The Real Route 66 Extended

22 days from £4,900pp

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22 days from £4,900pp

(based on two people sharing & excluding flights)

The holiday price excludes international flights. We are happy to quote flights separately based on your dates of travel and preferences.

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(based on two people sharing & excluding flights)

Great Lakes and Michigan / Great West / California

Running for 2,448 miles, across 8 states and 3 time zones from the shores of Lake Michigan in Chicago, Illinois to the Pacific Ocean in Santa Monica, California, Route 66, or the Mother Road as it is affectionately called, is one of the world’s most iconic road trips and America’s most famous drive.

Opened in 1926 – turning the Great American Highway into a thing of legend – it was the first corridor across the continent connecting isolated cities and towns by bringing visitors, custom and prosperity in ways that hadn’t previously been achieved.

Today, Route 66 is all about nostalgia and classic Americana. From time-capsule towns and neon signs to vast landscapes and stops full of history, you’ll experience an America of old on this incredible historic road. Start in Chicago and end in Santa Monica, stopping in countless towns and locations along the way, and experiencing the drive that millions have made in search of fun, freedom and the wide, open road. Forget the destination – this trip is all about the journey.

The UK’s specialists in travel to Chicago
Me-NYC
Joshua Salter - Travel Expert

Things to Do

Places to Stay

Palm Trees California

Our expert's opinion

“Many holidays claim to take you along the Route 66 but with so many contemporary developments cutting into the original road, it can be hard to know what route you’re actually following. But not with this journey! This 3-week road trip takes you on the original Route 66 past the locations that have made this drive iconic for generations. From eating in original 1950s diners and staying in a Wigwam to stopping at sites like the Petrified Forest National Park - this drive was without a doubt a once-in-a-lifetime trip! ”

Me-NYC
Joshua Salter - Travel Expert

Joshua has been travelling to the USA since childhood, visiting his father and four siblings on the west coast. He is fortunate to have travelled to 42 of the 50 US states, and hopes to complete the set by his next big birthday.

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Why Journeyscape?

We love north america

  • Up-to-the-minute knowledge underpinned by 40 years experience
  • All of our Travel Experts have personal knowledge of the destination
  • A passion for the region runs through all we do

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The Real North America

  • Our insider knowledge helps you go beyond the guidebooks
  • We hand-pick hotels both for their character and services
  • We'll give you authentic experiences based on your personal preferences

Journeyscape brought to you from the award-winning experts at Journey Latin America