Littleboy (including Sturgis Rally) 4 – 21 August


4 – 21 August 2019

A real, old-school, ultimate Harley-ride highlighting bread-basket America, Sturgis Bike Rally and The Black Hills.

18 days total
14 days in the saddle
16 nites
2 nites in Rapid City near Sturgis
base-camp hotel in Custer, South Dakota / 4 nites
2500 miles
170 miles per day
(subject to change)


Start in Chicago,.then, it’s GO WEST YOUNG MAN! All the way to South Dakota! Plaines and Steppe,.grasslands! If you want corn,.? You got it! Beautiful.

We traverse The Breadbasket of The World through Illinois, Iowa and South Dakota! The Badlands! Amazing. We arrive in Rapid City on the fourth nite, for 2 nites and off to Sturgis Bike Rally. The BIG one!

Leaving the crowd behind us,.we head south, up into the mountains to our base-camp, The Rocket Motel, in the town of Custer. Serious cowboy-town. Serious biker-town. Paradise!

3 nites of unending beauty and excitement as we do day-trips all over the famous Black Hills! “Mount Rushmore”! “Crazy Horse Monument”! “Deadwood”! “Lead”! “Spearfish Canyon”! “Devils Tower”! “Needles”! och “The Badlands”,” Needles Highway”, ”Iron Mountain Road”, ”The Wildlife Loop” Breathtaking. Oh,.don’t pet the buffalo or cuddle the mountain-lions,.

The Black Hills are sacred to Native Americans and we’ll experience much of their culture. A solemn visit to Wounded Knee is planned.

We head back, east, through Nebraskas no-mans land to the Mississippi where we head north on Great River Road to biker-town Savanna, Il.

Northeast to Milwaukee, Wisconsin on Lake Michigan,.and a VIP-tour of Harley-Davidsons new, amazing museum!

South down to Chicago. Northside. Miracle Mile. Sight-seeing, shopping, a steak-dinner, blues!

The next day! We all head for home, but part of us remains, on the road, on Littleboy!

Total cost covering airline tickets, bikes, insurance, me, transport and hotel, excluding gas, food, drink etc. 5600 EURO
Customer pays directly for pre-arranged airline tickets and hotels en route.
Passenger? Call and we’ll talk.

All prices and route-info preliminary at this time.

Reservations are being taken now. Gimme a call, or send an email!

Let’s RIDE






Littleboy map



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