Visit the famous Jack Daniel's whiskey distillery and the Chattanooga Choo Choo Train Station from 1908; explore the 'Horse Capital of the World in Lexington and enjoy hiking in the Great Smoky Mountains National Park. Take a trip to the home of the Kentucky Derby and experience a show at the Grand Ole Opry on this tailor-made self-drive adventure. 

Back to The Deep South Tours

Why We Love It

Great Smoky Mountains

Churchill Downs – home of the Kentucky Derby

Jack Daniel’s distillery

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Day by day Itinerary

Bluegrass & Bourbon Trail

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Day 1


Start your journey in this music city.

Day 2


See Day 1 for today's itinerary

Day 3

Memphis - Lynchburg

Visit the famous Jack Daniel’s whiskey distillery.

Day 4

Lynchburg - Chattanooga

Visit the Chattanooga Choo Choo Train Station, first built in 1908.

Day 5

Chattanooga - Gatlinburg

Take a scenic hike in Great Smoky Mountains National Park.

Day 6

Gatlinburg - Lexington

Begin your morning in the ‘Horse Capital of the World’. Embrace the rugged terrain of the Daniel Boone National Forest.

Day 7

Lexington - Louisville

Visit the home of the world’s most famous thoroughbred horserace, the Kentucky Derby.

Day 8

Louisville - Nashville

Make your way over to the Music City Walk of Fame honouring top country performers or take in a show at the Grand Ole Opry.

Day 9

Louisville - Nashville

See Day 8 for today's itinerary

Day 10

Nashville - Memphis

Return to Memphis, where your trip ends.

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