Description
Experience an iconic 300-mile journey along historic Route 66, the legendary “Mother Road.” Begin in downtown Chicago at the famous “Begin” sign. Then drive through Illinois before flying to Los Angeles to finish in Santa Monica at the “End of the Trail.”
Chicago, Illinois
Start in Chicago, one of America’s most exciting cities. Stay on the Magnificent Mile, close to Lake Michigan and top attractions. Explore Millennium Park, Navy Pier and Skydeck Chicago with ease.
For sightseeing, hop-on hop-off bus tours offer a simple way to see the city. As you leave, consider a stop at Old Joliet Prison, a famous filming location.
Springfield, Illinois
Next, continue to Springfield, the Illinois state capital. Stay in a central downtown location, close to key landmarks and attractions.
The city offers history, culture and easy access to Route 66 highlights. Comfortable hotels and convenient amenities make this a great overnight stop.
Collinsville & Route 66 Highlights
Along the route, discover classic Route 66 attractions. Take photos at the World’s Largest Catsup Bottle, a true roadside icon.
You can also visit Cahokia Mounds, a UNESCO World Heritage Site. This landmark showcases ancient Native American civilisation.
Santa Monica, Los Angeles
After your Illinois road trip, fly to Los Angeles for a coastal finale. Stay in Santa Monica, close to the beach and shopping areas.
Spend time on the beach or explore Third Street Promenade. Finally, visit Santa Monica Pier and capture a photo at the “End of the Trail” sign.
This Route 66 holiday combines city highlights, classic Americana and a California beach ending. It offers the perfect mix of culture, history and adventure.
Call TravelPlanners on 020 3542 8888 for more details or to book.












