Deep South: Motorcycle Group Guided Tour (Part 1)

Explore the Deep South on a Harley Davidson® with this 7 night group guided tour

This ride is all about immersing yourself in the history and spirit of the Blues that surrounds you in the Deep South. Starting in New Orleans you’ll get a chance to stroll down magical Bourbon Street before heading north. You’ll explore the sites where famous musicians were inspired to delve deep into their souls; Natchez, the Devil’s Crossroads and Memphis where you’ll be able to enjoy the blues and BBQ. We’ll then head into Nashville, known as Music City for the final leg where you can visit the Country Music Hall of Fame, Johnny Cash Museum and see a performance of the Grand Ole Opry!

You will join a group for this fixed itinerary. However we can add additional nights at the start or end of  your holiday if you wish.

Includes flights from UK, Harley Davidson® Motorbike hire & accommodation
Fly into New Orleans and out of Nashville
You’ll ride approximately 950 miles
 Includes New Orleans, Memphis, Nashville, and many other locations!
Extra days can easily be added before or after the tour
Your full road trip pack and itinerary will be sent to you
Your entire holiday package is ATOL protected
deep south motorbike holiday

Your Itinerary

deep south holiday

Days 1 & 2:
New Orleans ( 2 nights)

New Orleans retains much of its French colonial influence and has a lot to explore. This unique American city is famous around the world for its culture, cuisine. On day two we'll pick up our bikes and spend the day exploring one of the Antebellum Plantations and gardens. Let us know if you’d like an extra day or two added on to explore this wonderful city.

Fly into
New Orleans


New Orleans,

deep south motorbike

Day 3:
Blues Trail to Natchez

We’ll begin our ride today by way of the Lake Pontchartrain Causeway, at 28 miles it is the longest bridge over water in the world! From there we spend the day riding the backroads of Mississippi, experiencing our first towns along the Blues Trail we’ll be following for a few days. Tonight, we get to explore the great blues town of Natchez, on the Mississippi.



deep south motorbike holiday

Day 4:

Today we continue to immerse ourselves in the history of the Mississippi blues along the Blues Trail. We’ll also explore parts of the Natchez Trace. Before arriving at our hotel, we’ll take a stop at the “Crossroads” where Robert Johnson sold his soul to the devil. Tonight, it’s cold drinks and live blues!



deep south motorbike

Day 5:

Today is all about Memphis! Music lovers around the world know Beale Street, a national historical landmark. Legends such as Louis Armstrong and B.B. King all helped develop the style known as Memphis Blues. One of the city’s most important Rock & Roll icons is Sun Studio. It’s just a short ride today so we’ll have plenty of time to explore this amazing city.



deep south motorcycle

Day 6:
Sweet Home Alabama!

From Memphis we’ll head into Alabama where we’ll have time to explore the famous city of Muscle Shoals. Since the 1960s, the city has been known for music – developing the "Muscle Shoals Sound", as local recording studios (including FAME Studios in the late 1950s and Muscle Shoals Sound Studio in 1969) produced hit records that shaped the history of popular music.


Shoals, AL

nashville harley holiday

Day 7:

Today we head into the southern Appalachian foothills of Tennessee for a beautiful day of riding along the winding and historic Natchez Trace Parkway. We’ll also make a stop at the Jack Daniels Distillery for lunch and a guided tour of this famous site! Tonight, we’ll land in the Country Music Capital of the World – Nashville!




deep south harley holiday

Days 8 & 9:
Last Day & Fly Home

Make the most of your final morning in Music City today. This evening you’ll catch your overnight flight back to the UK.

Please let us know if you’d like another day or two here before you fly home. We can even arrange car or motorbike rental for the extra days.


harley davidson holiday

See our choice
of Motorcycles

We have a selection of Harley-Davidson® Motorcycles for you to choose from. Have a look at your choice here.


Tour Dates

2021 Dates
1 Sept 2021
29 Sept 2021

2022 Dates
8 June 2022
31 Aug 2022
28 Sept 2022
  •  2 People
  •  1 Motorcycle
  •  1 Bed

From £2864 pp

 2 People
 2 Motorcycles
 1 Bed

From £3605 pp

 1 Person
 1 Motorcycle
 1 Bed

From £4467 pp

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All per person prices (pp) shown on this website are based on two adults sharing. Where hotel ratings are shown, these are US ratings, half stars are rounded up to the next full star. RouteTrip USA and RouteTrip are registered trademarks of RouteTrip USA Ltd. *T&Cs Apply. **Subject to availability. ***On request, subject to availability and refundable deposit required. Client monies for flight inclusive bookings taken on or after 1st April 2021 are protected by a trust scheme provided by Protected Trust Services, any bookings before this date remain protected under our ATOL license  and insurances.