Holiday Overview

Blues & Booze - an iconic USA Road Trip Holiday

Travel from North to South on this music themed self drive, combining Blues, Jazz & Country. Also take time to savour some fine Whiskey/Whisky along the Kentucky Bourbon Trail. Visit Plantations and Civil War battle sights and take a dinner cruise on the mighty Mississippi River.

Start: Chicago

Finish: New Orleans

Highlights of this USA road trip include:

- Visit 4 giants of the US music scene - Chicago, Nashville, Memphis & New Orleans

- Sample fine Whisky on the Kentucky Bourbon Trail

- Visit historic Plantations and Battlefield sites

- Take a Dinner Cruise on a Mississippi Paddleboat.

Blues & Booze USA Road Trip includes:

Return flights from the UK
Compact Car with Gold Cover - Unlimited mileage, Full tank of fuel, 3 additional drivers, Collision Damage Waiver (CDW), $1 million liability coverage, Zero excess in the USA, Self drive directions (we recommend Sat Nav)
2 nights accommodation in Chicago
1 night accommodation in Indianapolis
2 nights accommodation in Louisville
Please note sample accommodation can be changed to suit requirements
2 nights accommodation in Nashville
2 nights accommodation in Memphis
1 night accommodation in Vicksburg
2 nights accommodation in New Orleans
New Orleans Jazz Cruise Dinner

Day 1 - Arrive in Chicago

Arrive Chicago. Check-in to hotel.

Day 2 - Chicago - Explore the Windy City

Day at leisure to explore Chicago perhaps take an architectural river cruise, tour Oak Park, Visit the Frank Lloyd Wright or Ernest Hemingway sites.

Unmissable Experiences

Chicago Experiences

Day 3 - Chicago-Indianapolis 183 miles

Explore Indianapolis's historic Fountain Square. Why not dine in the trendy Wholesale District?

Accommodation

Our suggestions, each trip will be tailor-made for you

Hampton Inn Downtown Indianapolis

Day 4 - Indianapolis - Louisville 114 miles

Visit the Indianapolis Motor Speedway; Tour and taste along Whiskey Row in Louisville.

Accommodation

Our suggestions, each trip will be tailor-made for you

Brown Hotel

Day 5 - Explore Louisville and its surrounds

Visit Churchill Downs, home of the Kentucky Derby, visit distilleries along the Kentucky Bourbon Trail

Staying at Brown Hotel

Unmissable Experiences

Louisville Experiences

Day 6 - Louisville - Nashville 174 miles

On arrival why not check out the Country Music Hall of Fame or just explore at leisure

Accommodation

Our suggestions, each trip will be tailor-made for you

Millennium Maxwell House Hotel

Day 7 - At leisure in Nashville

Suggested options: Tour Ryman Auditorium, see a show at the Grand Ole Opry (payable locally).

Staying at Millennium Maxwell House Hotel

Unmissable Experiences

Nashville Experiences

Day 8 - Nashville - Memphis 212 miles

Visit Belle Meade Plantation en route to Memphis. Spend the evening along world famous Beale Street.

Accommodation

Our suggestions, each trip will be tailor-made for you

Comfort Inn Downtown Memphis

Day 9 - Explore Memphis at leisure

Today, explore the legendary music landmarks of Memphis. Start with a visit to Sun Records, the renowned recording studio where countless iconic hits were created. Then, head to Graceland, Elvis Presley's famous home, where you can dive into his life and legacy while viewing an impressive collection of his personal artifacts.

Staying at Comfort Inn Downtown Memphis

Unmissable Experiences

Graceland

Day 10 - Memphis - Vicksburg 250 miles

Visit a Civil War battlefield at the National Military Park

Accommodation

Our suggestions, each trip will be tailor-made for you

Courtyard Hotel Vicksburg

Day 11 - Vicksburg - New Orleans 207 miles

Travel through Plantation Country en route to New Orleans

Accommodation

Our suggestions, each trip will be tailor-made for you

Royal St Charles

Day 12 - Enjoy a day at leisure in New Orleans

Tour the Garden District/Arts District/French Quarter at leisure

Take a Paddlewheeler dinner cruise on the Mississippi (included)

Staying at Royal St Charles

Day 13 - Depart from New Orleans

Drop car at aiport and return to the UK, if flight times allow enjoy a traditional Louisiana Creole Jazz Brunch.

Speak to a Canada Holiday Specialist

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0800 917 5724

Image Gallery

Memphis Beale Stret

Chicago

Nashville

Graceland

New Orleans

Chicago River

Chicago

Louisville

Nashville

Memphis

Memphis / Graceland

Plantation House

New Orleans French Quarter

New Orleans

USA Holiday Stopovers

Why not add in the 'Land of Fire and Ice' - Iceland -on your way to your holiday in the USA. We have put together a great stopover in Iceland for 2 or 3 nights which includes accommodation and the Golden Circle Trip which includes visits to the Gullfoss Waterfall, the geo thermal area of Geysir and Thingvellir National Park.

If you are travelling to the west coast of America, why not add a couple of nights stay in New York which includes accommodation and tickets for the 'Top of the Rock' observation platform for an iconic view of the city skyline. This can be done either on your way out or on the way back.

View USA Holiday Stopovers

Alternative Holidays That May Interest You

Below you will find a small selection of 2026, 2027 Canada Holidays that may interest you. Remember, we tailor-make each holiday to your exact needs, so please call us on 0800 917 5724 and let one of our Travel Specialists design the perfect trip for you.