Route 66 – Following the Sun
Departure
A cinematic journey along the world’s most iconic highway: from Chicago to Santa Monica, crossing the heart of the United States.
Highlights
- 4,000 km of pure American history: from the skyscrapers of Chicago to the Santa Monica Pier, traveling along the legendary Mother Road.
- 8 states with ever-changing landscapes: mountains, deserts, canyons, and vibrant cities showcasing the diversity of the country.
- Authentic cultural experiences at every stop: history, scenery, and local traditions making each stretch a unique adventure.
Departure – May 7, 2026
Embark on a 17-day journey along the iconic Route 66, the road that embodies the adventurous spirit of the United States. From the vibrant city of Chicago to the emblematic Santa Monica Pier, you’ll travel over 4,000 km across 8 states, experiencing the country’s cultural, historical, and natural diversity.
Along the way, visit historic cities like Springfield, St. Louis, Santa Fe, and Las Vegas, and explore charming towns that preserve the essence of Route 66. You’ll also experience the majesty of nature in unforgettable places like Monument Valley, home to ancient rock formations, and the Grand Canyon, a breathtaking landscape of immense beauty.
This trip combines road adventure, guided explorations, unique cultural experiences, and moments of rest to enjoy the scenery and local cuisine. Includes private van transportation, accommodation in selected hotels, entrance fees to indicated attractions, Spanish/English tour guide, and some meals. The experience concludes with a farewell dinner in Santa Monica, celebrating the completion of a truly unique journey.
Price per person: $5,700
Our Upcoming Destinations
Daily Itinerary
Date: May 7
We will meet at 5:00 PM in the hotel lobby to get acquainted and have our first briefing with all the information about the trip. Afterwards, we will enjoy the first dinner together (not included) before starting this incredible adventure along the legendary Route 66. A great opportunity to introduce ourselves and share expectations.
Overnight: Chicago, IL
Date: May 8
After breakfast, we’ll load our luggage into the van and depart for Springfield, Illinois. We’ll visit Abraham Lincoln’s home and tomb, learning about his life and political career. In the afternoon, we’ll explore the historic Frank Old Station, built in 1935 and still serving travelers along Route 66.
Overnight: Springfield, IL
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- United States President Abraham Lincoln Tomb, Springfield IL
Date: May 9
Early departure to St. Louis, Missouri. We’ll enjoy a riverboat cruise on the Mississippi River and admire the impressive Gateway Arch, a historic symbol of Westward expansion. The afternoon will be free to explore the city at your own pace, enjoy its architecture, and taste local cuisine.
Overnight: St. Louis, MO
Date: May 10
After breakfast, we’ll head to Springfield, Missouri, to explore the famous Fantastic Caverns, one of the state’s most iconic natural attractions. In the afternoon, we’ll visit the original and legendary Bass Pro Shops store, a must for outdoor enthusiasts. We’ll also see the place where Brad Pitt spent his childhood.
Night: Springfield, MO
Date: May 11
We continue to Tulsa, the world’s oil capital. We’ll stroll through the impressive Gathering Place Park and enjoy its trails and green spaces. The afternoon will be free to relax or explore downtown, soaking up the local culture before returning to the hotel.
Night: Tulsa, OK
Date: May 12
Transfer to the state capital, Oklahoma City, where we’ll enjoy a boat tour along its picturesque canals. The afternoon will be free to explore the city, shop, or enjoy the local cuisine as we get ready to continue our Route 66 adventure.
Night: Oklahoma City, OK
Fecha: 13 de mayo
Salida hacia Amarillo, Texas, donde visitaremos el icónico Cadillac Ranch y el Distrito histórico de la Six Street. Tendremos la tarde libre para recorrer la ciudad y por la noche disfrutaremos de un típico Texan Steak (cena no incluída), sumergiéndonos en los sabores locales.
Noche: Amarillo, TX
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Date: May 14
On the way to Santa Fe, we’ll stop in Adrian, the exact midpoint of Route 66, for photos at the Midpoint Café. Upon arrival in Santa Fe, enjoy a free afternoon exploring the picturesque downtown and visiting the historic San Miguel Chapel, the oldest church in the United States.
Night: Santa Fe, NM
Date: May 15
Full day to explore Santa Fe. In the morning, we’ll tour the town on a tram and visit the Georgia O’Keeffe Museum, where we’ll learn about the work of the iconic American modernist artist. The afternoon is free to enjoy local cafés, galleries, and shops.
Night: Santa Fe, NM
Date: May 16
Early departure to Monument Valley, located within the Navajo Nation, a detour rewarded with spectacular views of ancient rock formations. We’ll stay inside the park, enjoying a free afternoon to admire the landscape from our balconies and rest after the long journey.
Night: Monument Valley, AZ
Date: May 17
In the morning, a guided walk along accessible trails and a deeper exploration of the park with a local guide. We’ll learn stories from the Navajo people and discover the geography and culture of the region, enjoying a unique experience in one of the most iconic landscapes of the American West.
Night: Monument Valley, AZ
Date: May 18
Departure toward Williams, with a stop in front of the formations made famous by the movie Forrest Gump. Upon arrival in Williams, enjoy free time to explore this small town, considered the southern gateway to the Grand Canyon, followed by dinner included at the hotel.
Night: Williams, AZ
Date: May 19
We will take the train to the Grand Canyon, exploring its unique landscapes and enjoying the grandeur of its rock formations. This visit allows us to witness one of the most impressive natural settings on the planet and learn about its geological history. Dinner included.
Night: Williams, AZ
Date: May 20
Departure to Las Vegas with a stop at the Hoover Dam, the largest of its time on the Colorado River. Upon arrival, free time to stroll along the famous Strip, enjoy the nightlife, and admire the city’s most iconic hotels.
Date: May 21
City tour by sightseeing bus with a guide, exploring Las Vegas’ history and main attractions. The afternoon is free to relax by the hotel pool or attend one of the city’s unmissable shows.
Date: May 22
Arrival in Santa Monica, Los Angeles, and a walk to the iconic pier, the official end of Route 66. Farewell dinner included to celebrate the culmination of this epic adventure, covering 8 states and over 4,000 km of unforgettable history, culture, and landscapes.
Night: Santa Monica, CA
After breakfast, the trip concludes. Those who wish can extend their stay in Los Angeles or explore California with additional excursions and extra nights.
Included
- Private van transportation throughout the entire itinerary.
- Accompanying guide in Spanish and English.
- Accommodation in the indicated hotels.
- Entrance fees to attractions and monuments mentioned in the itinerary.
- Farewell dinner in Santa Monica.
Not Included
- International flights.
- Meals not mentioned.
- Gratuities.
- Personal and optional extras.
