Holiday Overview
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.
Day 3 - Chicago-Indianapolis 183 miles
Explore Indianapolis's historic Fountain Square. Why not dine in the trendy Wholesale District?
Day 4 - Indianapolis - Louisville 114 miles
Visit the Indianapolis Motor Speedway; Tour and taste along Whiskey Row in Louisville.
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
Day 6 - Louisville - Nashville 174 miles
On arrival why not check out the Country Music Hall of Fame or just explore at leisure
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
Day 8 - Nashville - Memphis 212 miles
Visit Belle Meade Plantation en route to Memphis. Spend the evening along world famous Beale Street.
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
Day 10 - Memphis - Vicksburg 250 miles
Visit a Civil War battlefield at the National Military Park
Day 11 - Vicksburg - New Orleans 207 miles
Travel through Plantation Country en route to New Orleans
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.
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Image Gallery
Memphis Beale Stret
Chicago
Nashville
Graceland
New Orleans
Chicago River
Chicago
Louisville
Nashville
Nashville
Nashville
Memphis
Memphis
Memphis / Graceland
Plantation House
New Orleans French Quarter
New Orleans
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.
Alternative Holidays That May Interest You
Below you will find a small selection of 2026, 2027 holidays that may interest you. Remember, we tailor-make each holiday to your exact needs, so please call us on 0800 917 5742 and let one of our Holiday experts design the perfect trip for you
Talkin' Texan Self Drive Holiday
- Dallas
- Austin
- Fredericksburg
- Bandera
- San Antonio
- Corpus Christi
- Houston
- Receive a free case of wine
- Save £300 per booking book by 31 October
- Iconic Texan Cities
- Working Cattle Ranch
- The Alamo
12 Nights from £3145pp
Blues & Booze USA Road Trip
- Chicago
- Indianapolis
- Louisville
- Nashville
- Memphis
- Vicksburg
- New Orleans
- Receive a free case of wine
- Save £300 per booking book by 31 October
- Visit 4 giants of the US music scene
- Kentucky Bourbon Trail
- Visit historic Plantations and Battlefield sites
12 Nights from £3180pp
A Southern Trail Road Trip
- New Orleans
- Baton Rouge
- Lafayette
- Lake Charles
- Houston
- Austin
- Receive a free case of wine
- Save £300 per booking book by 31 October
- Vibrant New Orleans
- Abundant nature in lake Charles
- Cajun & Creole cuisine and culture
- Austin's live music and foodie scenes
10 Nights from £2100pp
Route 66 Fly Drive Holiday
- Chicago
- St Louis
- Springfield
- Oklahoma City
- Amarillo
- Albuquerque
- Holbrook
- Williams
- Las Vegas
- Los Angeles
- Receive a free case of wine
- Save £300 per booking book by 31 October
- An epic journey across the USA
- Visit 8 States
- See the awesome Grand Canyon
- Hit the bright lights of Las Vegas
15 Nights from £2935pp
Explore Kentucky
- Newport, KT
- Lexington
- Bowling Green
- Paducah
- Owensboro
- Louisville
- Receive a free case of wine
- Save £300 per booking book by 31 October
- Steamboat Cruise along the Ohio River
- Learn about the history of Bluegrass Music
- Visit the National Corvette Museum
7 Nights from £1900pp
Great Lakes to Great Plains
- Minneapolis
- Fargo
- Bismarck
- Medora
- Minot
- Grand Forks
- Bemidji
- Duluth
- Receive a free case of wine
- Save £300 per booking book by 31 October
- The Great Lakes
- Explore Theodore Roosevelt National Park
- Visit the Twin Cities of Minneapolis and St Paul
12 Nights from £2375pp