The Grand American Drive

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The Grand American Drive
Route 66 Edition

16th Jun - 30th Jun ' 26

A once-in-a-lifetime odyssey along America’s Mother Road — Route 66 — during its 100th year. For fifteen days, drive across eight states in a luxury convoy, immersed in the Centennial of Route 66, the USA’s 250th Independence, and the global spectacle of the FIFA World Cup.

From neon-lit diners to desert horizons, from centennial parades to canyon wonders, this is not just a road trip — it is the definitive collector’s journey. A story of freedom, heritage, and indulgence, reserved for an elite Circle of explorers who refuse to settle for ordinary.

Highlights

  • Luxury self-drive convoy across 4,500 km of Route 66.
  • Celebrate Route 66’s 100th and USA’s 250th Independence.
  • Optional VIP access to FIFA World Cup league stage match and hospitality.
  • Desert horizons, canyon wonders, and Pacific sunsets stitched into one odyssey.
  • Invitation-only Circle of global connoisseurs, united by heritage and motion.

Cost

By enquiry only.

Day
Itineary
The Beginning (Chicago)
Private arrivals, elite introductions, and Circle camaraderie set the tone.
Gateway Drive (Chicago → St. Louis)
Across America’s heartlands with open skies and iconic stops.
Spirit of the Road (St. Louis → Springfield)
Heritage and Americana merge with Circle moments.
Neon Nights (Springfield → Tulsa)
Small-town charm and luminous nights of Route 66.
Centennial Spirit (Tulsa → Oklahoma City)
Celebrate the 100th year with exclusive festivities and heritage gatherings.
Into the South (Oklahoma City → Dallas/Arlington)
Highways unfold into rich cultural landscapes.
FIFA Fever (Arlington)
Optional VIP World Cup immersion and global celebration.
Desert Horizons (Dallas → Amarillo)
Drive into vast plains and desert icons.
Art & Heritage (Amarillo → Santa Fe)
Drive into vast plains and desert icons.
Painted Horizons (Santa Fe → Holbrook)
Geological wonders under endless skies.
Circle Rally (Holbrook → Flagstaff)
Exclusive Centennial car rally access.
Natural Wonder (Flagstaff → Grand Canyon → Williams)
Witness the Grand Canyon from exclusive vantage points.
Americana Spirit (Williams → Kingman)
Ghost towns, diners, and legends come alive.
Road’s End (Kingman → Mojave Desert → Santa Monica)
Finish at the Pacific, with a private Circle celebration.
Farewell (Santa Monica)
Leisurely farewells and private transfers.
(Complete itinerary revealed in brochure.)
Who are Madcap Luxe expeditions designed for?
Our journeys are crafted for discerning travellers who seek the thrill of self-drive road trips, the spirit of adventure, and the indulgence of rare indulgences. From iconic motorsport moments to untouched frontiers, every expedition is designed for those who collect stories few will ever live
Do I need to drive, or can I participate without driving?
Self-drive is the core experience, but chauffeur-driven options are available on request (at an additional cost) for participants who prefer to indulge without being behind the wheel.
Can I travel with my family?
Yes, you can. Seats can be booked for each family member, and in case you’d like to use one car for more than two participants, a dedicated vehicle can be arranged for up to four members. This also comes with a preferential price benefit. For comfort and experience, we limit it to a maximum of four per car.
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Vehicle
Mercedes G-Wagon, Range Rover, or Similar Luxury SUV
Driving Days
10 Days
Group Size
Limited to 8 Cars / 22 Guests
Duration
15 Days | 4,500 KM
Trip Type
Self-Drive Convoy (Route 66 Centennial Edition)
View Terms & Conditions