Group Tours

Official tour stamp
NZ$13,995

per person – INCLUDES FLIGHTS!

AU$13,495

per person – INCLUDES FLIGHTS!

US$6,395

per person – LAND ONLY

Gilligans

September 2027: HURRY!  50% SOLD

27-Days | ‘The Official Tour’

A trip across heartland America is more than a road-trip for the guys – its a rewarding and insightful experience into the tapestry of  the USA.

Why tour Route 66 with Gilligans?

Put simply, we offer a tour that focusses solely on Historic Route 66 and the people, stories and history, that have made it so very famous.

Route 66 began in Chicago – so too does this tour. 

Averaging  just 3 hours of driving a day – you’ll spend more time exploring, discovering and talking with the people who live and work across Historic Route 66.

The stories are great, the history is meaningful and the people?

Well, thats the best part…

Travelling across Route 66, is all about time over distance – Put simply:   

“How many days do we spend driving the 2,448 miles from CHICAGO to LOS ANGELES?

With Gilligans, we spend 21-days specifically travelling from Chicago to L.A – thats just 144 miles a day. 

In addition,  you’ll spend THREE nights in Chicago before the tour, another free day at the Grand Canyon, along with a THREE night side-trip away from 66 – staying in the Entertainment capital of the World: Fabulous Las Vegas!

This is a tour that covers much more than cars, tail-fins and chrome; burgers and drive thru’s – it’s an outstanding history lesson in American culture, society and progression.  

 

Tour Format:

We arrive in Chicago, to enjoy three nights in the ‘Windy City’.  This allows time to adjust to the new time-zome and explore this fantastic city!

Following breakfast, each leg usually starts with a morning briefing to outline the day ahead, we’ll give an overview about the history and stories and let you know about we’re we’ll be stopping.

Departure each day is about 8:30am, and often concludes at the next hotel around 4:30pm. Some days are shorter – others slightly longer.

Time spent driving is approx 2.5-3hrs per day – it’s comfortable, but always busy!

For the first few days, we travel as a group, giving you plenty of time to learn and become comfortable with the Route Book, iPhone and APP we provide.

Once you’re comfortable, you’re given the  freedom to drive each leg at your own pace – meeting up throughout the day with your guide to learn about the places, but more importantly the people who call Route 66 home.

The days are busy, there is plenty of arranged stops, but you have the freedom to choose how long you spend at each.

You’ll make new friends and see a side of America you perhaps never knew existed.

We hope you can come along for the adventure!

What’s included

  • FLIGHTS: Economy flights to and from the USA
  • ACCOMMODATION: Great hotels, along with some authentic Route 66 properties throughout the tour
  • RENTAL: Premium Rental Car / SUV hire that includes insurances & fees
  • BREAKFASTS: All but a handful of breakfasts are included (Las Vegas is not included)
  • DINNERS: Welcome dinner in Chicago & Farewell dinner in Los Angeles
  • USA PHONE: An iPhone with unlimited calling, data & texts!
  • TOUR KIT: Hand-held radio for communication between cars, 185+ page Tour Book to work in conjunction with the iPhone & navigation APP.
  • GRAND CANYON: Spend a day exploring the Canyon in Arizona
  • LAS VEGAS: Spend Three great free nights in Fabulous Las Vegas!

What’s NOT included

 

  • UPGRADE: Any flight, rental car or hotel upgrades requested.
  • FUEL: This is additional – allow approx US$350-$400.
  • ADMISSION FEES: Museums & Route 66 sites etc
  • TRAVEL / MEDICAL INSURANCE: A must for travel to the USA
  • MEALS: Lunches, Dinners and a handful of breakfasts
  • DISCRETIONARY: Personal expenditure on tour

Conditions

  • 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
  • All participants are responsible for ESTA / Visa applications to visit the United States of America.
2027 Brochure Image pdf
Check out our “OFFICIAL TOUR” below!