Tour Overview
Chicago to Los Angeles, our Route 66 adventure is filled with iconic stops, quirky roadside attractions, local eats, and rich history. Highlights included the Willis Tower, Gemini Giant, Meramec Caverns, Cadillac Ranch, and the Santa Monica Pier—marking the perfect end to our classic American journey. This is a truly unique tour as we celebrate the 100th anniversary of the legendary Route 66.
- Wichita
- Oklahoma City
- Tulsa
- 21 meals Included
- Willis Tower Skydeck
- The Berghoff Restaurant
- Gemini Giant
- Association Hall of Fame & Museum
- American Giants Museum
- world's largest catsup bottle
- Cahokia Mounds State Park
- Chain of Rocks Bridge
- Ted Drew's Frozen Custard Stand
- Meramec Caverns
- Red Rocker
- Galloway's whimsical Totem Pole Park
- Will Rogers Memorial Museum
- Catoosa Blue Whale
- Mother Road Market
- Route 66 Historic Village
- Arcadia Round Barn
- Pop's
- Cowboy Museum
- Cadillac Ranch
- Midpoint Sign
- Tinkertown Museum
- Sandia Peak Tram
- Mexico Mining Museum
- City tour of Albuquerque
- Wigwam Motel
- Hackberry Old General Store
- Bearizona
- California Route 66 Museum
- McDonald's Museum
- End of Route 66
- Los Angeles on a guided city tour
- Santa Monica Pier
Tour days tend to be longer and operate at a quicker pace. Expect to stand and walk for long periods of time, with short regular breaks and climb multiple flights of stairs. Some destinations may have changes in altitude and/ or temperature.
Price
- 5379
- Single
- 4449
- Double
- 4199
- Triple
- 3999
- Quad
Terms & Conditions
Cancellation Policy C
$300 Non-Refundable Deposit Per Person | Rates Per Person
Final Payment Due 92 days before departure
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Travel Insurance
Optional Travel Protection Plan Available, for more information Click Here
Itinerary
From Chicago to Los Angeles, our Route 66 adventure is packed with iconic landmarks, quirky roadside attractions, local cuisine, and a deep dive into American history. Highlights of the journey include the Willis Tower, the towering Gemini Giant, the mysterious Meramec Caverns, the colorful Cadillac Ranch, and the iconic Santa Monica Pier—the perfect finale to a classic cross-country trip. This unforgettable tour is made even more special as we celebrate the 100th anniversary of the legendary Route 66.
Day 1 // Chicago, IL
The day begins with a flight to Chicago, followed by a visit to the iconic Willis Tower Skydeck, where breathtaking city views await. To end the evening, enjoy dinner at The Berghoff Restaurant, a historic Route 66 establishment known for its authentic German cuisine and rich heritage.
Day 2 // Springfield, IL
The next morning, we kick off the iconic Route 66 begin sign, perfect for a classic photo op. Along the way, we stop to admire the famous Gemini Giant, one of the highway's most beloved roadside attractions. Our exploration continues at the Route 66 Association Hall of Fame & Museum, where the history and culture of this legendary road come alive. We then dive deeper into the story of the “giants” of Route 66 at the American Giants Museum.
Day 3 // St. Louis, MO
We take a guided city tour of Springfield to uncover more about Route 66's attractions and rich history. Lunch is served at a popular Route 66 diner. Our photo journey includes snapping the world's largest catsup bottle, a quirky and unforgettable landmark. Later, we visit the ancient Cahokia Mounds State Park, followed by a stroll across the unique Chain of Rocks Bridge. To sweeten the day, we stop by Ted Drew's Frozen Custard Stand for a classic treat.
Day 4 // Joplin, MO
Our adventure takes us underground at Meramec Caverns, a stunning natural wonder filled with mystery. On the surface, we pause for a photo with the iconic Red Rocker, then explore the charming Old Riverton Store. The day winds down with a delicious included dinner.
Day 5 // Tulsa, OK
On the way to Tulsa, we visit the Kansas Route 66 Visitor Center to gather stories and souvenirs. We marvel at Ed Galloway's whimsical Totem Pole Park and pay respects at the Will Rogers Memorial Museum. We stop for photos at the quirky Catoosa Blue Whale before enjoying a lively meal at the Mother Road Market. Dinner is included, rounding out a day full of unique stops.
Day 6 // Oklahoma City, OK
Today's highlights include the Route 66 Historic Village We admire the graceful Arcadia Round Barn, then make a fun stop at Pop's for a refreshing soda pop. The day concludes at the Cowboy Museum, celebrating the spirit of the American West.
Day 7 // Amarillo, TX
We explore the fascinating Stafford Space Museum before indulging in lunch at Lucille's Roadhouse, known for its hearty fare. The Oklahoma Route 66 Museum and Devil's Rope Museum provide a fascinating look at local traditions and rich back stories.
Day 8 // Albuquerque, NM
We kick off the day with a visit to the colorful Cadillac Ranch, an artistic landmark on the highway. We pause at the Midpoint Sign, marking the halfway point of Route 66, before exploring the quirky Tinkertown Museum. The day's highlight is a scenic ride on the Sandia Peak Tram, offering stunning views of the New Mexico landscape.
Day 9 // Albuquerque, NM
A city tour immerses us in the rich cultural tapestry of Albuquerque and nearby Santa Fe, uncovering history, art, and architecture unique to the Southwest. Admire centuries-old adobe structures, and explore galleries that reflect the region's deep Native American and Spanish heritage.
Day 10 // Flagstaff, AZ
We begin with the New Mexico Mining Museum, then stop for a photo at the iconic Wigwam Motel. Lunch will be included today. Our journey continues with a memorable photo at the “Standin' on a Corner” spot in Winslow, Arizona.
Day 11 // Barstow, CA
The day starts at Bearizona, a wildlife park showcasing native animals in natural habitats. We drive past the famous Hackberry Old General Store, then stop at the Arizona Route 66 Museum to deepen our connection with the road's legacy. Our scenic drive from Needles to Barstow offers breathtaking desert landscapes.
Day 12 // Los Angeles, CA
We explore the California Route 66 Museum and the nostalgic McDonald's Museum. Our journey culminates at the Santa Monica Pier, at the “End of Route 66” sign marks the completion of this legendary road trip. You will have some free time before Dinner to celebrate the 2,448 miles we covered.
Day 13 // Home
On the final day, take in the sights of Los Angeles on a guided city tour, showcasing the glitz and glamour of Hollywood and its famous attractions before we board our flight home, carrying memories from a journey across America's most iconic highway.
Itinerary Map
