America's Highway · America's Fastest-Growing Sport
A 32-player blind doubles tournament played down the length of historic Route 66 — Chicago to the Santa Monica Pier, with a championship weekend at a lakeside resort in the middle.
Join the 2027 WaitlistMost pickleball trips are a resort with courts attached. This is different: the tournament is the trip. You board in Chicago with 31 other players, and by the time you step off at the Pacific, you've played your way across eight states — seeded, bracketed, and crowned along the way.
Blind doubles means you don't bring a partner; the road assigns you one. Early rounds sort the field, the bracket decides it, and the back half of the trip belongs to open play, coaching sessions with local club pros, and the roadside America you've only ever flown over.
Nobody goes home a loser. Everybody goes home with a story.
Every departure runs the real road — the neon, the diners, the desert — with play scheduled at quality courts in every region. Eastbound departures run the same route in reverse, starting at the Santa Monica Pier.
The "Begin Route 66" sign, first serves, and blind doubles seeding begins.
Gateway Arch, frozen custard on the old road, seeding round two.
Three nights at a lakeside resort with twelve dedicated courts. The 16-team bracket is played here.
Cadillac Ranch, a proper Texas steak, and open-play under the Panhandle sky.
Adobe, turquoise, green chile — and pickup doubles at altitude.
Pines and ponderosa country, with the painted desert on the horizon.
A final-night celebration at a classic desert estate, the whole property ours.
The "End of the Trail" sign, the pier, the Pacific. Champions photographed accordingly.
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You register alone. Partners are assigned, and the opening days on the road double as seeding rounds — every match counts toward your bracket position.
The championship is decided over a full weekend at Tournament HQ on Grand Lake: twelve purpose-built courts, one 16-team bracket, and a consolation draw that keeps every pair playing meaningful matches to the end.
After the bracket, the paddle doesn't go away. The back half of the route runs optional singles, pickup doubles, and coaching sessions with local club pros in every city.
The inaugural season runs March through November 2027. Westbound departures leave Chicago; eastbound departures start at the Santa Monica Pier and finish at the "Begin Route 66" sign in Chicago. Exact dates and pricing are announced to the waitlist first.
Waitlist members see dates and pricing first and pick their departure before booking opens to the public. No deposit, no obligation.