Illinois to California8 states
2 trips in 8 states
Route 66 motorcycle tours
Route 66 from the saddle of a Harley-Davidson touring bike, with a road captain riding in front and a support van behind carrying your bags.
- Trips
- 21 end to end
- States
- 8Along Route 66
- Length
- 7 to 14 daysSmall groups
- From
- $4,290Per person
Motorcycle tours
Route 66 motorcycle tours: what to expect
Plenty of people ride 66 alone. Riding it with us means somebody else has booked the motels, planned fuel stops across the Mojave, checked the forecast for wind on the plains and knows the old alignments that riders love, such as the curves of Sitgreaves Pass above Oatman and the shady Devils Elbow loop in Missouri.
Our motorcycle road captain is Hank Delgado from Albuquerque, who has been riding for 30 years. Groups are up to 12 riders. Bikes are current Harley-Davidson touring models rented from a dealer at the start and returned at the end; rental, insurance with a deductible and the van are in the price, fuel is not.
There are two trips. The full road from Chicago to Santa Monica takes 14 days with five to six hours of riding on most days. The 7-day desert ride starts in Las Vegas and crosses Arizona and California, with a ride to the Grand Canyon, the climb over Sitgreaves Pass and the long empty road past Amboy to the Pacific.
Riders need a valid motorcycle license and at least three years of experience on large bikes. Passengers riding pillion are welcome at a lower price, and the van has seats for anyone who wants a break.
Luggage is simple: one soft bag of up to 40 pounds per rider goes in the van, and what you need during the day fits in the saddlebags. Rain gear is essential even in the desert, where spring storms can arrive in minutes, and a cooling vest makes warm afternoons far more comfortable.
Route 66 motorcycle tours: trips for 2026 and 2027
Per person sharing a double room. Optional flights to the start and home from the end are priced on each trip.
Illinois to California8 states
Arizona and CaliforniaRoute 66 Desert Motorcycle Ride: Las Vegas to Santa Monica
Next departureFew seats
From$4,290per person

Not sure which stretch?
Tell us how many days you have, the month and what you love: neon, diners, museums or open desert. A trip advisor in Tulsa suggests two or three trips.
Stops on our Route 66 motorcycle tours
The places these trips stop at most often. Each links to its section on the state page.
4 questions
Route 66 motorcycle tours: your questions answered
Can I bring my own bike?
Yes, on request. The price drops by the rental cost, and we can arrange shipping of your bike to the start and home from the end through a specialist.
How is the heat handled in the desert?
We do not run the desert in July and August. On warm days we start at 7 am, ride the Mojave before noon and carry water and cooling vests in the van.
Do we ride in formation?
Staggered formation on two-lane roads, single file in towns and on curves. The briefing on day 1 covers hand signals and the radio channel used by the road captain.
What if I do not want to ride one day?
Ride in the support van and the bike travels on the van trailer. Nobody has to ride in rain or wind they are not comfortable with.
Free advice, no obligation
Route 66 motorcycle tours: which trip suits you?
Tell us the month, how many days you have and your budget. A trip advisor replies with the trips that fit.