I didn't think traveling could be so stressful

You can plan a vacation weeks, or months in advance, so idk why you're thinking thats hard for most people. And depending on where youre going and your budget you can just do things one day at a time. For my first vacation last year I just used tripadvisor to plan out my activities each night for tomorrow, and used google maps to navigate the city and fight locals or activities I was interested in.