One of the first lessons I learned on the road was that your plans will nearly always change. You’ll arrive in a place and hate it and want to leave immediately, or you’ll fall in love with a destination and want to spend longer there. You’ll make friends with a group of awesome people and want to change your plans so you can travel with them for longer, or you’ll find out about an amazing-sounding town that’s nearby and want to head there instead.
Sure, you should have a rough plan for your trip, but don’t book everything in advance or you’ll likely feel too restricted and end up regretting it.
Book a one-way ticket and your first few nights of accommodation — you’ll figure the rest out along the way. It’s not as intimidating as it sounds. If you’re in a tourist destination there’ll always be someone who’s willing to take your money by giving you a place to stay.