Route 66, often referred to as the “Main Street of America” or the “Mother Road,” is an iconic route that stretches over 2,400 miles from Chicago, Illinois, to Santa Monica, California. Riding a motorcycle along this historic highway is a quintessential American adventure, offering a nostalgic journey through the heartland of the United States. Established in 1926, Route 66 served as a major path for those migrating west, and it encapsulates the spirit of freedom and exploration.
The Route 66 Motorcycle Tour is a dream come true for riders seeking an epic cross-country journey filled with diverse landscapes, historic sites, and unique Americana. The tour begins in Chicago, where you can explore the vibrant city before hitting the open road. As you ride westward, you’ll traverse eight states, each offering its own unique scenery and attractions. From the vast plains of Illinois and Missouri to the desert landscapes of New Mexico and Arizona, every mile presents new adventures.
Riders will experience a rich tapestry of Americana, with stops at classic diners, vintage motels, and quirky roadside attractions. Key highlights include the Gateway Arch in St. Louis, the Cadillac Ranch in Texas, and the Grand Canyon in Arizona. The tour culminates at the Santa Monica Pier, where Route 66 meets the Pacific Ocean, providing a perfect ending to a legendary journey.
Throughout the tour, you’ll navigate a mix of historic sections of Route 66 and modern highways, ensuring a balance of nostalgia and convenience. The Route 66 Motorcycle Tour is not just about the destination; it’s about the journey and the stories that unfold along the way. It’s a chance to step back in time and experience the essence of America from the seat of your motorcycle.
Trip Info
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5 Star Hotels
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Chicago, IL
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Spring, Autumn
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Santa Monica, CA
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Yes
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Guided
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Available
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Covered 80%
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English, Spanish
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All Included
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VISA, Mastercard
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Available
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Yes
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Included
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Hotel
Overview
The Route 66 Motorcycle Tour spans approximately 2,400 miles from Chicago to Santa Monica, crossing eight states. This guided tour provides a comprehensive journey through America’s heartland, blending historic charm with natural beauty and cultural landmarks. It is designed for motorcycle enthusiasts looking for an unforgettable ride across diverse landscapes and iconic sites.
Trip Highlights
- Chicago, Illinois: Explore the Windy City before starting your journey.
- Gateway Arch, St. Louis: Iconic landmark offering panoramic views.
- Cadillac Ranch, Texas: Unique art installation with half-buried cars.
- Petrified Forest National Park, Arizona: Scenic park with ancient trees turned to stone.
- Grand Canyon, Arizona: One of the natural wonders of the world.
- Santa Monica Pier, California: The historic end point of Route 66.












