South · United States
Oklahoma
Tailor-made fly-drives across Oklahoma.
Discover Oklahoma
Our Oklahoma specialists craft journeys that pair the headline sights with the small-town discoveries that make a road trip memorable. Every itinerary is built around your travel dates, pace, and interests.
Recommended Drives
Suggested itineraries
10 days
The Classic Oklahoma Loop
Route: A circular drive taking in Oklahoma's iconic landscapes, gateway towns, and signature stays.
Our most-requested itinerary for first-time visitors to Oklahoma, a balance of headline sights and quiet, off-grid retreats.
7 days
Oklahoma Hidden Corners
Route: Lesser-known back roads, working ranches, and locally-owned inns across Oklahoma.
Designed with our regional partners for travellers who have already seen the postcards and want the unfiltered version.
16 days · Chicago to Santa Monica
Historic Route 66, Curios, Pit Stops & Diners
Route: Chicago → Springfield IL → St. Louis → Springfield MO → Tulsa → Oklahoma City → Amarillo → Tucumcari → Albuquerque → Holbrook → Flagstaff → Las Vegas → Santa Monica / Los Angeles
The definitive end-to-end Mother Road self-drive, eight states from Lake Michigan to the Pacific, threading neon-lit motels, retro diners, ghost towns and roadside Americana. Tailormade with our DriveAmerica partners with curated overnights including the Wigwam Motel, La Posada and the Blue Swallow.
- •Chicago, Lou Mitchell's, the 'Begin' sign on Adams Street & Joliet's Route 66 Museum
- •Springfield, IL, Lincoln Tomb, Litchfield's Ariston Cafe & the Chain of Rocks Bridge
- •St. Louis, Gateway Arch, Ted Drewes frozen custard & Meramec Caverns
- •Springfield, MO, Route 66 Car Museum, Wagon Wheel Motel & Galena's 'Cars' tribute
- •Tulsa & Oklahoma City, Buck Atom's, the Golden Driller, Pops 66 Soda Ranch & the Milk Bottle Grocery
- •Amarillo, Cadillac Ranch, the U-Drop Inn, Leaning Tower of Texas & Big Texan Steak Ranch
- •Tucumcari & Albuquerque, Blue Swallow Motel, Tee Pee Curios, KiMo Theater & the 66 Diner
- •Holbrook & Flagstaff, Petrified Forest, Wigwam Village #6, La Posada Winslow & the Grand Canyon South Rim
- •Las Vegas, Neon Museum, Mob Museum & the Strip
- •Santa Monica, Roy's Cafe in Amboy, the original McDonald's, Beverly Hills sign & the End of the Trail at the Pier
Top Places To Visit
The unmissable Oklahoma
Oklahoma's capital city
Begin your journey amid the cultural heart of Oklahoma.
A signature national or state park
Untouched landscapes that define the Oklahoma experience.
A coastal or scenic byway
An unhurried drive past viewpoints, diners, and small towns.
An iconic small town
Local craftsmanship, regional cuisine, and Oklahoma hospitality.
Guided Tours
Guided tours visiting Oklahoma
Prefer to leave the driving to someone else? These expertly led tours include Oklahoma. See all guided tours →
Route 66 · 16 days
Highlights of Route 66
From €4,729pp
Chicago to Los Angeles along the legendary Mother Road through eight states: the Route 66 Hall of Fame & Museum, the Gateway Arch in St. Louis, Cadillac Ranch, the Cherokee Nation Cultural Center, Albuquerque, a detour to the Grand Canyon's South Rim, time in Las Vegas and the finish at the "End of the Trail" sign in Santa Monica before Hollywood and Beverly Hills.
Continue Exploring The South