Kentucky Tours

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.

Discover the heart and soul of Kentucky’s beautiful Bluegrass horse country on this guided, 3-hour, small-group tour. Get a behind-the-scenes look at the thoroughbred horse lifestyle and learn about the history of Calumet Farm, home to a breeding and racing dynasty that dominated the Sport of Kings during the 1940s, 50s and beyond. Also, see where scenes from the movies ‘Secretariat,’ ‘Seabiscuit’ and ‘Dreamer’ were filmed.

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.

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.

Discover the history and heritage of the Kentucky Derby with admission to the Kentucky Derby Museum at Churchill Downs Racetrack. Explore two levels of exhibits on a self-guided tour, then take a 30-minute, guided walking tour of the Churchill Down Racetrack.

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.

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.

Maximize time in Kentucky with a full-day distillery tour. Get picked up at your hotel or the address of your choice in Louisville and skip the hassle of driving. Set out on a small-group tour to visit distilleries and learn about bourbon production. Choose from an extensive list including distilleries like Woodford Reserve, Wild Turkey, Four Roses, and more. Tours and tastings are included.

This tour will explore the relationship between sickness, death, and beauty that we have paid witness to throughout history. Old Louisville has an extensive past pertaining to illness, and what Victorian neighborhood would be complete without blending beauty into the ghastly mix? Naturally, with both sickness and beauty, ghosts follow! This concept will be further explored as guests are exposed to some of the most magnificent haunted locations that Old Louisville has to offer. Stops: ● First Church Christ Scientists ● Dupont Mansion ● Former Residence of Russell Houston ● Witches Tree ● Women’s Infirmary ● Conrad-Caldwell House ● James Court Fountain ● Pink Palace

Book a private picnic brunch, lunch, or dinner with some special guests—goats—on a 12-acre (4.8-hectare) farm in Lexington, Kentucky. Food will be served from one of the city’s local restaurants. The picnic can accommodate up to 10 guests. More time is available for an additional fee. This is a good option for birthday parties and special occasions.

Our executive bourbon stewards will drop some serious bourbon knowledge on you as they lead you through what makes Kentucky Bourbon the best in the world. This experience is designed to help you learn why you like the whiskeys that you do and taste amazing bourbons.

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.

Learn about downtown Lexington's captivating history as we take a culinary cruise to five delicious stops all in one afternoon! Discover award-winning eateries, unique foodie items like the buzz button, freshly baked breads from family-owned shops, fresh Kentucky-farmed vegetables, and more! In between bites, learn about colorful characters from Lexington's history and pass through landmarks like Skuller's Clock, The Square, and Phoenix Park.

Discover the history of ‘America’s Sports Car’ at the National Corvette Museum in Bowling Green, Kentucky. Featuring over 80 Corvettes in periodic settings, the collection includes mint classics, one-of-a-kind prototypes and modern-day wonders of engineering and design. Enjoy interactive trivia kiosks and informative rotating displays. Along the way, pick up a souvenir from the Corvette Store and grab a bite to eat in the Stingray Grill.

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.

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.

Kentucky has a rich history of whiskey and bourbon manufacturing and this river cruise helps to uncover all of the stories. Ride down the Kentucky River on a private boat and learn about how the waterway made bourbon what it is today. Learn about the bootlegging days during the Prohibition and pass by the Daniel Boone Burial site while you cruise.

Get a taste of Louisville’s thriving beer scene on this small-group, half-day tour. Meet your guide at Gordon Biersch Brewing Company (or directly at your local accommodation for an additional fee). Over the course of an afternoon, you’ll go behind the scenes at three different Louisville breweries, will enjoy numerous different beers, and will discover more about the brewing process. Minibus transit makes getting around simple, and snacks and water are provided as well.

Travel the Trail Tours strives to have efficiently planned tours, with reserved tour times, using comfortable vehicles. Our driver/guides are all friendly and knowledgeable and will add to your enjoyment of your time in Bourbon Country.

This tour will visit some of Louisville’s most prominent houses and enchanting landscapes while exploring the hauntings behind each location. Guests will take a grand stroll through Old Louisville, admiring the architecture and botanical elegance. With a variety of different ghost stories to chill the hearts of all ages, the tour will encompass the haunting beauty that can only be found in Old Louisville.

Experience an otherwise unseen area of Central Kentucky on this guided zipline tour. See the deep limestone gorges, spring-fed creeks, and old growth trees of the Kentucky River Palisades as you fly high overhead. Plus, learn about the region's early settlers and local history. The course features a series of six ziplines, three suspension bridges, a floating staircase, and a rappel.

Explore the streets where the mob made their millions, gamblers lost their lives, and ladies of the night earned their reputations. Join our gangster guides for a raucous, high energy tour to explain the historical significance of Newport, and discover how this little town gave birth to the modern day gaming industry. Our Newport Gangster Tours is one of the most popular greater Cincinnati tours and a must-do for any history buff.

Taste the best of Covington, Kentucky, on a gourmet walking tour with a foodie guide, and enjoy a moving feast as you explore a riverside neighborhood. Try classic Irish specialties, mac and cheese, smoked chicken wings, a craft beer, fresh salad, and a rich dessert while learning about Covington history and culture.