Baxter Station
Bourbons Bistro - Grilled Filet of Beef with a Roasted Shallot Bourbon Demi-Glace and Mashed Sweet Potatoes
Proof on Main
Breadcrumb Navigation
Tourism Home > Travel Professionals > Plan > Itineraries > Urban Bourbon Trail
Urban Bourbon Trail
4 Day/3 Night
Day One
Late Afternoon
- Walking Tour of Downtown - The Possibil-a-tour offers an in-depth exploration of the heart of downtown Louisville. Your group will learn all about the city and its history including its ties to bourbon. Explore Museum Row and the civic district. Along the way the tour will stop at various points of interest including: The Kentucky International Convention Center, Whiskey Row, the site of Louisville's first distillery, The Belvedere, Main Street that includes architectural features such as Fort Nelson, the Museums on Main and learn about the cast iron storefronts and their role in Louisville’s younger years. The civic district includes City Hall, The Court House, both Thomas Jefferson and Louis XVI statues and Fourth Street Live! Free. Seasonal. Advance reservations necessary.
Evening
-
Cocktails at the Brown Hotel Lobby Bar- Start the Urban Bourbon Trail with an Old-Fashioned cocktail in the lavish lobby bar of the Brown Hotel which Southern Living Magazine describes as “straight from a 1930’s movie set”. Dinner at The Brown Hotel’s English Grill follows in the signature dining room of this historic hotel serving American cuisine with a Kentucky flair. At this treasured 1923 landmark, the famous “Hot Brown” was created to satisfy the cravings of the late-night dance crowds of the 1920s. The Hot Brown is an open-faced turkey sandwich with bacon and a delicate Mornay sauce. The Hot Brown has become a Louisville tradition.
-
Overnight at Louisville Accommodations
Day Two
Morning
- Lynn's Paradise Cafe - Discover wildly sinful and truly southern concoctions at this one-of-kind eatery, including their Bourbon Ball Milkshake and Bourbon Ball French Toast. Lynn’s uses Kentucky Proud products such as White Cheddar from Kenny’s Farmhouse in Barren County and sorghum from Scott Hams in Greenville. With its quirky décor of ugly lamps and bottle cap art, you will truly feel at home while satisfying your appetite for delicious food and endless eye candy. Lynn’s was named one of four most fun restaurants in America (according to Esquire Magazine).
- Maker's Mark Distillery - Nestled in the rolling hills of Loretto, Kentucky, Maker’s Mark is one of the world’s finest and well known bourbon distilleries. Maker’s Mark is the only operating distillery in America to be designated a National Historic Landmark. Originally built in 1805 as a gristmill distillery, it became the home of Maker’s Mark in 1953. Today, it is the oldest operating distillery on its original site. While visiting the beautiful distillery, your group will see how this libation was developed and how it came to be so wellknown. Your group can also try their hand at dipping their own bottle in the signature red wax. Maker’s Mark is just one stop on the Kentucky Bourbon Trail. Tour is free of charge.
Afternoon
- Lunch at Kurtz's - Originally the Kurtz family started this restaurant in 1937 serving meals from their home, long before fast food restaurants, country clubs and drive-ins. Kurtz's became a place to gather and dine. Today, three generations continue to prepare the Southern cuisine which their patrons have come to expect and enjoy. Skillet fried chicken, Kentucky country ham, homemade soups and casseroles are among some of the local favorites. Homemade cobblers, pies, biscuit pudding and skillet fried cornbread have become their signature. Kurtz’s sits nestled in Bardstown, KY facing the historic My Old Kentucky Home State Park.
- Oscar Geotz Museum of Whiskey History displays a 50 year collection of rare artifacts and documents concerning the American whiskey industry dating from pre-Colonial days to post-Prohibition years. The museum includes exhibits on President Washington, Abraham Lincoln, authentic moonshine stills, antique bottles and jugs, medicinal whiskey bottles, unique advertising art, novelty whiskey containers, and much more.
- Jim Beam's American Outpost - Visit the world’s largest bourbon distiller and one of the stops on the Kentucky Bourbon Trail. Learn all about Jim Beam bourbon and the Beam family heritage at the American Outpost. Tours provide insight into the centuries-old art of distilling and the legacy of Jim Beam bourbon. Sample a selection of hand crafted Small Batch Bourbons.
Evening
- Bourbon tasting and dinner at Maker’s Mark Bourbon House & Lounge. Your group has already seen how this great bourbon is made, now try some cuisine infused with Kentucky’s native spirit. While at your next stop on the Urban Bourbon Trail, enjoy southern hospitality that rises to a new level at Makers Mark Bourbon House and Lounge. Let your group experience a flight of bourbons as they blaze the trail. Comfortably elegant, warm and satisfying, Makers Mark Bourbon House & Lounge redefines the classic steak house and celebrates the marriage of bourbon and steak.
- Overnight at a Louisville accommodation of choice
Day Three
Morning
- Moonshine and Madness Tour - Long before Las Vegas acquired the nickname, Louisville enjoyed the dubious reputation as America’s Sin City because of the decadence associated with its distilleries, tobacco houses and horse races. Today, ghostly legends from its heyday live on. Treat your group to a tour of the Old Louisville of the Roaring 20s and the Fabulous 30s when flappers, moon shiners and gangsters kept the neighborhood hopping with scandal and intrigue. Local author David Dominé has chronicled many of these Prohibition-era stories in his popular series about Old Louisville hauntings, and an entertaining narrator is waiting to show your group the sites mentioned in his books. Sit back and enjoy a ghostly tale from a local performer and then discover the hidden charms of Floral Terrace, where a phantom from the Great Depression still lingers in the shadows. See where tobacco barons and bourbon kings made their homes. Tour also includes Happy Balls!, the homemade bourbon balls from Old Louisville, and entrance into the Bishop’s Hat mansion.
- Frazier International History Museum - Take an unforgettable journey through history that spans 1,000 years and 2 continents with one of the greatest collection of historical artifacts in the world. The Frazier features a collection of arms and armor of famous politicians, celebrities, frontiersmen, soldiers, knights and kings. Groups enjoy guided tours, sword fighting demonstrations and first-person costumed historical interpretations. The Frazier International History Museum was the vision of one man, Owsley Brown Frazier who is the grandson of George Garvin Brown who founded Brown-Forman in 1870, one of the largest American-owned companies in the spirits business.
Afternoon
- Lunch at the Bristol Bar and Grille puts your group right in the middle of Main Street which was once known as Whiskey Row. One of the very first bourbon distilleries was located there. Your group will have a wonderful lunch at this local favorite. The first thing they will notice when they enter the Bristol is their glass chandeliers that were made at another local favorite, Louisville Glassworks. The Bristol is no stranger to bourbon infused cuisine. They offer a grilled to perfection filet topped with a Buffalo Trace Bourbon wild mushroom sauce.
- Brown-Foreman Cooperage - Cooperage is the art of barrel making, and it is still being practiced much as it was 200 years ago. Brown-Foreman Cooperage, founded in 1945, produces new American white oak barrels for the making of Jack Daniels and Woodford Reserve. Take a tour of Brown-Forman Cooperage where you will see the artistry behind the creation of bourbon barrels.
- Schimpff's Confectionery - From the first moment you walk in the door your nose is entranced by the delightful smells of fresh chocolate and the spicy richness of cinnamon. Your group will meet the owners, Jill and Warren Schimpff, and see a candy making demonstration that will have your mouths watering. Schimpff’s has been featured on the History Channel’s “Modern Marvels” as they still use turn of the century equipment to churn out their well loved Red Hots. While there, try one of their sumptuous bourbon balls.
Evening
- Dinner at Proof on Main - Back on the Urban Bourbon Trail, Proof on Main offers a winning combination of inventive yet accessible food and beverage paired with warm, professional service in downtown Louisville. Housed in five historic buildings, Proof on Main is part of the new 21c Museum Hotel. It is also one of the stops on the Urban Bourbon trail, so make sure to take a “flight” at their well stocked bourbon bar.
- Nightlife at 4th Street Live! - Let your group have some fun at Fourth Street Live! which is Louisville’s premier dining and entertainment destination located on Fourth Street in the heart of historic downtown Louisville, KY. They have over 6 different venues to offer your group a variety of options. From comedy to piano bars to dancing the night away there is something your group will enjoy together or on their own. Fourth Street Live! is just a short walk from downtown hotels, Waterfront Park, Main Street, Slugger Field, and other major attractions, Fourth Street Live! is your one stop destination for night life and entertainment!
- Overnight at Louisville accommodation of choice
Day Four
Morning
- Churchill Downs Backstretch Breakfast Tour - Start your day by experiencing the exclusive atmosphere of a morning at the historic track with a preview of the magical process of training world-class thoroughbreds during their early morning workout. Then head over to Kentucky Derby Museum and experience Derby Day from the starting gate to the finish line. The Kentucky Derby Museum brings the pageantry and excitement of the Kentucky Derby to life. Feel the excitement of the crowds and hear the thunder of the hoofs with a presentation of “The Greatest Race.” Guests can also schedule a “create- your- own Derby Hat” workshop for an additional fee.
- Depart for Home!
For itinerary and tour planning assistance contact Kate Kane with the Tourism Development Department of the Louisville Convention and Visitors Bureau at 800-626-5646 or send an email to kkane@gotolouisville.com
Plan Your Trip
Plan your trip using these suggested itineraries or use the trip builder to ‘create your own adventure’!
For Group Planning Assistance
Kate Amara
Tourism Sales Manager
502-560-1496
kamara@gotolouisville.com


Follow us and learn more: