Season is spring. For simplicities sake, assume a "night's sleep" is 9 hours long. About 3 hours total are spent before and after talking, eating, maintaining equipment, practicing skills, meditating, etc... This leaves 12 hours of actual travel every day.
OK, watches:
Michelle does not take a shift.
Eesau's player is still absent (see recruitment thread). He'll take 3rd watch for now.
1st (evening): Norynth, Foran
2nd (deep night): Grimbard
3rd (early morning): Oren, Eesau
Foran is unaccounted for.
The daytime marching order is:
Grimbard (Riding a pony)
Norynth (With dogs)
Oren
Michelle
Foran
Eesau
I am assuming you take off your armor to sleep, but that you sleep with weapons ready and within reach. I also assume you travel with weapons sheathed (and unloaded. Don't want that crossbow going off at the wrong time...).