Embark on an exhilarating journey through the heart of the Cincy Region and the American South with our “Gangsters, Bourbon, and Dining” road trip itinerary. This carefully curated adventure unfolds across a tapestry of cities, each with its unique charm and stories to tell. Begin your exploration in Cincinnati, where the echoes of gangster lore mingle with modern urban vibes. Journey through the refined elegance of Lexington and the bourbon-soaked streets of Louisville before immersing yourself in the quaint charm of Bardstown, a town synonymous with southern grace and spirits. Continue the adventure to Bowling Green, home to automotive wonders and historic sites, then discover the allure of Franklin’s small-town charm. Concluding in the vibrant heartbeat of country music, Nashville, this road trip promises an unforgettable fusion of history, bourbon heritage, and diverse culinary experiences.
All of our road trips are fully customisable and can be tailor-made to suit your own individual requirements. Please let your Discover North America travel specialist know if you would like to start in a different destination, use specific hotel accommodation or simply want to add an excursion or two. Do you have more or less than 16 days for your road trip? No problem, we can add extra nights to allow more time to explore or shorten the number of destinations as required.
As we can offer you such a extensive choice of flights & car rental and prices vary per departure date, we don’t include these elements as standard within the headline fare displayed on our website, unless stated otherwise in the `What’s Included’ section. When requesting your initial quote, your Discover North America Travel Specialist will take the time to understand your own individual requirements with regards to international flights and car rental and will tailor the quote specifically to your needs.
Find out more about the process we follow here.
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Begin your adventure in Cincinnati, Ohio. Upon arrival collect your hire car and drive to your chosen hotel.
On day 2, take a full day to explore and enjoy the delights of a unique American destination where North meets South and Ohio and Kentucky connect. Begin your exploration by strolling through the historic Over-the-Rhine district, known for its charming 19th-century architecture and eclectic boutiques. Dive into Cincinnati's rich cultural scene at the Cincinnati Art Museum or the Contemporary Arts Centre. Take a Newport Gangster tour to learn about the region's outlaw past during Prohibition and how this history gave rise to Newport becoming the gambling capital of the country before Las Vegas.
For a taste of local flavour, indulge in Cincinnati-style chili or savour the diverse culinary offerings at Findlay Market. Don't miss a visit to the Cincinnati Zoo, one of the oldest in the nation, or take a scenic riverboat cruise along the Ohio River. If you're a sports enthusiast, catch a game at the iconic Great American Ball Park. As the day winds down, enjoy the city lights from the top of Mount Adams or unwind with live music at one of the city's vibrant venues.
As the Cincinnati skyline fades in the rearview mirror, the anticipation of a new day in Lexington, Kentucky, begins to unfold. Leaving behind the vibrant energy of Cincinnati, a city steeped in history and modern charm, the road ahead leads to the heart of the Bluegrass State. With its rolling hills, thoroughbred horse farms, and a deep-rooted cultural heritage, Lexington promises a day of southern grace and hospitality. From the historic streets of downtown to the expansive beauty of the Kentucky Horse Park, home to over 50 different breeds of horse, a day in Lexington will be filled with equestrian elegance, bourbon heritage, and the warm embrace of Kentucky's distinctive charm.
Arriving in Louisville, Kentucky, is stepping into a tapestry of southern charm, iconic landmarks, and a rich cultural heritage. Nestled along the banks of the Ohio River, Louisville welcomes you with open arms and a sense of anticipation. The day ahead promises an exploration of the city's storied past and vibrant present. Whether strolling along the historic cobblestone streets of Old Louisville, immersing yourself in the legacy of Muhammad Ali at the Muhammad Ali Center, or savouring the flavors of bourbon in the Bourbon District, Louisville invites you to embrace a day of discovery. With its blend of historical significance, culinary delights, and a warm southern hospitality, Louisville is poised to captivate and leave an indelible mark on your journey through the heart of Kentucky.
Stepping into Bardstown, Kentucky, is like entering a postcard-perfect scene where time seems to stand still. Nestled in the heart of bourbon country, Bardstown exudes a unique charm that invites you to savour a day immersed in history, hospitality, and the spirit of small-town America. As you explore the quaint streets lined with historic homes and charming shops, the air becomes infused with the sweet scent of aging bourbon barrels. Home to some of the oldest distilleries in the state, Bardstown is a haven for bourbon enthusiasts. However, its allure extends beyond spirits, offering a glimpse into the past at the Civil War Museum and the timeless beauty of My Old Kentucky Home State Park. With its welcoming atmosphere and rich cultural tapestry, Bardstown promises a day of relaxation and immersion in the essence of Kentucky's bourbon-soaked heritage.
Nestled in the scenic rolling hills of south-central Kentucky, spending a day in Bowling Green offers a delightful blend of history, culture, and outdoor adventures. Known for its welcoming atmosphere, this charming city beckons with a mix of historic sites and contemporary attractions. Begin your day by exploring the iconic National Corvette Museum, a paradise for automotive enthusiasts showcasing the history and innovation of America's sports car. Stroll through the vibrant downtown area, where boutique shops and local eateries line the streets, offering a taste of the city's unique character. As the day unfolds, delve into the city's rich history at the Historic Railpark and Train Museum or find tranquility at the picturesque Lost River Cave. Whether you're seeking cultural immersion, outdoor exploration, or automotive excitement, Bowling Green promises a diverse and memorable day in the heart of Kentucky.
Nestled in the heart of Kentucky, spending a day in Franklin unveils a charming blend of historic allure and Southern hospitality. This quaint town, with its well-preserved architecture and warm community spirit, invites visitors to step back in time while savoring modern delights. From the historic downtown square adorned with boutique shops and cozy cafes to the enchanting ambiance of the Simpson County Archives and Museum, Franklin offers a delightful exploration of its rich heritage. As you stroll along the tree-lined streets and discover the local treasures, you'll find that Franklin is a perfect destination for a leisurely day filled with cultural discovery and the genuine warmth of small-town Kentucky.
Today your journey will take you over the border into Nashville, Tennessee. Known as the "Music City," Nashville beckons with the twang of guitars, the allure of honky-tonks, and the echoes of legendary performances. From the iconic Grand Ole Opry to the bustling energy of Broadway's neon-lit stages, every corner of this city resonates with the rhythm of its musical legacy. Explore the historic RCA Studio B, where timeless hits were born, and stroll through the vibrant neighborhoods of The Gulch and East Nashville for a taste of the city's eclectic culture. Indulge in the culinary scene with savory barbecue and hot chicken, and cap off the night with live music in one of the many legendary venues. With its dynamic blend of music, history, and culture, Nashville invites you to savour every note and rhythm of its soulful charm during your enriching two-day stay.
Your tour ends when you return your rental car to the agreed drop-off point. Alternatively, speak with your Discover North America Travel Specialist about possible trip extensions.