I think your a Filipina..Pardon me if you are not.

Well...by the way...if you love someone you should have potential to face anything..

The very first step is let him know you love him...Of Course I understand normally a girl prefer her boy to propose her first... but world has changed a lot.

So as you mentioned he is going on his vacation..if he has time and you can ask him for a dinner or lunch outside..take him to his favourite place and you wear his favourite choice of dress and order his favourite food and propose him...

And you can give him the watch after you propose him..

It is not necessary that he should start loving you from the moment you propose him..nope...Wn you love someone truly you have to set him/her free... I can give you more tips if you PM me the real situation.

Good luck.