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.

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.

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 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.

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.

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.

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.

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.

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.

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.

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

Get a feel for life in the Bluegrass State during this small-group tour that combines a visit to three of Lexington's famed horse farms with an opportunity to shoot clay pigeons at a members-only venue, not usually open to the public. After a morning of clay target shooting, see some of the training facilities that make Kentucky such a legendary site for horse breeding and racing. Easy Lexington pickup is included.

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.

Discover the rich history of Bardstown on this engaging 1-hour walking tour. Begin at the Bardstown Tour House with a welcome pour of bourbon, then explore the Old Talbott Tavern, a historic landmark, where you’ll savor warm cornbread muffins with bourbon butter. Continue to the Jailer's Inn, where captivating stories about Bardstown's past come to life. This tour combines culture, history, and a taste of local bourbon, making it a perfect addition to your itinerary. - 1-hour guided walking tour through historic downtown Bardstown - Sample delicious cornbread muffins with bourbon butter - Visit iconic sites like Old Talbott Tavern and Jailer's Inn - Optional bourbon tasting upgrade available for a unique experience

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.

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.

Walk the streets of downtown Bardstown and experience the spirit of the Bourbon Capital of the World. This guided tour takes you through a curated mix of bars, restaurants, and tasting rooms, where you’ll enjoy generous pours and the stories behind the bourbon that built this town. Along the way, you’ll also stop into a local brewery for a refreshing change of pace. Easygoing, social, and full of flavor, this experience is designed for those who want to sip, explore, and truly experience Bardstown. Come thirsty. Leave like a local. Meeting Location: EVERGREEN LIQUORS TASTING BAR Address: 127 N 3rd St, Bardstown, KY 40004 Ending Location: SCOUT & SCHOLAR BREWING CO. Address: 112 W Flaget St. Bardstown, KY 40004 *Attendees are encouraged to stay for dinner at the end of the tour PARKING AVAILABLE ON FLAGET AVE ACROSS FROM SCOUT & SCHOLAR *Please sip responsibly. We will be offering lots of water during and in between tastings. Walking: Up to 1 mile, flat

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.

Explore the heart of bourbon country on a 3-hour guided trolley tour through Louisville visiting six unique 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 vibrant neighborhoods like NuLu and Butchertown in a climate-controlled historic trolley, you'll enjoy 6 bourbon pours, 2 exclusive craft cocktails, and 6 bourbon-infused samples. Plus, your ticket includes a 24-hour LouHop pass so you can keep exploring downtown. This tour is perfect for both bourbon newcomers and seasoned enthusiasts. - Duration: 3 hours - 5 stops including a distillery tour and tasting rooms - 6 bourbon pours, 2 bourbon cocktails, and 6 bourbon-infused spice, sauce, and sweet samples - Exclusive access and custom crafted experiences not found elsewhere - Trolley: 24-hour LouHop pass included - Take-Home Gifts: Louisville Icons Tote bag & bourbon-smoked spice blend

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!