2026 marks the centennial of Route 66 – the perfect time to experience the ultimate American road trip. This 24-day journey takes you from Chicago to Santa Monica along the legendary “Mother Road,” discovering neon-lit diners, quirky roadside attractions, vintage motels, and small-town Americana across eight states. Begin in Chicago, where blues clubs and deep-dish pizza set the scene before heading south to Missouri, home to St. Louis’ soaring Gateway Arch and Springfield’s Route 66 heritage. In Oklahoma, explore classic diners, historic service stations, and Oklahoma City’s cowboy charm. Cross into Texas to see Amarillo’s Cadillac Ranch and enjoy hearty steakhouse fare. In New Mexico, detour through Santa Fe - part of the original Route 66 - before cruising Albuquerque’s Central Avenue, lined with neon signs, retro motels, and classic diners. Arizona delivers dramatic natural wonders – the Painted Desert, Petrified Forest, Meteor Crater, and a full day at the Grand Canyon – plus nostalgic stops in Winslow, Seligman, and Kingman. Your adventure culminates at Santa Monica Pier, celebrating your achievement at the iconic “End of the Trail” sign while enjoying a breathtaking Pacific sunset. Nostalgia, history, and scenery combine for a once-in-a-lifetime experience every Route 66 traveller dreams of.
This is a suggested itinerary based on our recommendations for your Route 66 road trip adventure. There are no fixed departure dates or schedules so you can customise the itinerary to suit your personal preferences and needs. Please contact us if you are looking to explore Route 66 and we can create a personalised travel package just for you.
Terms & Conditions
Our prices are dynamic, providing you with the best available rate of the day at the time of booking • Our suggested itineraries can be fully customised to suit your needs and have been created with indicative pricing shown • Final package pricing will be calculated upon request using the best rates available on the day and will depend on factors such as month of travel, how early you book, availability, and whether you choose non-refundable or fully refundable rates • Indicative prices are per person, based on two adults travelling together and sharing a double/twin room with existing bedding • All pricing is in New Zealand dollars for payment by cash or EFTPOS only; credit card fees will apply • Airfares are not included and are an additional cost • Amendment and cancellation fees apply • Surcharges and blackout (closeout) dates may apply • Indicative prices exclude any applicable car parking, road tolls, one-way rental car drop-off fees, National Park entrance fees, and hotel resort fees, which are payable direct • Please ask your Travel USA specialist for full details.