She never gave me any reason to think this way as she always seems genuinely happy
Given this, I think you're overthinking this. You don't need to spend thousands per night to have a good time on vacation with your significant other. You make a lot of money and the two of you can go on vacations others only dream of.
Also. If she is so monied, if she really wanted a vacation like that, she could go on one right? But instead, she is perfectly happy going along with your plans, from what I can tell.
Dude. The guy feels like he might lose his brother. Why give him an ultimatum? Ultimately this decision is up to him.
She never gave me any reason to think this way as she always seems genuinely happy
Given this, I think you're overthinking this. You don't need to spend thousands per night to have a good time on vacation with your significant other. You make a lot of money and the two of you can go on vacations others only dream of.
Also. If she is so monied, if she really wanted a vacation like that, she could go on one right? But instead, she is perfectly happy going along with your plans, from what I can tell.