Pickle Tours Pickle Tours
Multi-day pickleball road trips

Dink your way across the USA.

Coast· · ·to coast
Experiences > Things

Unique Travel + Pickleball = Lifelong Memories

Trina and Mike on court with their paddles
Trina & Mike - your hosts on every departure

Look — we've all got enough "stuff". But the best money you'll ever spend stays with you in the memories, feelings, sights and sounds of those once-in-a-lifetime experiences you talk about for the rest of your days. Nobody sits around years later reminiscing about a purchase. They talk about the trips, the games, the time spent with like-minded folks doing things that make us truly happy and fulfilled.

We're Trina and Mike Nichols, founders and hosts of pickle.tours and lifelong travelers who just can't get enough of this great big world and all it has to offer — including our favorite sport to play: PICKLEBALL.

Sound like you? Join us for an epic journey, a few dinks, a few drinks, and some friendly competition with 30+ new friends and court buddies.

Adults of all ages and every playing level are welcome, no partner required. You bring your paddle and a healthy dose of wanderlust — we'll handle the rest.

The Rhythm

Three things, every day.

However far the coach goes that morning, a Pickle Tours day always has the same three ingredients.

Daily pickleball

Courts booked in every region and play on every day of the trip — doubles, blind doubles, singles, and clinics with local club pros. A different draw each morning, so you rotate through the whole group.

Epic landmarks

The Gateway Arch, the Blue Whale, a neon-lit main street, the Pacific at the end of it. We take the scenic road, not the fast one, and we stop for the things worth stopping for.

Iconic hotels

Grand old railroad hotels, a lakeside resort, a desert classic. Places with a story you'd happily book for their own sake — not whatever chain sits nearest the highway.

The Tours

One route open. More being built.

Every Pickle Tours route follows the same recipe — roadside Americana, iconic hotels, landmarks worth the detour, pickleball every day, and thirty-two players who arrive as strangers and leave as friends.

Route 01 · Launching March 2027

The Route 66 Pickleball Tour

Chicago to (or from) the Santa Monica Pier on the Mother Road. Historic hotels, the Arch, the Blue Whale, the desert and the Pacific — with courts booked every day and a long lakeside resort weekend in the middle.

Visit the tour site
Route 66 Pickleball Tour logo
Distance2,400 mi
Days10
Players32
States8

More corridors are in development. If there's a road you've always wanted to play your way down, tell us — we're listening.

Work With Us

Two ways in.

Play with us

You want to be on the bus with a paddle in your bag.

  • All levels welcome — you don't need a partner
  • Transportation, hotels, court time and most meals included
  • Dates and pricing go to the waitlist first
Join the waitlist

Host or refer us

You run a club, a resort, a court complex, or a coach fleet.

  • Clubs earn a flat fee for every member who travels
  • Venues get recurring blocks on a published calendar
  • Operators get long, repeating charter cycles
Start a conversation
Get in touch

Say hello.

We're a small team and we answer our own email — one address, real humans. Whether you want to play, host, drive, or just dink around sometime.

Email
[email protected]

We reply within two business days.