Is Route 66 on your bucket list?

Route 66 BW Shield 1

   You’ve come to the right place

Is Route 66 on your bucket list?

Route 66 BW Shield

You’ve come to the right place

No US highway gets more recognition and praise than America’s Mother Road; few know it better than Gilligans. 

We’re the experts in delivering world-class, self-drive tours of this journey into America’s heart and soul. 

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Gilligans Route 66 Map WEB

With Gilligans, you get the full Route 66 immersion, following the original route that crosses eight states
and leads our travelers 2,448 miles from the beginning in downtown Chicago right to Los Angeles and the finish point at Santa Monica pier, overlooking the Pacific Ocean.

When can we tour Route 66 again? 

Great news – 2023!

With a new and improved itinerary, our “Official Tour” is set to depart in mid-April and again in mid-September 2023.

No matter where in the world you live, we will create an itinerary that will have you with us in Chicago – making new friends, and life-long memories on our tour across Route 66!

With Gilligans, guests begin their journey in Chicago on Adams St (Route 66) before heading west averaging just 144 miles a day to eventually finish on the Santa Monica pier, overlooking the Pacific Ocean.

 

2023 Tour Dates:

Spring Tour:  April 19th – Hurry!  3 x Mustangs left!

Fall Tour departs:  September 15th – HURRY!  2 x Mustangs left!

 

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When can we Tour Route 66 again?

Our new tour departs April 2023!

With a new and improved itinerary, our “Official Tour” is set to depart in both mid-April and mid-September 2023.

With Gilligans, guests begin their journey in Chicago on Adams St (Route 66) before heading west averaging just 144 miles a day to eventually finish on the Santa Monica pier, overlooking the Pacific Ocean.

Enjoy the drive using our exclusive GILLIGANS navigation platform and our own 140+ page Route Book, taking you over the very best of Route 66 – hardly seeing the interstate along the way!

Group numbers are limited to just 15 couples/cars per tour and are led by at least one experienced guide.

Click below to find out more and to receive your free brochure today!

2023 Tour Dates:

Spring Tour departs:  April 19th – Hurry!  SELLING FAST!

Fall Tour departs:  September 15th – SOLD OUT!

 

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Self Drive Route 66

If our “Official Tour” simply isn’t an option – then why not take a tour of Route 66 using our highly-regarded “Self-Drive 66 Tour”.

You choose the departure date – we plan the journey. Spend 18 days driving Route 66 from Chicago to Los Angeles OR add 2 nights in fabulous Las Vegas!

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What to expect

  • Start in Chicago, finish on the Santa Monica pier at the ‘End of Route 66’ sign
  • Ford Mustang as standard (insurances and one-way fees included)
  • Tours average just 144 miles a day from Chicago to LA – less than any other!
  • Guests enjoy Gilligan’s EXCLUSIVE navigation system, our comprehensive Route Book and a US mobile phone
  • Drive some of the oldest alignments including some that remain unsealed to this day!
  • Stay at superior hotels and enjoy nights at some iconic Route 66 motels along the way!

Gilligan’s doesn’t provide a ‘tour’ in the true sense of the word. We provide you with a personal experience across America’s greatest highway – an immersion into the tapestry of heartland USA and an opportunity to encounter the people who live and breathe Route 66.

A true Route 66 experience starts and finishes with Gilligans.

We look forward to welcoming you to the USA!