I did just that on a solo 300km ride. Wanting to do the ride in daylight hours I departed at like 6am or so which is like 5 or 6 hours earlier than I would normally depart for a ride. So I only got about 1.5 hours of sleep and tried to take a little nap at Crawford Notch in the White Mountains. But a combination of the messenger bag pillow, the hard park bench, the cold mountain winds, and the tourists with children wondering if I was alright, I gave up after about 20 minutes. But it seemed to be enough to at least trick my body to get me through. The LARGE cup off Dunkin Donuts coffee in North Conway, NH didn't hurt either.

~kn