After 10 years I am finally going to go to Hawaii for 5 days!!

As a server, and in the past as being a server, something like this is tricky. It’s tricky bc in the past, after taking time off for more than 2 or 3 days, my “serving schedule” has changed to less days/hours. Even though im at a great restaurant now, and this is my first time taking a vacation within a year of working there for the first time, im afraid I’m going to have a repeat of less days/hours. Hawaii is something I have wanted to do for a decade now, bc I have always put it off bc I put my friends and or monetary survival issues first, including jobs that screwed me over despite my loyalty to them. I finally have officially booked this trip and I’m going to go! ( yay!) But what I’m mostly nervous about now is that some of my besties want to hang a week later on a specific day. I could put the time in now and hope I get it and also hope that I don’t hurt myself by having even more of a solid day “ to make less” bc of past experiences w “time off”, or I can chance it by the happenstance of whether it works out or not… I’m tired of leaving things up to happen stance. I’m also tired of having to sacrifice my “daily living means” to experience simple moments w friends… Should I take the time off anyways to guarantee time w ppl I love? Or should I “put it up in the air” and risk time without them, to not even guarantee time to be paid? ( I’m losing money either way.. one I have more control over, there fore more self blame to endure. The other, leaving it to “happenstance”— it is not self-inflicted, but from the perspective of my friends, who don’t have to deal with the structure I have, they may take it as if “ I’m not making time for them, so they don’t matter”…*sigh*… the “unknown” is: will my vacation affect how many days I get to live a complacent life comfortably? Can I go on vacation and see my friends too?.. or should I not even ask bc I am where I am and others keep me here?… Should I ask for one more day in the SAME MONTH bc I want to (while risking whether I can pay rent or lunch or not—- bc i dont know if They will diminish my days like other restaurants have?)