Solo exploration

I have someone in my family that doesn't like to fly.  So, I drive them and it's ok.

I like going with because while they have to go do their thing, I plan out trips to stores I want to visit. I also plan out trips to museums and art galleries.  

I plan trips to restaurants and then make itineraries that get me around those places at certain times when my family member gets done with work I go pick them up to go to where they want to go and then that's it.

So my advice to you, is to first research the place you are going and then find ways to go explore on your own or with someone YOU like and then get your ass out and live your life.

If it's a place like a resort, then just see what they have or spend time by a lake or ocean with a book you want to read and bring books you haven't read before - challenge yourself to find something new to do and do it.

You can do it, I hear you saying "I'm not going to do that!"  But you should, a new book or drawing something new is a way to explore.

The only thing stopping you is you, dont let that happen.