I learned something this fall that has made my trail riding so much more enjoyable. It is a simple statement, " Please don't wait on me or come back for me or worry about keeping up with me, I just gotta kinda do my own thing."
I used to get all stressed out rushing trying to get ready, Or sitting on a horse waiting for other people, usually with a horse getting wound up cause he wants to move, or he ses other horses riding out. Then I get stressed and he gets stressed etc etc. FInally get the horse moving then the person in front keeps stopping, or they do the we gotta wait on jane, thing. Or you get a dozen "are you ready are you ready, hey your pad is wrong, hey is that the bit your using etc etc etc,,, see I am getting stressed just typing.
Soooo, I would answer sure I will see you on the trail I am going to ride out at 9am, not sure how slow or fast I'll be moving just depends on how we feel I guess. Going to stop at the creek and water, etc etc, Then ride aout a 9 or therabouts when ever you are ready, maybe meet up at a lunch stop, or wave on the trail or ride together if it suits you and your horse. Posting here kinda tells me you are already stressed out about it. Just agree on a ride out time, and if you stay together great and if not meet up at the end or at a break spot.