Top Kentucky Private and Luxury - page 2

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.

Downtown Louisville has a rhythm all its own, where river air carries the sweet, oaky scent of aging barrels and cast-iron facades on historic Whiskey Row tell the story of bourbon pioneers. This tour ditches the tourist haunts and gets straight to what makes Louisville tick: its food. As we wander Museum Row and the riverside, you'll indulge in spirit-infused chocolates revealing deep notes of Kentucky's finest bourbon, bite into a Short Rib Grilled Cheese with braised short ribs, gruyère, provolone and caramelized onions on toasted homemade brioche, and dip warm pretzels into zesty beer cheese, a regional staple with deep Kentucky roots. Because we keep groups to a maximum of 12 guests, it feels like exploring with a friend who knows all the best spots. We'll also stop at a family-run dairy churning premium ice cream since the 1800s, and pause for our Secret Dish, a savory, melted tribute to this city's legendary comfort food tradition!

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.

Get your bearings in Louisville and learn about two of the city’s most storied neighborhoods with this cultural and culinary stroll through the Original Highlands and Cherokee Park districts. Spot grand Victorian mansions, admire colorful murals, and nibble and sip your way along the historic tree-lined streets. Pass the final resting places of Mohammed Ali and Colonel Sanders, plus sample bourbon and local specialties.

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! Join Mint Julep Experiences for this Saturday bourbon tour, which includes guided transportation, 3 distillery stops for tours and tastings, and a local lunch. Guests will start the day with a tasting at Stitzel-Weller, enjoy a tour and tasting at Angel's Envy after lunch at a local favorite, and a tour and tasting at Kentucky Artisan (home of Jefferson's Reserve).

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.

Enjoy a memorable experience that begins with a relaxing horseback ride through beautiful natural landscapes, where you can unwind, connect with the horses, and take in the peaceful surroundings at a comfortable pace. This immersive ride offers a perfect balance of adventure and tranquility, ideal for nature and animal lovers alike. The journey continues with a visit to the legendary Derby Museum, located at the world-famous racetrack where the most prestigious and celebrated horse racing event takes place. Explore the rich history, traditions, and iconic moments of the Derby, gaining a deeper appreciation for the sport that has captivated generations. This experience blends nature, culture, and racing heritage into one unforgettable day. Or Keeneland racetrack one of the most iconic and beautiful horse racing venues in Kentucky, known for its rich tradition, stunning architecture, and world-famous thoroughbred racing. Located in the heart of horse country.

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!

This is NOT a small bites food tour! Be sure to come hungry. Here's what awaits you: Discover the flavor, history, and bourbon spirit of Bardstown, KY, on this guided downtown walking tour. ✔️ Stop at 4 local favorite spots ✔️ Enjoy samples of regional dishes and handcrafted treats ✔️ Sip local bourbon or bourbon-inspired beverages ✔️ Stroll through historic streets and landmarks ✔️ Hear insider stories of Bardstown’s bourbon and food culture from a knowledgeable local guide A delicious way to explore the Bourbon Capital—one bite, one sip, and one story at a time! Start Location: Taste of Bardstown Market 212 N. 3rd St. Bardstown, KY 40004 Parking: There is a free municipal city parking lot at 112 W. Flaget St., Bardstown, KY 40004, across from Scout & Scholar Brewery. There is also free street parking on 3rd Street. The Taste of Bardstown Tour is about one mile long and lasts about three hours. Must be 21+ to participate.

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.

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.

Explore the shadow-filled streets of downtown Louisville during this 90-minute walking tour. Dressed in historic period costume, your lantern-bearing guide will lead you through the dark mysteries and supernatural experiences of some of Louisville’s most haunted landmarks. Whether you are on vacation, visiting with a church or school group, or an avid ghost hunter looking for a night of spooky, historic fun, our ghost tour is perfect for you. On this tour you will learn about the Seelbach Hotel's ghost the Lady in Blue, the bizarre haunted past of the Brennan House, and the poltergeists of the Old City Jail. Come discover why we have been one of Derby City's most popular tours for over 15 years.

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.

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.

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.

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.

There’s nothing that better sums up Kentucky like bourbon and horse racing but main attractions around these subjects can be hard to get to. This Kentucky Bourbon Distillery and Churchill Downs Tour takes you to Maker’s Mark (or another popular distillery of your choice) to taste bourbon before you head over to Churchill Downs racing complex. You can also add another stop at a second distillery if requested ahead of time.

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.

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.

Visit four of Louisville’s most famous bourbon distilleries--and stop for tours and tastings at two of them--with this customizable group tour. You can choose from a number of different distilleries, including the famous Bulleit Distilling Co Visitor Experience and the historic Buffalo Trace Distillery, with the option to add additional tastings to your tour on request.

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.

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 Sunday bourbon tour includes guided transportation, 2 distillery stops for tours and tastings, a local lunch, and a special shopping experience at Pappy & Co. (when available). Guests will enjoy a local brunch, tasting at Buffalo Trace, and a tour and tasting at Kentucky Artisan Distillery - home to Jefferson's Reserve.

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