i accidentally brought my omega watch with me on vacation and i do wear diamond studs earrings all the time, even on holidays. first of all, i do not remove my studs earrings. unless yr kids will pull yr earrings off, i do not think u need to get new ones for the trip, provided they r on yr ears all the time
as for the watch, i make it a point to take it off and immediately place it in a watch pouch i bring overseas with me. This watch pouch is in my bag. I do not lay it all over the place because we change hotels as its a tour package... i think its safer this way because if in the morning, i am in a hurry to pack my things n go, the watch is already in my bag. so whatever u want to take off, make sure its placed in some zip pouch etc that is already in yr bag. dont put yr things ard in the bathroom etc.
and lastly, i am a very messy person. at home, my rings can be all over the place. but when i am overseas, i can do the above and i think that u should have no problem with it. Enjoy yr trip!