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SteelPony ExpressTours

Guided motorcycle tours from Iowa

We haul the bike. You ride the good part.

The best riding in America is a long way from Iowa. We close the gap. Drop off your motorcycle in Des Moines and we truck it to Kentucky, the Blue Ridge, the Black Hills, Colorado, or Montana. You fly out, we meet you, and you ride a route we've built, with a guide out front, a support vehicle behind, and a historic hotel every night. Then your bike comes home.

Motorcycles riding the Great River Road under autumn bluffs near Stockholm, Wisconsin

Start to finish

How It Works

The original Pony Express moved the mail in relays so no rider had to do the whole haul. Same idea. You ride the good part. We handle the rest.

  1. 1

    Reserve your spot for $200

    Pick a tour and put down a $200 deposit. It holds your place, counts toward your tour price, and is refundable any time you ask. Change your mind about which tour? Move it to another one.

  2. 2

    We set the date

    Once enough riders have signed up for a tour, we set the dates with the group. Every tour runs with three to six bikes. The balance is due 30 days before the tour starts.

  3. 3

    Drop off your bike

    Bring your motorcycle to our Des Moines, Iowa drop-off before the haul. We send the exact address when you book.

  4. 4

    We haul it

    Your bike rides out in our enclosed trailer and is waiting for you when you land.

  5. 5

    You fly

    Your round-trip flight from Des Moines is included. We get you from the airport to the hotel.

  6. 6

    Night one: orientation

    Check in, meet your group, and walk through the route: the roads, the stops, the pace, and the weather.

  7. 7

    Ride

    Four to six days on the best roads in the region. A guide leads, a support vehicle follows, and every night is booked at a historic hotel.

  8. 8

    Fly home and your bike follows

    You fly home the next morning. We trailer the bikes back to Des Moines for pickup.

Riding the Mississippi River tour? Skip the haul and the flight. You ride straight out of Des Moines and back.

The rides

Small groups. Good roads. Historic hotels.

Motorcycles riding the Great River Road under autumn bluffs near Stockholm, Wisconsin

Iowa · Illinois · Wisconsin

Mississippi River

4 days · Round trip from Des Moines, Iowa · 3–6 bikes

4 daysRide from Des Moines

$3,850

per rider · +$500 passenger

$200 deposit
Riders on cruisers rolling down the Victorian main street of Eureka Springs, Arkansas

Missouri · Arkansas

Ozarks

5 days · Round trip from Des Moines, Iowa · 3–6 bikes

5 daysRide from Des Moines

$5,050

per rider · +$400 passenger

$200 deposit
A tree-canopied back road outside Lexington, in Kentucky horse country

Kentucky

Kentucky Bourbon Trail

4 days · Bourbon country · 3–6 bikes

4 daysFly to Louisville

$6,300

per rider · +$1,100 passenger

$200 deposit
Two riders leaning through a curve on the Tail of the Dragon, Tennessee

North Carolina · Tennessee · Virginia

Blue Ridge Mountains

5 days · The Parkway, the Smokies, and the Dragon · 3–6 bikes

5 daysFly to Asheville

$8,250

per rider · +$1,050 passenger

$200 deposit
A rider on a bagger passing Devils Tower, Wyoming

South Dakota · Wyoming

Black Hills

4 days · South Dakota & Wyoming · 3–6 bikes

4 daysFly to Rapid City

$6,050

per rider · +$1,100 passenger

$200 deposit
A rider on a loaded touring bike climbing Independence Pass, Colorado, with peaks behind

Front Range · San Juan Mountains

Colorado

4 days · The Rockies and the San Juans · 3–6 bikes

4 daysFly to Denver

$6,850

per rider · +$1,100 passenger

$200 deposit
Two touring bikes parked at the top of Beartooth Pass, with snowfields and the highway behind them

Montana · Yellowstone · Wyoming

Montana Backcountry

6 days · Montana & Yellowstone · 3–6 bikes

6 daysFly to Bozeman

$9,650

per rider · +$1,200 passenger

$200 deposit

Pricing

One Price. The Whole Trip.

Included

  • Motorcycle transport there and back from Des Moines, Iowa
  • Round-trip flights from Des Moines
  • Airport transfers
  • Historic hotels every night
  • A planned route on the best roads in the region
  • A lead guide
  • A support vehicle for luggage and tools
  • Every paid tour on the itinerary: distilleries, museums, caves, trains, historic sites, and park entries

Not included

  • Food and drinks
  • Fuel
  • Bike repairs and parts
  • Your riding gear
  • The spare emergency bike, if you need it ($50/day)

The Mississippi River tour starts and ends in Des Moines, Iowa, so there's no bike transport or flight. Everything else is included.

Group size

Three to Six Bikes. That's It.

Big group rides turn every gas stop into an hour and every passing zone into a traffic jam. We cap every tour at six bikes, so the group fits at one table and moves down the road like it knows what it's doing.

No two rides are the same. Every tour is built around the group that books it: the pace, the stops, how early you roll out, and whether the afternoon is one more pass or a hot spring. And we pay attention to who rides with whom. We've spent a lot of years around riders and have a good sense of who will mesh, so we match up groups that get along. Most people go home with new friends.

Every tour needs three bikes to run. Got your own crew of three to six? Book the whole tour for your group and we'll set dates that work for you.

South America

Ready to Go Farther?

Peru. Ecuador. Chile. Bolivia. Custom-built motorcycle expeditions for two to four riders, with flights, bike rental, lodging, and guide all included.

Free 15-minute call

Not Sure Which Ride? Let's Talk.

Book a free 15-minute call. We'll talk about your bike, your riding experience, and which tour fits. If none of them do, we'll tell you that too.

About us

Built on the Spirit of the Pony Express

The Pony Express riders crossed the frontier because the ride was there. The horse became an engine. The trail became a road. But the rider's spirit never changed.

Contact

Questions? Ask Away.

Tell us which tour you're looking at and when you'd like to ride. We'll get back to you within 36 hours.

(515) 805-7225

nayloross@gmail.com