Top Kentucky Sightseeing Tours

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.

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.

Let the Bowling Green Historic City Trolley Tour take you on a historic city adventure! Departing from the National Corvette Museum, the BG Trolley Historic City Tours are 90 minute, fully narrated tours taking guests throughout the city, highlighting particular historic sites and points of interest as well as discussing the development and growth of the town from its founding years to present day. Learn about the city's earliest days building up around the beautiful Fountain Square, how the city rebuilt and flourished after the Civil War, learn about scandalous local figures and events in Bowling Green folklore, and more!

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.

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.

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 the rich heritage of Kentucky bourbon with a unique driving tour that transforms your journey into an engaging experience to make your drive come alive! With the phone-guided audio tours, you’ll hear captivating stories from the makers themselves as you visit renowned distilleries like Jim Beam, Maker's Mark, Four Roses, and Woodford Reserve. This is a perfect way for bourbon enthusiasts and curious travelers to enjoy the Kentucky Bourbon Trail at their own pace, without the crowd or cost of a traditional bus tour. Phone-guided tours allow for a flexible, self-driven experience Visit iconic distilleries such as Jim Beam, Maker’s Mark, and Four Roses Choose between a single day or a more relaxed two-day tour Travelers choosing a two-day option get to pick one of Bardstown's famous distilleries to start their second day Perfect for bourbon lovers looking to deepen their understanding of bourbon production

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

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.

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.

A VIP Bourbon Tour is more than just a visit to a distillery—it’s a curated, luxury experience designed for true bourbon enthusiasts. With private transportation, personalized guidance from expert hosts, and exclusive access to historic areas and rare bourbon tastings, a VIP tour elevates every moment. Choosing a VIP tour means skipping the crowds, enjoying tailored insights into the distillation and aging process, and sampling select or limited-edition bourbons not available on standard tours. It’s perfect for those who want an immersive, educational, and sophisticated experience that combines comfort, style, and a deeper appreciation of Kentucky’s bourbon heritage.

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.

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.

Sipping in the South was born from a bold idea: bourbon deserves more than a bus ride, a stamp in a book, and a cookie-cutter, self-guided checklist. That’s where we come in. We’re the local experts who take the trail less traveled and aren't afraid to tell the real stories. This tour dives deep into the legendary Pappy Heist, led by none other than the mastermind himself. Its bold, unfiltered and straight from the source - a once in a lifetime experience you won't find in any tasting room brochure! The mastermind will be your guide for the day and every tour begins with our Bourbon 101 Social — an interactive, hands-on introduction to nosing and sipping that gives you the tools to truly enjoy what you’re tasting. Because when you understand bourbon, everything else gets better. We show you how they rolled it right out the distillery and the other juicy gossip. And yes — we even save 30 minutes for rare finds at local liquor stores.

The Old Louisville historic preservation district is home to hundreds of impressive Victorian mansions that trace back to wealthy families in the 1800s. This daytime walking tour includes the same stories featured on our popular evening ghost tours, and is perfect for those who love a combination of ghosts and history. A trained guide will help you uncover the eerie past of the neighborhood while sharing entertaining legends and lore. This tour is entirely outdoors and includes stops outside several points of interest including the Conrad-Caldwell House Museum, the Witches' Tree, Central Park, and the Filson Historical Society.

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

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.

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.

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 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

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.

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.

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.