Top Kentucky Sightseeing Tours in 2026

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.

Visitors can expect to be immersed in a unique art environment while they are led through the flavors of our of featured bourbon, RD1.

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.

Learn about one of America’s most fascinating first ladies at the Mary Todd Lincoln House in Lexington. Skip the lines and save time since your ticket is included with the tour. Listen to tales from American history and about Ms. Lincoln's life as you walk though the childhood home of Abraham Lincoln's wife.

Explore Cincinnati without having to walk on this sightseeing bus tour. Enjoy a multimedia presentation with more than 1,000 historic photos and videos that show the development of the city as the bus drives around past landmarks that include Fountain Square, Paul Brown Stadium, Great American Ball Park, Findlay Market, and more.

Maximize time at the Rebecca Ruth Chocolate Museum in Kentucky with this admission ticket, including skip-the-line access. Located in historic downtown Frankfort, this museum offers small-group tours complete with a chocolate tasting. Learn about how chocolate is made at this family-run business and go inside the factory to see the steps of the production process.

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 rich history and iconic sights of Louisville on this 90-minute guided trolley tour. Enjoy expert narration as you roll past over landmarks, including Churchill Downs and the stunning Victorian architecture of Old Louisville. Perfect for families and travelers of all ages, this fully seated experience offers a comfortable way to discover Derby City’s vibrant neighborhoods without the need for walking. Gain insider knowledge from local guides and see more in 90 minutes than most visitors do all weekend. - 90-minute guided tour - Expert narration from knowledgeable local guides - Ideal for all ages; wheelchair accessible with advance notice

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.

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 during this 2-hour guided walk.

Learn about one of America’s most fascinating first ladies with this admission ticket to the Mary Todd Lincoln House in Lexington, Kentucky. It was the family home of the wife of the 16th President of the United States, Abraham Lincoln. Take a self-guided tour of her childhood home to explore her story, which included controversy and tragedy.

Expert-Guided Exploration: Embark on a paddleboarding journey led by seasoned guides, unraveling Louisville's history and landmarks along the serene Ohio River. Exclusive Views: Immerse yourself in unparalleled vistas of downtown Louisville, gliding past iconic landmarks including the Big Four Bridge and waterfront park. Beginner-Friendly Experience: Start your adventure with a tailored paddleboarding lesson, ensuring comfort and confidence for all skill levels. Personalized Captures: Commemorate your excursion with personalized snapshots against Louisville's picturesque skyline, curated by your knowledgeable guide.

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.

Discover the rich heritage of bourbon with guided tours through Kentucky's iconic distilleries. Every stop reveals the artistry behind bourbon-making, complemented by Southern hospitality. Travel in luxury, whether you're part of a romantic couple’s retreat or a lively group of friends, aboard stylish SUVs or spacious buses. Each tour includes round-trip transportation, distillery admissions, and complimentary snacks and water for a comfortable experience. Perfect for couples, friends, or corporate events, this tour invites you to sip and savor the finest bourbons while enjoying the scenic landscapes of bourbon country. - Guided tours through Kentucky's renowned distilleries - Luxury transportation options for groups of all sizes - Round-trip transport, distillery admissions, and snacks included - Ideal for couples, friends, and corporate retreats

Up to 5 Kentucky distilleries in one day • Tastings • Hidden craft gems • Private transportation • Local bourbon expert guide. • Visit up to five carefully selected Kentucky distilleries in one day (depending on availability and your preferences). • Discover hidden craft distilleries • Tastings at each distillery, guided by the distillery’s own professionals. • Distillery tours available upon request and depending on schedule availability. • Private transportation and Customized itinerary • Smart itineraries designed by area — maximizing distillery time and minimizing time on the road. • Lunch stop available at distillery restaurants or 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. Relaxed. Authentic. Pure Kentucky bourbon. The Bourbon Bites Tour The Kentucky You Came For

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.

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.

A Bourbon Tour designed for guests who already know bourbon and what to go deeper. This private experiences visits 3 distilleries and includes access to a members only social lounge. Taste standout bourbons, compare celebrated labels with lesser know pours, and explore the industry beyond the standard tour. Depending on availability, your day may include conversations with distillers, blenders, or other bourbon professionals, along with opportunities to experience bourbon in places where it truly lives, from distilleries and barrel rooms to specialty liquor stores and dusty bottle shops. This is not bourbon 101. Its elevated, customizable. The entire day is designed to hunt for bourbon and fill a suitcase to take home. With private transportation and a personal guide, our concierge-style tours go beyond the Kentucky Bourbon Trail This tour is all inclusive for up to 8 persons including: tickets, transportation, lunch, dinner reservations, cigar stop and a few special touches.

Enjoy a private luxury day trip from Nashville to the National Corvette Museum and General Motors Corvette Assembly Plant in Bowling Green, Kentucky. Travel in comfort with a professional chauffeur while exploring the birthplace of America’s iconic Corvette sports car. Tour the museum’s impressive collection of classic and modern Corvettes, interactive exhibits, racing history, and rare specialty vehicles. Depending on factory availability, guests may also tour the Corvette Assembly Plant and watch America’s legendary sports cars being built in real time. This private experience offers a perfect combination of luxury transportation, automotive history, and unforgettable American craftsmanship. This is not a typical Nashville party bus. The Nashville Pink Hat Experience combines luxury transportation, elevated styling, social-media-worthy moments, and curated Nashville destinations into one unforgettable VIP experience.

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.

Discover the art of crafting spirits near Nulu in downtown Louisville. This intimate 1000 square foot nano distillery invites you to explore unique Italian-inspired spirits and liqueurs through guided tours and tastings. Taste small-batch products that highlight the rich history and science behind distilling. Perfect for spirits enthusiasts seeking to expand their palate and learn about the distillation process in a cozy setting. - Enjoy guided tours at Kentucky's smallest distillery - Sample exclusive small-batch spirits and liqueurs - Located conveniently near Nulu and Falls City Brewery

We offer customized bourbon distillery tour transportation and help you build the perfect day for your group. There are tour experiences, tastings, cocktail bars, and great food. With so many choices, it’s essential that we talk about them and make sure that you and your group have the perfect day. There are 2 groups of distilleries. First, the distilleries to the south are Jim Beam, Four Roses Bottling and Warehouse, Heaven Hill, Willett, Lux Row Distillers, Bardstown Bourbon Company, Preservation Distillery, Log Still Distillery, Makers Mark, and Limestone Branch. To the east towards Frankfort and Lexington, there is Buffalo Trace, Woodford Reserve, Four Roses, Wild Turkey, Bulleit, Glenn’s Creek Distillery, Whiskey Thief Distilling Company, Castle & Key, Jeptha Creed, and J. Mattingly 1845 Distillery. Whiskey Thief Distilling lets you taste straight from the barrels. You can also hand-fill your own bottle. You can make your own blend at J. Mattingly.

Enjoy a private, exclusive tour in Louisville with your own local guide. Step into the elegant streets of Old Louisville where magnificent Victorian architecture meets generations of ghostly legends. Walk through one of America's largest historic preservation districts in Louisville. Your guide shares stories inspired by documented history, local folklore and unexplained encounters. Visit grand mansions and well-known landmarks that reveal the neighborhood's fascinating past. Learn about tragic events and mysteries that continue to capture imaginations today. Spend your evening exploring Louisville's most atmospheric neighborhood while discovering the people and events that shaped its enduring haunted reputation.