Luxury Chicago and Route 66 Holidays

Begin your ultimate road trip in captivating Chicago before setting off on America’s Mother Road – Route 66 – in search of the gold coasts of California.  This is a once-in-a-lifetime adventure that gives a true insight into old-town American life.

CHICAGO CITY SKYLINES AND AN EPIC JOURNEY INTO THE SUNSHINE

Explore the towering streets and boulevards of the ‘Windy City’ of Chicago with its instantly recognisable skyline which towers over the shores of vast Lake Michigan.  Head Downtown to soak up the buzzing atmosphere, grab a beer and a bite to eat, or shop till you drop.  Visit the many attractions of Navy Pier and take a boat ride out over the lake, and don’t leave without enjoying a few bites of a legendary Chicago Deep-dish Pizza from its rumoured birthplace, Pizzeria Uno.

Head to Adams Street where Route 66 is said to begin before you embark on your mammoth drive across the heart of America to the west coast of Santa Monica, California.  This self-drive adventure will take you via forgotten ghost towns, across endless plains of the mid-west, past the cattle ranches of Texas and through the intense heat of Death Valley.  Stop off at some of Route 66’s most-loved hangouts, and iconic sights, such as the Majestic Gateway Arch of St Louis, the Midpoint Café in Adrian, Texas, and the Route 66 Hall of Fame in Pontiac, Illinois.  You can even take a detour off the original Route 66 to take in the breath-taking sight of the Grand Canyon, or a few nights in glitzy Las Vegas. 

Top 5 things to do in Chicago and on Route 66

• Take in the Chicago skyline with a boat trip along the Chicago River.
• Visit the historic home of Abraham Lincoln in Springfield, Illinois.
• Stop for an original corn dog on a stick at its birthplace, The Cozy Dog Drive-In.
• Take in the unbelievable meteor crater just outside Flagstaff, Arizona where astronauts once trained for the moon landing.
• Ride the Ferris wheel on Santa Monica Pier.

5 Key Facts about Chicago and Route 66

• Average flight time from London to Chicago is approximately 8-9 hours.
• The best times to drive Route 66 are from late spring to early summer, and early autumn for the best temperatures and when most attractions are open.
• Route 66 is 2,448 miles from beginning to end and will ideally take you 2-3 weeks to drive.
• You will drive through eight US states on Route 66.