Route 66 by Rail

14 day Rail Holiday - from £1799

With flights from £2339

Follow America’s iconic ‘Mother Road’ from Chicago all the way to Los Angeles by rail. A magical trip across the country awaits on the ‘Route 66 by Rail’ journey!


  • See Route 66 in a way like never before
  • Embark on a hop on hop off tour in Chicago
  • Visit the St Louis Gateway Arch
  • Explore the historic Old Town Albuquerque
  • Visit Williams and the majestic Grand Canyon
Expand All Collapse All

Your Itinerary

Day 1 - Welcome to Chicago

Welcome to Chicago! On arrival, check in at your hotel for a two-night stay. Now is a great opportunity to start exploring the city.

Hotel: Holiday Inn Chicago Mart Plaza or similar

Day 2 - Chicago

Today your journey begins with a multi-day hop on, hop off sightseeing city tour. Visit the Magnificent Mile, Navy Pier and many more iconic Chicago destinations. Don’t forget to hop off and take a picture at the famous sign marking the start of Route 66! This fantastic day of sightseeing will be followed by an included dinner a popular Chicago restaurant.

Hotel: Holiday Inn Chicago Mart Plaza or similar
Meals: Dinner

Day 3 - St Louis

Enjoy the last of your sightseeing opportunities in Chicago and explore any sites you didn’t get a chance to see yesterday. Later, travel to Union station and board Amtrak to St. Louis. Head south on your journey to the great Midwest by train. Your journey through the ‘Land of Lincoln’ to the ‘Show-Me-State’ includes some amazing views only possible on Amtrak.

Hotel: Holiday Inn St Louis Downtown or similar

Day 4 - St Louis

Begin your day with a visit to the ‘Gateway to the West’ at the St. Louis Gateway Arch. At an astounding 630-feet tall, the magnificent Gateway Arch remains the tallest man-made national monument in the United States. Its unique shape and stainless-steel facade remarkably represent St. Louis’ history as the jumping off point for journeys into the American West.

Hotel: Holiday Inn St Louis Downtown or similar

Day 5 - St Louis to Albuquerque

Travel to the station and board Amtrak to Albuquerque for a relaxing overnight trip on the Southwest Chief. Travel past wheat fields and ranches, missions and pueblos as you journey west. Carving through canyon passages only a few feet wider than the train itself, you will see spectacular landscapes and pristine vistas not visible from interstate highways

Hotel: Overnight on board the train

Day 6 - Albuquerque

Arrive in Albuquerque later this afternoon and travel to your hotel. Enjoy your free time exploring the sights and sounds of Albuquerque, a city marked by its rich Spanish roots.

Hotel: Crowne Plaza Albuquerque or similar

Day 7 - Albuquerque

Today, explore historic Old Town Albuquerque on a private walking tour. Learn about the history of Albuquerque and Route 66 on this tour. Your tour guide will escort you on an exciting adventure through time. Uncover Old Town’s unusual and well-hidden architectural details you find most intriguing. Reminisce about the early southwest pioneers’ daily struggle to survive. Relive the sights and sounds of the Civil War as Confederate soldiers entered the Plaza. Imagine early merchants as they travelled the Santa Fe Trail for trade.

Hotel: Crowne Plaza Albuquerque or similar

Day 8 - Williams

Travel to the station and board Amtrak to Williams Junction on the Southwest Chief. Upon arrival in Williams Junction, you will be transferred to Williams and the Grand Canyon Railway Hotel.

Hotel: Grand Canyon Railway Hotel or similar

Day 9 - Grand Canyon

Enjoy your breakfast at the Fred Harvey Restaurant and be sure to not miss the morning shootout before boarding the Grand Canyon Railway into the Grand Canyon National Park. Explore the South Rim on your coach tour and take in some of the most spectacular vistas in North America formed over 17 million years ago.

Hotel: Maswick Lodge or similar
Meals: Breakfast

Day 10 - Grand Canyon

Enjoy today at leisure in the Grand Canyon. Spend your free time enjoying the sights of the Canyon and taking in the fresh air, amazing sights and many photo opportunities in the park.

Hotel: Maswick Lodge or similar

Day 11 - Grand Canyon to Los Angeles

After a good night’s sleep, board the Grand Canyon Railway back to Williams. Enjoy your included dinner at the Fred Harvey Restaurant this evening. Board your transfer from the hotel to the Amtrak station and then board the Southwest Chief train to Los Angeles.

Hotel: Overnight on board the train
Meals: Dinner

Day 12 - Los Angeles

Upon arrival early this morning, travel on your own to your hotel. Spend the day exploring Hollywood at leisure. Stop by the Walk of Fame or venture up to Griffith Observatory to view the Hollywood sign. There is so much to do and see in Los Angeles!

Hotel: The LA Grand Hotel Downtown or similar

Day 13 - Los Angeles

Today, enjoy a guided sightseeing city tour of Los Angeles. See the homes of famous movie stars, tour Hollywood and visit the most popular of California’s beaches, including Ventura, Venice and Santa Monica Beaches. At Santa Monica Pier make sure to take a picture at the sign marking the end of Route 66.

Hotel: The LA Grand Hotel Downtown or similar

Day 14 - Farewell from Los Angeles

Your Route 66 rail adventure comes to an end in Los Angeles today. Choose to add extra nights here to explore the city further, move on to your next destination or head to the airport for your international flight home.

14 day Rail Holiday - from £1799

With flights from £2339


  • On the train, upgrade to a Roomette from £135 or a Bedroom from £475
  • Add extra nights in Chicago, Los Angeles or any location en route
  • Choose to fly Economy, Premium, Business or First Class

Include this Rail Holiday in an America holiday
designed for you

Add to wish list Enquire now

Prices are per person, based on 2 sharing a twin room and include meals where shown. Hotel and room facilities vary and may be subject to additional fees. Some hotels require payment of local city taxes on arrival. Amtrak travel is for Coach Accommodations unless otherwise stated. Upgrades to Roomette or Bedroom accommodations on board Amtrak are available. Call Freedom Destinations for departure dates and availability Seasonal variations may apply – call 0333 234 0922 or enquire now for more details. Note: Itineraries may vary for tours departing from 1st April 2022 onwards.


Discover America on an exciting independent rail adventure. All rail explorers can be booked as they are or you can choose to add extra days to extend your stay in the USA.

Your rail holiday includes:

  • Superb sightseeing and activities
  • Comfortable travel by rail journey
  • 11 nights hotel accommodation
  • 2 nights onboard the train
  • Meals as shown
  • Extra night options

See more USA rail holidays…

See more 2 week America holidays…

For advice or to start planning your holiday

talk to an America Expert on 0333 234 0922