Not sure whether to initiate the next visit again.. :(

Hi everyone, a bit of advice please. As background, our last two visits were initiated by me. We share expenses but I've always been the one to ask "when" our next trip/visit is gonna be. We kinda have an understanding that we visit each other every 6 months. That 6th month was supposed to be last month.

However, he had to go on a cruise with his mom. His mom is sick and this a trip that he had wanted treat his mom to for a long time. I really wanted his trip with his mom to push through that I even told myself, it's okay if we cannot have our usual visit if it means he can spend time with his mom. I also went on a trip with my friends last month.

So basically, the month that we were supposed to see each other, he went on a trip with his mom and I went on a trip with my friends. Now we're both back and he was supposed to look for another place for our next trip but he hasn't mentioned it since we came back from our respective trips.

Now, I earn more than him and I know that he's financially not in a good place after that trip with his mom. I'm not comfortable asking him when we're going to see each other again cuz it might make him feel pressured. But I also feel like, being the one who initiated our last few visits, if I don't ask him about it, we'll never talk about it again.

If we're not going to see each other on scheduled visits, what is the point of a relationship? That is how I feel about it now. I feel like I'm the only one who wants to see him being the one who initiates the visits all the time. That is why I told myself I would wait for him to mention it again first as a sign that he do want to see me too but it's starting to feel like unless I mention it, he won't bring it up. Should I ask him??

Sorry for the long post and I hope I am making sense. I really want to see him but pride keeps me from initiating the visit again. :(