Bluegrass Country & the Smoky Mountains

Featuring Louisville, Lexington, Gatlinburg, and Asheville!

Join us for an exciting trip to Bluegrass Country and the Smoky Mountains! We’re thrilled to offer you a chance to experience Churchill Downs, the Kentucky Derby Museum, Buffalo Trace Bourbon Distillery, the Great Smoky Mountains National Park, the Biltmore Estate, and much more!


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Pricing and Specifics

  • Fees (per person): Pricing if booked before February 22: Double $4,278, Single $5,478; Triple $4,428
  • Includes: 9 Days • 13 Meals - Cancellation Waiver and Insurance of $349 per person, Round Trip Air from Logan Intl Airport, Air Taxes and Fees/Surcharges, Hotel Transfers

Full Description


September 5 – 13, 2024

Day 1: Thursday, September 5, 2024, Louisville, Kentucky – Tour Begins! Your tour starts in Louisville, Kentucky, famous for Thoroughbreds, bourbon, and baseball. Settle in for a 2-night stay at your hotel, ideally situated in downtown Louisville.

Day 2: Friday, September 6, 2024, Louisville – Enjoy a visit to Churchill Downs, the Thoroughbred racetrack famous for hosting the pinnacle of all horse races: the Kentucky Derby. Then, tour the Kentucky Derby Museum and learn about the legendary history of the “Sport of Kings.” Enjoy a walking tour of Old Louisville, a historic neighborhood of Victorian mansions. Later, head to “Museum Row” where it’s your choice! Visit the Louisville Slugger Museum & Factory for an All-Star baseball experience -OR- explore the Frazier Kentucky History Museum, and its Spirit of Kentucky exhibit, the official start of the Bourbon Trail. Tonight, join your fellow travelers at a local restaurant for a welcome dinner.

Day 3: Saturday, September 7, 2024, Louisville – Lexington – Visit Buffalo Trace, the oldest continuously operating Bourbon distillery in America. Learn about the subtle craft, meet some of the people who make it all happen, and taste some of the home-grown spirit. Stop in the quaint, historic town of Midway before exploring Kentucky’s horse country. Learn about the area from a local guide and take in the rolling bluegrass pastureland and the horse farms that dot the landscape. Hear about time-honored traditions during visits to private horse farms before settling into Lexington for your 2-night stay.

Day 4: Sunday, September 8, 2024, Lexington – Berea – Lexington – Travel to Berea, the historic college town known as the arts-and-crafts center of Kentucky. Meet a few artisans while they demonstrate their craft. Then, explore musical artifacts and memorabilia during a visit to the Kentucky Music Hall of Fame. Tonight, take in the tastes of Kentucky at a local restaurant.

Day 5: Monday, September 9, 2024, Lexington – Gatlinburg, Tennessee – Travel through Daniel Boone National Forest. Extending across the western plateau region of the Appalachian Mountains, it’s named for the larger-than-life American pioneer who once blazed a trail across these rugged and wild lands. Arrive in the lively mountain resort of Gatlinburg, gateway to the Great Smoky Mountains National Park and your home for a 2- night stay. The rest of the day is yours; perhaps you will go to Dollywood,* Dolly Parton’s Smoky Mountains theme park, or enjoy time in downtown Gatlinburg.

Day 6: Tuesday, September 10, 2024, Gatlinburg – Great Smoky Mountains National Park – Gatlinburg – With a local guide, explore Great Smoky Mountains National Park (UNESCO) – the United States’ most visited national park. Stop at various lookouts on your way to Newfound Gap, which boasts views of both Tennessee and North Carolina. Enjoy your picnic lunch at a scenic location before continuing through the park to Cherokee and spend time at Qualla, the oldest Native American arts cooperative, where you’ll learn about traditional crafts and customs over a discussion with an artist. Afterwards, tour the Ole Smoky Moonshine Distillery with a tasting before enjoying an evening at leisure.

Day 7: Wednesday, September 11, 2024, Gatlinburg – Asheville, North Carolina – This morning, depart for Asheville, North Carolina, your Blue Ridge Mountains home for two nights. The afternoon and evening are yours to explore a city known for craft breweries, chocolate, and farm-to-table cuisine.

Day 8: Thursday, September 12, 2024, Asheville – Back in 1895, George Vanderbilt II decided to build himself a “little mountain escape” in the Blue Ridge Mountains of North Carolina. The result was the impressive and decadent grandeur of the Biltmore Estate. Today, tour the sprawling mansion and the manicured grounds. Tonight, enjoy a farewell dinner at a local restaurant.

Day 9: Friday, September 13, 2024, Asheville – Charlotte – Tour Ends – Today, your tour comes to an end. As you venture home, take the spirit and the warmth of America’s Southeast with you.