Route 66, Big two road trip
Home / Journeys / The Big Two (Route 66 + Highway 1)
21 nights · Chicago, Illinois, USA → San Francisco, California, USA · Car

The Big Two (Route 66 + Highway 1)

Three weeks, two famous roads: Route 66 from Chicago to Los Angeles, then Highway 1 up the coast to San Francisco.

Stradora Partner
From£2,299pp
Duration21 days
StyleSelf-guided
Best suited toDrivers who want the road to be the holiday
Find out more
Stradora Partner · enquiries go straight to the operator's team
Booked with the operator?

Tell us your trip details and we'll put together a complimentary Stradora Expedition Pack for the journey.

Claim your pack

21 nights through USA

Three weeks that combine two of America’s best-known road trips. The American Road Trip Company created The Big Two for travellers who cannot choose between Route 66 and Highway 1, pairing the two on one itinerary from Chicago to San Francisco.

The Route 66 section follows the operator’s most popular itinerary over 15 nights, from Chicago through Springfield, St. Louis, Oklahoma City, Amarillo and Albuquerque to Winslow. It then leaves the Mother Road for an overnight at the Grand Canyon and a two-night stay in Las Vegas before reaching Los Angeles, where there are three nights for the city and Hollywood.

Highway 1 follows, with a drive to Santa Barbara, then the coast road through Big Sur to Carmel and Monterey, and a final run to San Francisco for two nights. The page notes that the trip can be started in San Francisco instead, in the opposite direction. Daily distances run up to about 300 miles, the longest being the Grand Canyon to Las Vegas leg, and the operator can adjust stops and nights to suit.

The price shown is a from figure for 21 nights, per person, based on two people sharing, off-peak travel, a standard car, economy flights and two to three star hotels. It covers flights with a premier carrier such as British Airways, accommodation, car rental and a detailed Road Trip Pack with route suggestions and points of interest for each drive. Every trip is built to order, so dates, hotel standard, flight class, car type and the number of nights can all be adjusted, and a one-way rental fee may apply where the start and end points differ. The American Road Trip Company serves customers based in the UK and the EU, so check current quotes and availability with the operator.

Style
Self-guided
Duration
Grand tour (16+ nights)
Region
North America
Vehicle provision
Vehicle provided
Starts/ends
Chicago, Illinois, USA → San Francisco, California, USA
Accommodation
Hotels
Suitable cars
Drivers who want the road to be the holiday
Vehicle
Car
Price basis
Per person (sharing). Operator 'from' price of £2,299pp, based on off-peak travel, 2 people sharing a standard car, economy flights and 2-3 star hotels. All trips are bespoke.
Run by
Specialist Stradora partner

What's included

  • Flights with a premier carrier such as British Airways
  • accommodation to the chosen standard and length of stay
  • car rental
  • detailed Road Trip Pack

Ready to drive it?

21 days, from £2,299pp

Stradora Partner
Find out more
0 journeys selected Compare Now