Sounds like a nice holiday. You guys get along well and he isn't throwing any non-Bubbles other women in your face. Seems like a wallowing depressiac more than a high energy replayer, why not spend time with him?
The only negative to this arrangement is managing your own expectations, but since you are actively putting yourself out there to be open to other possibilities, it seems like you have that base covered too.
Kudos to you. I would take that situation over mine any day of the week, and most of the others I've read about as well.