My cousin has a 27RR pulled with a Chev 2500, 4x4. This year will be our 5th trip(?) in it out to Sturgis. We haul two Heritages without issue. Well, in all honesty, two HDs is a bunch of weight behind the axles. Tends to unload hitch a little. He added a WD hitch, and we throw all our personal gear in front of the axles. He bought a couple of Harbor Freight wheel chocks
that we screw to the floor. Leave the rear bathroom door open (held there by wheel chock) and stand the rear seat cushions up in the shower. Where you staying? We're in Katmandu.