Back to The Deep South Tours

Why We Love It

Historic Kentucky Bourbon Trail

Culture & history of the Deep South

Experience the Country Music Capital

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Day by day Itinerary

Blues & Booze

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Day 1


Arrive into Chicago to begin your trip.

Day 2

Memphis - Vicksburg

In Vicksburg visit the Civil War battlefield.

Day 3

Vicksburg - New Orleans

Visit old plantations along the Mississippi River.

Day 4

New Orleans

Visit the Garden District, Arts District and French Quarter. Take a paddlewheeler dinner cruise on the Mississippi River to complete your adventure.

Day 5

New Orleans

Finish your trip in New Orleans.

Day 6


Enjoy an architectural river cruise and later, tour Oak Park for Ernest Hemingway and Frank Lloyd Wright historic sites.

Day 7

Chicago - Indianapolis

Travel south for Indianapolis and explore the historic Fountain Square. Enjoy dinner in the trendy Wholesale District.

Day 8

Indianapolis - Louisville

Visit the famed Indianapolis Motor Speedway, before continuing on to Louisville. Here, stroll downtown’s Whiskey Row, where you may enjoy distillery tastings.

Day 9


Today make a visit to Churchill Downs, site of the renowned Kentucky Derby.

Day 10

Louisville - Nashville

In Nashville visit the Country Music Hall of Fame, and dance your night away in the Honky Tonks along Broadway.

Day 11


Visit Ryman Auditorium home of the Grand Ole Opry, and perhaps take in a show.

Day 12

Nashville - Memphis

Continue onto Memphis, making a stop en route at Belle Meade Plantation. Spend the evening under the lights of Beale Street.

Day 13


Visit the Rock ‘n’ Soul Museum and Elvis’ Graceland.

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