky beyond the bourbon. Flexible Schedule, Daily Departures We operate 7 days a week, and your start times adjust based on distillery availability

Discover the dark, sordid past of Newport, Kentucky, located across the river from Cincinnati, on this guided tour. In the 1920s, the town had declared itself an independent municipality, free of state and federal controls, which attracted nefarious characters. Explore the streets and learn about the historical significance of Newport, and discover how this town gave birth to the modern-day gaming industry.

Attractively priced at $10 per person for groups of 5 to 15, this EXCLUSIVE tour is for those who don't have much time, but still want to see and learn a lot about the fascinating Old Louisville neighborhood. Only 1 or 2 in your party? No worries, you can still book this as a private tour! At the pace YOU set, stroll shady walking courts in the gas-lamp district and down the city's old Millionaires Row where bourbon barons, racetrack royalty, and the titans of tobacco made their homes. Landmarks you'll admire from the sidewalks include the Samuel Culbertson Mansion, Conrad's Castle, the William Wathen House, the Pink Palace, and the emblematic Fountain at St. James Court. On this jaunt you'll be treated to a treasure trove of grand architecture from the late 1800s, including stunning examples of Richardsonian Romanesque and Renaissance Revival styles, not to mention many variations on the Italianate, Châteauesque, Queen Anne, Federal, Neo-Georgian, and Arts & Crafts genres.

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.

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.

There are so many whiskey distilleries to explore across Kentucky that it can be tough to know where to start. Rather than worrying about the details, on this full-day tour, let your guide deliver you to a curated selection of distilleries. Sample traditionally made spirits while learning the role bourbon has played in Kentucky culture over the years.

Uncover the sordid past and rich history of Louisville on a ghost tour through the city's old town. Walk past impressive Victorian mansions and old buildings, listening to stories about their otherworldly residents. See the Filson Historical Society, the Conrad-Caldwell House Museum, Louisville's Central Park, and the Witches' Tree.

Old Louisville is home to impressive Victorian mansions that trace back to wealthy families in the 1800s. On this walking tour, uncover the eerie past of the neighborhood alongside a guide who regales you with several ghostly tales. Stop at several points of interest including the Conrad-Caldwell House Museum, the Witches' Tree, and the Filson Historical Society.

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.

Come discover why Mint Julep Experiences is the leading expert on the Kentucky Bourbon Trail - with nearly 20 years of experience, over 1 million guests served, and more than 5,000 5-star reviews! This immersive walking tour visits three iconic distilleries in NuLu, blending rich history, behind-the-scenes access, and curated tastings at every stop. Led by a knowledgeable local guide, you’ll sample signature pours and unique expressions while learning how mash bills and barrel aging influence flavor. Between stops, the guide shares Prohibition-era lore, architectural highlights, and modern bourbon culture that shaped Louisville. Suitable for both bourbon enthusiasts and curious newcomers, the relaxed, walkable route finishes with local partner perks and insider recommendations.

from 3 Kentucky distilleries in one day • Tastings • Hidden craft gems • Private transportation • Local bourbon expert guide. Pick up on the door • Visit up to five carefully selected Kentucky distilleries in one day (depending on availability. • Discover iconic names and hidden craft distilleries that are part of Kentucky’s authentic Craft Bourbon Trail. • Tastings at each distillery, guided by the distillery’s own professionals. • Distillery tours available upon request and depending on schedule availability. • Private transportation • Smart itineraries designed by area —maximizing distillery time and minimizing time on the road. • Lunch stop available at distillery restaurants, local Kentucky favorites (at your own cost). • Dedicated bourbon expert guide sharing local stories, bourbon knowledge, and Kentucky culture. • Personalized attention before and during the tour via email or phone. • Water included during the journey. • Light gourmet snacks provided for the ride.

Louisville is a city where every meal tells a story, and every glass holds a piece of history. Known as the Bourbon City, your local guides invite you to step away from the tourist paths and dive into the authentic flavors that make this river town truly unique. Your Louisville food tour explores the vibrant revival of Downtown, focusing on the cast-iron beauty of Whiskey Row and the cultural energy of Museum Row.

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.

Most Louisville walking tours stick to the usual landmarks and attractions, but skip over the city’s spookier history. On this guided tour, explore Louisville’s most haunted locations, including the Mary M. Miller Riverboat and the 21c Museum and Hotel, while listening to creepy tales of spectral encounters and ghostly visitors.