Route 66: The Ultimate American Road Trip

Posted on 27th Aug, 2026


  • Centenary Celebrations & Retro Americana: Experience living history across 2,400 miles of neon-lit towns, vintage diners, and iconic roadside landmarks.

  • A Bucket-List American Journey: Marvel at ever-changing landscapes, moving from midwestern farmlands and red-rock desert canyons to the Pacific coast.

  • The Ultimate Cruise and Stay: Combine an escorted highway road trip through America's heartland with a relaxing seven-night coastal sailing.


Nothing defines the spirit of open-road adventure quite like taking to America's most legendary highway.

In 2026, Route 66 celebrates its centenary, marking one hundred years of defining the great American road trip. Stretching nearly 2,400 miles from the shores of Lake Michigan in Chicago to the iconic Santa Monica Pier in California, the "Mother Road" represents the ultimate adventure through the beating heart of North America.

article image

While driving across the vast heartland is a bucket-list achievement in itself, continuing the journey beyond the coast turns a classic road trip into an extraordinary cruise and stay holiday.

By pairing a land-based tour with a coastal sailing, you get the perfect dual-horizon getaway: active discovery among desert canyons and retro roadside towns, followed by total relaxation on the ocean.

celebrity apex

Celebrating 100 Years on the Open Road

There has never been a better time to experience the Mother Road than during its 100th anniversary year. From Illinois to California, historic towns are coming alive with centenary celebrations, restoring vintage neon signboards, and opening newly upgraded highway museums.

Travelling this iconic route is a chance to slow down and savour living history, where every pitstop tells a story of mid-century optimism and small-town warmth.

article image

Iconic Sights Along the Mother Road

Route 66 is essentially a 2,400-mile open-air museum passing through eight states, with landscapes that evolve dramatically outside your window.

In the Midwest, the road rolls past the towering Gateway Arch in St. Louis, historic filling stations, and retro diners serving up hot filter coffee and slice-of-pie nostalgia.

Heading into the broad plains of Oklahoma and Texas, you will encounter eccentric art installations, including Cadillac Ranch in Amarillo, where ten paint-splattered cars stand buried nose-down in the desert soil. This sits alongside historic trading posts rich in pioneer lore.

Cadillac Ranch, Amarillo

Further west, the scenery becomes grander still as you enter the American Southwest. The highway carves through the crimson-hued landscapes of New Mexico and Arizona, passing near the breathtaking vastness of the Grand Canyon, trading posts in Native American nation lands, and neon-lit motor courts.

Finally, the route sweeps through the stark expanse of the Mojave Desert before reaching the sea breeze and bustling atmosphere of Santa Monica Pier.

article image

Why Route 66 Belongs on Your Bucket List

A trip along Route 66 is far more than a way to get from A to B; it is an immersive dive into the cultural soul of America.

Living Nostalgia and Americana

The Mother Road offers a rare chance to step back into a simpler era. The neon signs flickering at dusk, family-run roadside motels, and classic chrome-trimmed diners preserve a sense of mid-century charm and genuine hospitality that has largely vanished from modern travel.

article image

Extraordinary Scenery and Open-Road Freedom

Few routes anywhere on Earth offer such sweeping geographical variety. In a single holiday, you transition from Chicago’s soaring skyline to rolling prairies, dramatic desert mesas, and sunlit Pacific bluffs. The sense of freedom on the open road is unmatched, with every bend presenting a new horizon to explore.

article image

From Desert Highways to Ocean Horizons

Combining a Route 66 road trip with a coastal cruise creates a wonderful rhythm for a holiday. After days filled with sightseeing, desert heat, and highway miles, arriving at the Pacific Coast marks a refreshing change of pace.

Stepping onto a cruise ship is the ultimate reward after your overland adventure. Instead of packing bags and changing hotels every morning, you can unpack just once into your stateroom.

You can spend your days floating in the pool, enjoying ocean breezes, and dining under the stars as your ship carries you along golden coastlines and to vibrant harbour towns.

Majestic Princess in Mexico

Route 66 Escorted Cruise and Stay Holidays with Cruise.co.uk

To make this dream journey effortless, Cruise.co.uk offers dedicated escorted cruise and stay packages that handle all the logistics, from comfortable coach travel to your ocean cabin, allowing you to simply sit back and enjoy the ride.

article image

The 100 Year Anniversary Journey

Embrace the spirit of the Mother Road on an exclusive escorted coach tour along iconic stretches of Route 66.

Built around centenary highlights, this itinerary includes guided visits to famous landmarks such as the Cadillac Ranch in Texas, the Route 66 Car Museum, and the moving Oklahoma City National Memorial.

Afterwards, board a 7-night California Coastal cruise to sail along the golden West Coast in style.

Discover the 100 Year Anniversary Journey cruise & stay holiday details here...

Vintage car oldtimer driving through National Park USA on Route 66

West Coast Wanderlust & Mexico Magic

If you want to focus on the jaw-dropping natural landscapes of the Southwest, choose a guided overland tour highlighting the Grand Canyon, the engineering marvel of the Hoover Dam, and the vibrant energy of Los Angeles.

Following your land tour, set sail on a 7-night Mexican Riviera cruise to explore tropical beaches, colourful port towns, and warm azure waters.

Discover the West Coast Wanderlust & Mexico Magic cruise & stay holiday details here...

article image

Combining the nostalgic magic of America's most famous highway with the effortless comfort of an ocean cruise offers a holiday experience that truly has it all.

From neon-lit midwestern towns and red-rock desert canyons to the soothing waves of the Pacific, a Route 66 cruise and stay package allows you to tick off an iconic bucket-list road trip while enjoying total relaxation at sea.

Author: Naomi Allen

Role: Junior Content Editor

Ready to plan your North America cruise adventure? Explore all North America cruise & stay deals here...