First overnighter was a credit-card ride to the New Jersey shore and back home. We learned a lot:
- Online maps are misleading; paper maps, less so. (This was before I had a GPS. I love my Garmin but still carry paper maps.)
- Packed dirt park trails are not great with loaded bicycles, particularly after it's been raining.
- Discuss, ahead of time with your touring partner, how tightly you want to control the toute. One guy winging it on a rough route with the other wanting to follow a precise turn-by-turn makes for a rough day.
I rode a mountain bike with all my stuff on the rear rack,
the guy I was riding with had a Trek Navigator with a similar setup.