Call me Mr. Timely, but I just saw this.... sorry for the late reply. I suppose a HD / cruiser could do this ride, but seriously doubt you'll be catching up at the fuel stops. Maybe at night at the hotels. Speeds are usually in the 80-85 mph area with fuel stops every 175 miles or so. If no one else goes with me, fuel stops will be every 300 miles. But no matter, I can give you a daily route sheet with the hotel stops and you can catch up whenever you catch up. Might be 2-3 others that wanna go at a slower pace as well. Highways are a necessary evil to cover the midwest in a hurry. Doing two lane roads across Illinois, Iowa, Nebraska, South Dakota and Wyoming would be torture and best avoided.