Top Kentucky Seasonal & Special Occasions

Taste your way through the East End of Lexington and learn about local lore with the help of a tour guide passionate about the neighborhood’s best food and drink. On this 2.5-hour tour, the group leader will share some of their own favorite watering holes, and you can eat like a real Lexingtonian.

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.

Visit four of Louisville’s most famous bourbon distilleries--and stop for tours and tastings at two of them--with this customizable group tour. You can choose from a number of different distilleries, including the famous Bulleit Distilling Co Visitor Experience and the historic Buffalo Trace Distillery, with the option to add additional tastings to your tour on request.

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. ✨

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.

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

Be transported back to Louisville during the Prohibition era and learn about the city’s haunted past as you discover speakeasies, a ghost-infested hotel, and other important landmarks. Stop for local bites at four venues and enjoy prohibition-era cocktails as well as a bourbon tasting while learning about prohibition history. End with a dessert and a cocktail with a view overlooking downtown Louisville.

Book your Kentucky Derby transportation with a team that knows Louisville and understands Derby logistics. We provide reliable round-trip shuttle service from Downtown Louisville directly to Churchill Downs. Our drivers know the traffic patterns, event flow, and best access points, which allows you to enjoy Derby Day without stress. We operate multiple vehicles, including 32-passenger buses, vans, minivans, SUVs, and limousine service upon request. This flexibility allows us to accommodate individuals, couples, and large groups. We schedule morning departures every 30 minutes and organize structured evening return pickups every hour. Our team coordinates clearly and keeps the process smooth and organized. You avoid parking challenges, long walks, and traffic confusion. You focus on the races, the atmosphere, and the experience. Choose comfort, organization, and local expertise. Let us handle the transportation while you enjoy the Kentucky Derby.

Elevate your next celebration with the Cloud 9 Party Bus, perfect for birthdays, proms, or any private event. This spacious 12-passenger bus features karaoke, a premium sound system, and outdoor canopies, ensuring a fun atmosphere. BYOB-friendly with onboard prep space, you can enjoy your favorite drinks while cruising through scenic routes. Choose from picturesque journeys through horse farms or charming towns, making memorable stops along the way. - Enjoy a 12-passenger bus with karaoke and premium sound - BYOB-friendly with ample onboard prep space - Scenic routes showcasing Kentucky's beautiful landscapes - Perfect for any occasion: birthday, girls' night, or prom

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

The Kentucky Derby is not just a horse race; it’s a celebration of tradition, style, and Southern hospitality. Relish the excitement as you arrive in luxury with private transportation from Sip Kentucky Bourbon Tours. Forget about the hassle of parking and traffic; your professional chauffeur will whisk you to Churchill Downs in comfort, allowing you to enjoy the vibrant atmosphere, sip on refreshing mint juleps, and soak in the exquisite fashion around you. Ideal for groups seeking an unforgettable Derby day, this service ensures seamless, stress-free travel to one of sports' most iconic events. - Private luxury SUVs and Mercedes Sprinter vans available - Continuous service throughout the day with no hidden fees - Professional chauffeurs experienced in Derby logistics - Tailored packages for any day During Kentucky Derby Week

This tour requires 8 passengers to book. This tour is all about you! We customize the itinerary based upon your preferences and availability of the distilleries. Have an awesome time with your friends at truly memorable distilleries and learn about Kentucky’s rich history in bourbon with a full-day bourbon tour. We will pick you up at your hotel or bed and breakfast and take you for a full day of fun and learning. We provide the water, soda, and light snacks during the day so you don’t get tired! You’ll receive a guided tour or tasting at three distilleries, depending on availability. If you have an absolutely must-see distillery, you may want to check now to see if they have availability. Otherwise, leave it to our experts in fun and bourbon to plan it for you.

Maximize time in Kentucky with a full-day distillery tour. Enjoy hotel pickup in Louisville Downtown 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, Buffalo Trace, Four Roses, and more (depending on availability). Tours and tastings are included.

Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play anywhere of your choosing. Explore the city and look for holiday related items, both traditional and not so traditional. Take a photo through the app to score points for your scavenger hunt team. Perform fun, holiday challenges that will bring laughter to your team. See your score on the leaderboard compared to other teams from all over. Holly Jolly Hunt is guaranteed to provide lasting holiday memories. Whether you play with friends, family, or even co-workers, Holly Jolly will put a smile on your face for the rest of the year!

Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play anywhere of your choosing. Explore the city and look for holiday related items, both traditional and not so traditional. Take a photo through the app to score points for your scavenger hunt team. Perform fun, holiday challenges that will bring laughter to your team. See your score on the leaderboard compared to other teams from all over. Holly Jolly Hunt is guaranteed to provide lasting holiday memories. Whether you play with friends, family, or even co-workers, Holly Jolly will put a smile on your face for the rest of the year!

This immersive walking tour visits three iconic distilleries in NuLu, blending rich history, behind-the-scenes access, and curated tastings at every stop. Led by a knowledgeable local guide, you’ll sample signature pours and unique expressions while learning how mash bills and barrel aging influence flavor. Between stops, the guide shares Prohibition-era lore, architectural highlights, and modern bourbon culture that shaped Louisville. Suitable for both bourbon enthusiasts and curious newcomers, the relaxed, walkable route finishes with local partner perks and insider recommendations.

Get ready to see the spooky side of Newport on this guided haunted tour. You’ll have guides to lead you through the streets, telling you tales of murder, death and other dark tragedies. Stories include the area’s most infamous unsolved crimes as well as Bobby Mackey’s wicked haunting. This shared tour passes by the Newport Syndicate, Thompson House, Gangsters Dueling Piano Bar, and other popular sites in the city.

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, curating exclusive experiences with up to 5 handpicked distilleries. We book the best each one has to offer rare tastings, sipping straight from the barrel with the owner, blending your own bourbon, or mixing your own cocktail. The Kentucky Bourbon Trail® is a nice start, but it’s not the whole story. It features a select group that pay to participate — but some of Kentucky’s best experiences aren’t even on their map. We’re here to change that. Every tour begins with our Private Bourbon 101 Social — a 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. And yes — we even save 30 minutes for rare finds at local liquor stores.

If downtown Louisville is your stage for an unforgettable night, then let this private party bus do all of the driving for you. You’re free to drink, dine, and dance your heart out thanks to a dedicated chauffeur who will take you wherever your party desires. Connect your phone to the bus’s sound system and rock out to your favorite music. Prices vary depending on duration of the bus rental.

Dive into adventure with us, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, You Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With us, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s play and make every day an adventure!