Route 66 Rail Holiday • View Itinerary
0333 234 0922 We are open today until 6:30 pm
Home Wish List Enquire Phone
Grand Canyon Railway, Aerial View
Chicago, Illinois
Navy Pier, Chicago
Amtrak Rail Station
Gateway Arch, St. Louis, Missouri, USA
Southwest Chief, Colorado
Albuquerque and the Sandia Mountains, New Mexico
Route 66
Grand Canyon
Grand Canyon
Grand Canyon Railway, Williams, Arizona
Hollywood Sign, Los Angeles
Route 66 End of the Trail sign, Santa Monica, California
Beverly Hills, Los Angeles, California

Route 66 by Rail

14 day Rail Holiday – from £2249

With flights from £2899

A new take on an iconic journey! Ride the Southwest Chief and the Texas Eagle from Chicago to Los Angeles, enjoying two nights on board between hotel stays.

Highlights:
  • Enjoy two nights in Chicago and a hop-on hop-off sightseeing tour
  • Visit the St. Louis Gateway Arch and Old Town Albuquerque
  • Stay in Williams and ride the Grand Canyon Railway
  • Join a guided tour to the Grand Canyon’s South Rim
  • Spend three nights in L.A. to visit Hollywood and Santa Monica

Your Itinerary

Expand All

This itinerary is customisable. Just let us know if you would like to add extra nights, activities or destinations.

Chicago, Illinois

Day 1 – Welcome to Chicago

Welcome to Chicago! On arrival, make your way to your hotel, where you’ll be staying for…

Welcome to Chicago! On arrival, make your way to your hotel, where you’ll be staying for two nights. Relax after your flight or head out into the ‘Windy City’!

    Holiday Inn Chicago Downtown Wolf Point or similar

Chicago, Illinois
Navy Pier, Chicago

Day 2 – Chicago

You have a full day to explore Chicago, with a hop-on, hop-off sightseeing pass to help…

You have a full day to explore Chicago, with a hop-on, hop-off sightseeing pass to help you get around. Visit the Magnificent Mile, Navy Pier and many more iconic destinations. Don’t forget to hop off and take a picture at the famous sign marking the start of Route 66!

Finish a fantastic day of sightseeing with an included dinner a popular Chicago restaurant.

    Holiday Inn Chicago Downtown Wolf Point or similar

    Dinner
Navy Pier, Chicago
Amtrak Rail Station

Day 3 – Chicago to St. Louis

Enjoy the last of your sightseeing opportunities in Chicago, before making your way to Union Station…

Enjoy the last of your sightseeing opportunities in Chicago, before making your way to Union Station and board the Amtrak train to St. Louis. Your journey through the ‘Land of Lincoln’ to the ‘Show-Me-State’ includes some amazing views, albeit just a taster for those to come.

    Holiday Inn St. Louis Downtown or similar

Amtrak Rail Station
Gateway Arch, St. Louis, Missouri, USA

Day 4 – St. Louis

Begin your day with a visit to St. Louis’ iconic Gateway Arch, which at…

Begin your day with a visit to St. Louis’ iconic Gateway Arch, which at an astounding 630-feet tall, is the tallest man-made National Monument in the United States. Its unique shape and stainless-steel façade represent St. Louis’ history as the jumping off point for pioneers journeying into the American West.

    Holiday Inn St. Louis Downtown or similar

Gateway Arch, St. Louis, Missouri, USA
Southwest Chief, Colorado

Day 5 – St. Louis to Albuquerque

Make your way to the station and board the Amtrak train to Albuquerque; a relaxing overnight…

Make your way to the station and board the Amtrak train to Albuquerque; 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.

    Overnight on board the train

Southwest Chief, Colorado
Albuquerque and the Sandia Mountains, New Mexico

Day 6 – Albuquerque

Arrive in Albuquerque later this afternoon and travel to your hotel. Enjoy your free time exploring…

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

    Crowne Plaza Albuquerque or similar

Albuquerque and the Sandia Mountains, New Mexico
Route 66

Day 7 – Albuquerque

Today, explore historic Old Town Albuquerque on a private walking tour. Learn about the history of…

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

    Crowne Plaza Albuquerque or similar

Route 66
Grand Canyon Railway, Aerial View

Day 8 – Albuquerque to Williams

Head to the station and board the Southwest Chief train to Williams Junction, where on arrival…

Head to the station and board the Southwest Chief train to Williams Junction, where on arrival you will be transferred the Grand Canyon Railway Hotel in the town of Williams.

    Grand Canyon Railway Hotel or similar

Grand Canyon Railway, Aerial View
Grand Canyon

Day 9 – Grand Canyon

Enjoy breakfast at the Fred Harvey Restaurant and be sure to not miss the morning shootout…

Enjoy 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 a coach tour and take in some of the most spectacular vistas in North America, formed over 17 million years ago.

    Maswik Lodge or similar

    Breakfast
Grand Canyon
Grand Canyon

Day 10 – Grand Canyon

Enjoy today at leisure in the Grand Canyon. Spend your free time taking in the fresh…

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

    Maswik Lodge or similar

Grand Canyon
Grand Canyon Railway, Williams, Arizona

Day 11 – Grand Canyon to Los Angeles

After a good night’s sleep, board the Grand Canyon Railway back to Williams. Enjoy dinner at…

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

    Overnight on board the train

    Dinner
Grand Canyon Railway, Williams, Arizona
Hollywood Sign, Los Angeles

Day 12 – Los Angeles

Upon arrival early this morning, make your way to your hotel. Spend the day exploring Hollywood…

Upon arrival early this morning, make your way 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!

    Holiday Inn Express Hollywood Walk Of Fame or similar

Hollywood Sign, Los Angeles
Route 66 End of the Trail sign, Santa Monica, California

Day 13 – Los Angeles

Today, enjoy a guided sightseeing city tour of Los Angeles. See the homes of famous movie…

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, at Ventura, Venice and Santa Monica, where you’ll also find the ‘End of Route 66’ sign by the pier.

    Holiday Inn Express Hollywood Walk Of Fame or similar

Route 66 End of the Trail sign, Santa Monica, California
Beverly Hills, Los Angeles, California

Day 14 – Farewell from Los Angeles

Your Route 66 rail adventure comes to an end today. Make your way to the airport…

Your Route 66 rail adventure comes to an end today. Make your way to the airport for your flight home, or perhaps head up to San Francisco to extend your holiday?

Beverly Hills, Los Angeles, California

Your Itinerary

This itinerary is customisable. Just let us know if you would like to add extra nights, activities or destinations.

Day 1

|

Welcome to Chicago

Welcome to Chicago! On arrival, make your way to your hotel, where you’ll be staying for two nights. Relax after your flight or head out into the ‘Windy City’!

    Holiday Inn Chicago Downtown Wolf Point or similar

Chicago, Illinois

Day 2

|

Chicago

You have a full day to explore Chicago, with a hop-on, hop-off sightseeing pass to help you get around. Visit the Magnificent Mile, Navy Pier and many more iconic destinations. Don’t forget to hop off and take a picture at the famous sign marking the start of Route 66!

Finish a fantastic day of sightseeing with an included dinner a popular Chicago restaurant.

    Holiday Inn Chicago Downtown Wolf Point or similar

    Dinner
Navy Pier, Chicago

Day 3

|

Chicago to St. Louis

Enjoy the last of your sightseeing opportunities in Chicago, before making your way to Union Station and board the Amtrak train to St. Louis. Your journey through the ‘Land of Lincoln’ to the ‘Show-Me-State’ includes some amazing views, albeit just a taster for those to come.

    Holiday Inn St. Louis Downtown or similar

Amtrak Rail Station

Day 4

|

St. Louis

Begin your day with a visit to St. Louis’ iconic Gateway Arch, which at an astounding 630-feet tall, is the tallest man-made National Monument in the United States. Its unique shape and stainless-steel façade represent St. Louis’ history as the jumping off point for pioneers journeying into the American West.

    Holiday Inn St. Louis Downtown or similar

Gateway Arch, St. Louis, Missouri, USA

Day 5

|

St. Louis to Albuquerque

Make your way to the station and board the Amtrak train to Albuquerque; 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.

    Overnight on board the train

Southwest Chief, Colorado

Day 6

|

Albuquerque

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

    Crowne Plaza Albuquerque or similar

Albuquerque and the Sandia Mountains, New Mexico

Day 7

|

Albuquerque

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

    Crowne Plaza Albuquerque or similar

Route 66

Day 8

|

Albuquerque to Williams

Head to the station and board the Southwest Chief train to Williams Junction, where on arrival you will be transferred the Grand Canyon Railway Hotel in the town of Williams.

    Grand Canyon Railway Hotel or similar

Grand Canyon Railway, Aerial View

Day 9

|

Grand Canyon

Enjoy 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 a coach tour and take in some of the most spectacular vistas in North America, formed over 17 million years ago.

    Maswik Lodge or similar

    Breakfast
Grand Canyon

Day 10

|

Grand Canyon

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

    Maswik Lodge or similar

Grand Canyon

Day 11

|

Grand Canyon to Los Angeles

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

    Overnight on board the train

    Dinner
Grand Canyon Railway, Williams, Arizona

Day 12

|

Los Angeles

Upon arrival early this morning, make your way 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!

    Holiday Inn Express Hollywood Walk Of Fame or similar

Hollywood Sign, Los Angeles

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, at Ventura, Venice and Santa Monica, where you’ll also find the ‘End of Route 66’ sign by the pier.

    Holiday Inn Express Hollywood Walk Of Fame or similar

Route 66 End of the Trail sign, Santa Monica, California

Day 14

|

Farewell from Los Angeles

Your Route 66 rail adventure comes to an end today. Make your way to the airport for your flight home, or perhaps head up to San Francisco to extend your holiday?

Beverly Hills, Los Angeles, California

This Rail Holiday Includes

11 nights hotel accommodation
2 nights onboard the train
1 breakfast and 2 dinners
Excursions and activities as detailed in the itinerary

Flights & More

Ask your FREEDOM Consultant to include Economy, Premium or Business Class flights for a complete ABTA and ATOL protected package.

They can also add extra nights and experiences in places you choose, to create the exact holiday you are looking for. Popular options include:

  • An upgrade to a Roomette or a Bedroom
  • Extra nights in Chicago, Los Angeles or any location en route

Next Step

Please get in touch with our America Experts to start planning your holiday. You’ll have a single point of contact from your first enquiry through booking.

Route 66 by Rail

14 day Rail Holiday – from £2249

With flights from £2899

Prices are per person, based on two people sharing a double or twin room and include meals where shown. Seasonal variations may apply. 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.

Map

Route 66 by rail, Route Map

Subscribe to our Newsletter

For the latest travel inspiration and offers delivered straight to your inbox.