Mississippi Tour

25-day tour – FLIGHTS INCLUDED!


per person


per person

All pricing is based on TWIN SHARE

Prices* INCLUDE economy airfares from:

  • Auckland
  • Sydney/Brisbane

To: Chicago – returning from Los Angeles.

(*pricing subject to change)


Outstanding 25-day tour from Minneapolis to New Orleans via some ‘roads less travelled’


Like Route 66, our tour down the Mississippi is a driving tour for the adventuresome. Unlike Route 66 though – this has more than one common theme.

Starting in Minneapolis, Minnesota – we traverse lesser known highways and trails, taking guests on an enjoyable adventure back in time as you drive yourself through some unique towns and villages.

  • Fur Trading and European battles with native Americans
  • Plantations, slavery, the birth of the Blues and subsequent Roll n Roll
  • 2 x nights in Memphis including ‘Graceland tour’
  • 2 x brilliant nights in Nashville
  • Drive old roads, across farmlands and through forests
  • Visit plantations and enjoy the vast stories & history of the Mississippi delta!
  • Finish in New Orleans


Following breakfast, the day usually starts with a morning briefing to outline the day ahead, give an overview about what the day entails and to answer any questions.

The group generally departs around 8:30am, and often arrives at the hotel by 4:30pm each afternoon. Some days are shorter – others slightly longer. Time spent driving is approx 2.5- 3hrs per day, which allows plenty of time to explore the stops, chat with locals and see things that interest YOU!

Along the way, guests use our turn-by-turn navigation via the iPhone supplied to you and, with the extensive Route Book you’ll discover roads, trails and places others simply wouldn’t see.

Your guide/s also have a few stops planned each day of the tour that really will add value to your adventure – along with some suprises to keep everyone smiling…

This is a tour for those who love a good old fashioned road-trip. A road-trip that provides an amazing discovery of American history, set amongst some stunning scenery, great accommodation and many dinners with new friends.

2024 Tour Departs: May 5th

HURRY! Space for just 2 more couples!

Dates: May 5th – May 27th, 2024

 Take a look at some highlights from our past tours!

What’s included

  • Economy airfares to Minneapolis (via Houston) returning from New Orleans (via LA or Houston)
  • Quality accommodation, with multiple, two-night stays throughout the journey
  • Car hire: Drive a late model, small SUV – perfect for where we go! (inclusive of all Insurance and ‘One-Way’ fees)
  • Welcome dinner in Minneapolis & Farewell dinner in New Orleans
  • Visit Graceland, Sun Studios, the Grand Ol’ Opry plus MORE!
  • Hand-held radios for communication between cars
  • Gilligan’s  iPhone provided – with unlimited international calls & texts with our own ‘turn by turn’ navigation each day
  • Comprehensive Travel pack with Gilligans’ extensive Route Book used in conjunction with the iPhone (which is yours to keep!)


  • Driver/s must be over the age of 25 and hold a valid full driver’s license from your home country
  • All participants must have relevant travel insurance for the USA

Get more information about the 2024 - MISSISSIPPI TOUR!

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Gilligans Brochure Cover

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