There are road trips… and then there is Route 66.

Known as the “Main Street of America,” Route 66 is more than just a highway — it is a journey through history, culture, and the spirit of adventure. Stretching from Chicago to the Pacific Coast, this legendary route takes you through classic Americana, iconic cities, hidden roadside gems, and some of the most breathtaking landscapes in the country.

These two curated 16-day adventures bring that experience to life, combining carefully planned stops, immersive sightseeing, and seamless travel into one unforgettable journey.

Two Epic Journeys, One Legendary Route

Each itinerary follows the heart of Route 66 while offering unique experiences along the way. With thoughtfully designed routes, these tours allow you to experience the best of the journey — without the stress of planning every stop yourself.

The Route: From Chicago to the California Coast

Your adventure begins in Chicago, where the spirit of Route 66 first comes to life. From there, the journey unfolds through a series of iconic stops and hidden gems that define the American road trip experience.

Travel through classic Route 66 towns like Pontiac and Springfield, then continue into historic cities like St. Louis with its famous Gateway Arch. As you move west, you’ll experience the charm of Tulsa, Oklahoma City, and Amarillo, each offering its own unique piece of Americana.

The journey continues through the Southwest, with stops in Albuquerque, Gallup, and Winslow, where desert landscapes and open skies redefine what a road trip can feel like.

From there, you’ll experience the breathtaking beauty of Grand Canyon National Park, followed by the nostalgic charm of Seligman, the energy of Las Vegas, and the glamour of Beverly Hills, before ending your journey along the iconic shores of Santa Monica.

Highlights of the Experience

• Drive along historic Route 66 — the ultimate American road trip
• Visit iconic cities and charming small towns
• Experience the Grand Canyon, one of the world’s natural wonders
• Explore Las Vegas and its vibrant nightlife
• Discover hidden roadside attractions and classic Americana
• End your journey at the Pacific Ocean in Santa Monica

Select departures may also include special seasonal experiences such as the Albuquerque Balloon Fiesta, adding an unforgettable visual highlight to your journey.

What’s Included

These guided journeys are designed to be seamless and stress-free, allowing you to fully enjoy the experience.

• Comfortable accommodations throughout your journey
• Transportation between destinations
• Expertly planned itineraries
• Guided experiences and sightseeing opportunities
• Time to explore and enjoy each destination

Pricing & Tour Details

These two 16-day Route 66 adventures are available at:

• $3,319 per person
• $4,019 per person

Each itinerary offers a slightly different experience while maintaining the same iconic route and core highlights.

Who This Trip Is Perfect For

• Travelers seeking a true American road trip experience
• First-time USA explorers
• Adventure lovers and photographers
• Couples, solo travelers, and small groups
• Anyone ready for a bucket-list journey

Start Your Route 66 Adventure

This is more than a trip — it is a journey across America’s most legendary highway. From city skylines to desert landscapes to ocean views, every moment is designed to be unforgettable.