Call us free on 0800 270 0069 We are open today between 9am and 5:30pm

Home/USA Holidays/USA Fly Drive Holidays/Route 66 Holidays

Route 66 Holidays 2024, 2025

Travel one of the worlds most iconic roads – Route 66. It’s the stuff of legends, music, movies & Americana spring to life along this cultural artery.

Linking Chicago, Illinois, to Los Angeles, California, U.S. Route 66 runs 2448 miles and gives travellers a chance to see several major landmarks and monuments and explore some national parks. There's no better way to get a taste for U.S. tradition and road trip lore than along this much-loved byway. Pack your camera, sunscreen and shades, and enjoy the views along the way.

No matter how you want to travel, by Car, Motorhome or Motorcycle, we can help plan you dream, from a full transit or even just taking in some shorter sections. We would love to help you design your own perfect Route 66 itinerary. 

Please find a small selection of our Route 66 holidays. If your perfect trip does not appear, please just call us to help design it for you. 

×

Filter Results

USA Self Drive Holidays

The Classic West Self Drive Holiday

  • 13 Nights
  • Los Angeles
  • Laughlin
  • Grand Canyon
  • Kayenta
  • Lake Powell
  • Bryce Canyon
  • Las Vegas
  • Death Valley
  • Yosemite National Park
  • Lake Tahoe
  • San Francisco

From £2600pp

USA Fly Drive Holidays

Route 66 Fly Drive Holiday

  • 15 Nights
  • Chicago
  • St Louis
  • Springfield
  • Oklahoma City
  • Amarillo
  • Albuquerque
  • Holbrook
  • Williams
  • Las Vegas
  • Los Angeles

From £3020pp

USA RV, Motorhomes Holidays

Route 66 RV Holiday

  • 15 Nights
  • Chicago
  • St Louis
  • Springfield
  • Oklahoma City
  • Amarillo
  • Albuquerque
  • Holbrook
  • Williams
  • Las Vegas
  • Los Angeles

From £4150pp

USA Road Trips

Wild Wild West USA Road Trip

  • 12 Nights
  • Los Angeles
  • San Diego
  • Tucson
  • Las Cruces
  • Santa Fe
  • Durango
  • Kayenta
  • Williams
  • Las Vegas

From £2385pp

USA Fly Drive Holidays

Route 66 East

  • 15 Nights
  • Chicago
  • St Louis
  • Springfield
  • Tulsa
  • Oklahoma City
  • Dallas

From £2595pp

USA Fly Drive Holidays

Route 66 Best of the West

  • 14 Nights
  • Los Angeles
  • Palm Springs
  • Kingman
  • Williams
  • Holbrook
  • Santa Fe
  • Chicago

From £2935pp

USA Fly Drive Holidays

Route 66 West

  • 17 Nights
  • Dallas
  • Oklahoma City
  • Amarillo
  • Santa Fe
  • Albuquerque
  • Holbrook
  • Flagstaff
  • Kingman
  • Los Angeles

From £2980pp

USA Escorted Tours

New York to Hollywood Escorted Tour

  • 16 Nights
  • New York
  • Washington DC
  • Niagara Falls
  • Detroit
  • Chicago
  • Sioux City
  • Rapid City
  • Cody
  • Yellowstone
  • Salt Lake City
  • Bryce Canyon
  • Flagstaff
  • Las Vegas
  • Los Angeles

From £3800pp

USA Motorcycle Holidays

Route 66 by Motorcycle

  • 14 Nights
  • Chicago
  • Springfield
  • Rolla
  • Tulsa
  • Clinton
  • Amarillo
  • Santa Fe
  • Gallup
  • Flagstaff
  • Williams
  • Laughlin
  • Victorville
  • Los Angeles

Call Us

USA Road Trip Planner

Below is a small selection of self drive tours we have put together to give you an idea of what is possible, The number of tours that can be put together is almost endless. The open road is yours....

USA Road Trips

Pacific Coast Highway Road Trip

  • 7 Nights
  • Los Angeles
  • Pismo Beach
  • Monterey / Carmel
  • Yosemite National Park
  • San Francisco

From £1740pp

USA Road Trips

Canyon Adventure Fly Drive Holiday

  • 7 Nights
  • Las Vegas
  • Bryce Canyon
  • Moab
  • Mesa Verde
  • Grand Canyon

From £2160pp

USA Fly Drive Holidays

California Fly Drive

  • 11 Nights
  • San Francisco
  • Sonoma
  • Lake Tahoe
  • Yosemite National Park
  • Death Valley
  • Los Angeles
  • San Diego

From £2755pp

USA Road Trips

Blues & Booze USA Road Trip

  • 12 Nights
  • Chicago
  • Indianapolis
  • Louisville
  • Nashville
  • Memphis
  • Vicksburg
  • New Orleans

From £3255pp

USA Fly Drive Holidays

The Wild West Fly Drive Holiday

  • 15 Nights
  • Denver
  • Cheyenne
  • Rapid City
  • Cody
  • Jackson
  • Salt Lake City
  • Moab
  • Durango
  • Colorado Springs

From £3325pp

USA Fly Drive Holidays

Best of New England Fly Drive

  • 14 Nights
  • Boston
  • Portland Maine
  • Bar Harbor
  • White Mountains
  • Killington
  • The Berkshires
  • Mystic
  • Yarmouth MA

From £3430pp

USA Self Drive Holidays

Talkin' Texan Self Drive Holiday

  • 12 Nights
  • Dallas
  • Austin
  • Fredericksburg
  • Bandera
  • San Antonio
  • Corpus Christi
  • Houston

From £3459pp

USA Road Trips

Boston to New York By The Beaches Road Trip

  • 8 Nights
  • Boston
  • Yarmouth
  • Martha's Vineyard
  • Mystic
  • Riverhead
  • The Hamptons
  • New York

From £2245pp

USA Road Trips

A Southern Trail Road Trip

  • 10 Nights
  • New Orleans
  • Baton Rouge
  • Lafayette
  • Lake Charles
  • Houston
  • Austin

From £2305pp

USA Self Drive Holidays

The Classic West Self Drive Holiday

  • 13 Nights
  • Los Angeles
  • Laughlin
  • Grand Canyon
  • Kayenta
  • Lake Powell
  • Bryce Canyon
  • Las Vegas
  • Death Valley
  • Yosemite National Park
  • Lake Tahoe
  • San Francisco

From £2600pp

USA Self Drive Holidays

Great Lakes Inn-Sider Self Drive Holiday

  • 12 Nights
  • Chicago
  • Door County
  • Middleton
  • Winona
  • Minneapolis
  • Bayfield
  • Marquette
  • Mackinac Island
  • Saugatuck

From £3015pp

USA Fly Drive Holidays

Route 66 Fly Drive Holiday

  • 15 Nights
  • Chicago
  • St Louis
  • Springfield
  • Oklahoma City
  • Amarillo
  • Albuquerque
  • Holbrook
  • Williams
  • Las Vegas
  • Los Angeles

From £3020pp

USA Fly Drive Holidays

Western Trails

  • 14 Nights
  • Salt Lake City
  • Lava Hot Springs
  • Boise
  • McCall
  • Coeur d’Alene
  • Whitefish
  • Helena
  • Yellowstone
  • Jackson Hole
  • Casper
  • Cheyenne
  • Denver

From £3140pp

USA Fly Drive Holidays

Legends and Landscapes of the Old West

  • 13 Nights
  • Denver
  • Cheyenne
  • Deadwood
  • Minneapolis
  • Badlands
  • Fargo
  • Bismarck
  • Medora
  • Casper
  • Buffalo WY

From £3235pp

USA Fly Drive Holidays

Best of the Great American West

  • 20 Nights
  • Rapid City
  • Deadwood
  • Medora
  • Sheridan
  • Billings
  • Helena
  • Whitefish
  • Butte
  • Yellowstone
  • Cody
  • Riverton
  • Jackson
  • Ketchum
  • McCall
  • Boise

From £3665pp

USA Fly Drive Holidays

Giant Trees and Ancient Forests Road Trip

  • 5 Nights
  • San Francisco
  • Chester, CA
  • Lake Tahoe
  • Oakhurst

From £1595pp

USA Fly Drive Holidays

Explore New Jersey

  • 6 Nights
  • Atlantic City
  • East Rutherford

From £1620pp

USA Fly Drive Holidays

Explore Kentucky

  • 7 Nights
  • Newport, KT
  • Lexington
  • Bowling Green
  • Paducah
  • Owensboro
  • Louisville

From £1965pp

USA Self Drive Holidays

Best of Florida Self Drive Holiday

  • 9 Nights
  • Orlando
  • Clearwater
  • Naples
  • Miami

From £2120pp

USA Fly Drive Holidays

Flavours of San Antonio

  • 9 Nights
  • San Antonio
  • Fredericksburg

From £2179pp

USA Road Trips

Coasts and Mountains of the South Road Trip

  • 7 Nights
  • Atlanta
  • Asheville
  • Charlotte
  • Myrtle Beach
  • Charleston
  • Savannah

From £2200pp

USA Road Trips

Wild Wild West USA Road Trip

  • 12 Nights
  • Los Angeles
  • San Diego
  • Tucson
  • Las Cruces
  • Santa Fe
  • Durango
  • Kayenta
  • Williams
  • Las Vegas

From £2385pp

USA Fly Drive Holidays

The Florida Keys Fly Drive Holiday

  • 7 Nights
  • Miami
  • Islamorada
  • Key West
  • Key Largo

From £2445pp

USA Fly Drive Holidays

Route 66 East

  • 15 Nights
  • Chicago
  • St Louis
  • Springfield
  • Tulsa
  • Oklahoma City
  • Dallas

From £2595pp

USA Self Drive Holidays

Volcanic Peaks to Sparkling Shores Self Drive

  • 9 Nights
  • Portland
  • Astoria
  • Port Angeles
  • Seattle
  • Ashford
  • Welches
  • Grants Pass
  • Coos Bay

From £2750pp

USA Road Trips

Historic Cities of the Mid-Atlantic Road Trip

  • 11 Nights
  • Washington DC
  • Baltimore
  • Philadelphia
  • Gettysburg
  • Luray

From £2799pp

USA Fly Drive Holidays

The Florida Keys Fly Drive with New Orleans

  • 9 Nights
  • New Orleans
  • Miami
  • Islamorada
  • Key West
  • Key Largo

From £2825pp

USA Fly Drive Holidays

The Florida Keys Fly Drive with New York

  • 9 Nights
  • New York
  • Miami
  • Islamorada
  • Key West
  • Key Largo

From £2855pp

USA Fly Drive Holidays

Historic Cities and Coasts of the South

  • 12 Nights
  • Atlanta
  • Charleston
  • Savannah
  • Jekyll Island
  • Cape Canaveral
  • Miami

From £2870pp

USA Fly Drive Holidays

Quebec to New England Adventure

  • 14 Nights
  • Montreal
  • Stowe
  • White Mountains
  • Ogunquit
  • Boston
  • Green Mountain National Forest

From £2879pp

USA Fly Drive Holidays

Great North Music Tour Fly Drive

  • 12 Nights
  • Chicago
  • Detroit
  • Cleveland
  • Pittsburgh
  • Philadelphia
  • New York
  • Boston

From £2895pp

USA Fly Drive Holidays

Route 66 Best of the West

  • 14 Nights
  • Los Angeles
  • Palm Springs
  • Kingman
  • Williams
  • Holbrook
  • Santa Fe
  • Chicago

From £2935pp

USA Fly Drive Holidays

Route 66 West

  • 17 Nights
  • Dallas
  • Oklahoma City
  • Amarillo
  • Santa Fe
  • Albuquerque
  • Holbrook
  • Flagstaff
  • Kingman
  • Los Angeles

From £2980pp

USA Fly Drive Holidays

Only in America

  • 14 Nights
  • Newport, KT
  • Louisville
  • Lexington
  • Bowling Green
  • Paducah
  • Memphis
  • Nashville
  • Great Smoky Mountains
  • Chattanooga
  • Atlanta

From £2995pp

USA Fly Drive Holidays

San Antonio & Texas Hill Country

  • 9 Nights
  • San Antonio River Walk
  • San Antonio Hill Country
  • Bandera Dude Ranch
  • San Antonio

From £2995pp

USA Fly Drive Holidays

Utah's Red Rocks and Canyons

  • 12 Nights
  • Las Vegas
  • Zion National Park
  • Bryce Canyon
  • Torrey
  • Moab
  • Kanab

From £3035pp

USA Self Drive Holidays

Northwest Inn-Sider Self Drive Holiday

  • 13 Nights
  • Friday Harbor
  • Whidbey Island
  • Port Townsend
  • Cannon Beach
  • Portland
  • Eugene
  • Ashland
  • Eureka
  • Sonoma

From £3105pp

USA Road Trips

Mountains and Canyons Fly-Drive

  • 14 Nights
  • Denver
  • Glenwood Springs
  • Moab
  • Kayenta
  • Page
  • Williams
  • Las Vegas

From £3235pp

USA Fly Drive Holidays

Wonders of Alaska Fly Drive Holiday

  • 7 Nights
  • Anchorage
  • Seward
  • Talkeenta
  • Denali National Park

From £3275pp

USA Fly Drive Holidays

Eastern Canada and New England Discovery

  • 15 Nights
  • Toronto
  • Ottawa
  • Montreal
  • Quebec City
  • Boston
  • New York
  • Washington DC
  • Niagara Falls

From £3309pp

USA Fly Drive Holidays

Cowboys & Cajuns

  • 13 Nights
  • Houston
  • Lake Charles
  • Lafayette
  • Houma
  • New Orleans
  • Baton Rouge
  • Natchitoches
  • Dallas
  • San Antonio

From £3765pp

USA Train Holidays

Journey Through the Rockies to the Red Rocks and Beyond

  • 14 Nights
  • Denver
  • Moab
  • Monument Valley
  • Grand Canyon
  • Williams
  • Las Vegas
  • San Francisco

From £4965pp

We go above and beyond to make your holiday perfect


Tailor Made for You

  • We tailor make every holiday made around you.
  • Tell us what you'd like to see, what type of accommodation you prefer and how you'd like to travel.
  • We'll plan your perfect holiday, helping you to get the most from your time and budget.


Expert Advice

  • We don't just know travel, we love it!
  • Our Travel Experts have travelled throughout the World. They'll answer your questions with facts not guesses.
  • You'll have a dedicated Travel Expert to look after each stage of your booking.


100% Protected

  • Part of the Stewart Travel group, We've been helping people explore the World for more than 30 years.
  • Every trip is 100% ATOL protected.
  • We're only ever a phone call away.
Make an enquiry