Top Kentucky Private and Luxury

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. ✨

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.

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.

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 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.

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.

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.

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 Friday bourbon tour includes guided transportation, three distillery stops for tours and tastings, and a local lunch. Guests will experience Kentucky distillery tours with a tour and tasting at Woodford Reserve, a tour and tasting at Castle & Key, and a premium tasting at Stitzel Weller. Explore the heart of the Kentucky Bourbon Trail on this expertly crafted adventure.

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

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. Bottled water is provided to keep you refreshed during the tour.

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.

Explore the iconic Buffalo Trace Distillery on this half-day tour from downtown Louisville. This convenient half-day tour includes round-trip transportation from downtown Louisville, the Distilled Tour & Tasting, time to explore allocated bourbons in the gift shop, and a return to the city by 2:00 p.m. It is an easy, exciting, and affordable way to visit one of Kentucky’s most iconic bourbon destinations—all for just $89. - Convenient round-trip transportation from downtown Louisville - Enjoy the Distilled Tour & Tasting at Buffalo Trace Distillery - Free time to explore the gift shop after your tour - Half-day tour, departing at 9am and returning by 2pm 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!

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.

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.

Explore the heart of bourbon country on a 3-hour guided trolley tour through Louisville visiting the city's top bourbon destinations. Enjoy exclusive access to tasting rooms and tour a bourbon distillery. This small group tour, capped at 12 guests, is Louisville's most unique bourbon tour. As you roll through Louisville's vibrant neighborhoods in a climate-controlled historic trolley, you'll enjoy bourbon pours, craft cocktails, and delicious bourbon-infused samples. Stops vary each day, and every tour is a little different! This tour is perfect for both bourbon newcomers and seasoned enthusiasts looking to discover their next favorite bottle. - Duration: 3 hours - 4-6 stops including a distillery tour and bourbon tasting rooms - Bourbon pours, bourbon cocktails, and bourbon-infused spice, sauce, and sweet samples - Exclusive access and custom crafted experiences not bookable through anyone but us - Discover under-the-radar bourbon brands - Take-Home Gift: Louisville Icons Tote bag

There are so many whiskey distilleries across the Louisville area that it can be tough to know where to start when you’re planning your trip solo. Instead of stressing out about your itinerary, on this full-day guided tour, visit a curated selection of bourbon spots across the region and sample some of Louisville’s most popular beverages.

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

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.

See a different, darker side of Louisville on this ghost and true crime tour. Wander through the downtown area while you listen to chilling facts and sinister stories about the city that you won’t find in the guidebooks. As you hear tales of murderers, mobsters, and bootleggers, be sure to keep an eye out for any specters that might be haunting the streets.

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.

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. Gratuities are totally optional.

Instead of stressing out trying to plan a trip to Louisville’s whiskey distilleries on your own, join a guide on this private, full-day bourbon trail tour and enjoy tours at three of the region’s most popular spots. Explore each location at your own pace, sample a range of spirits, and refuel between stops with a local lunch.