>>33200887 (OP)I've traveled alone 4 times (2 months, 1 month, and 2 x 1 week), and I've had some mixed feelings about it. If you're very sociable and have an easy time meeting new people, you can have a ton of fun meeting locals and fellow travelers. If you're very antisocial and really like your alone time, you'll have a good time being alone with your thoughts. I've found that I'm somewhere in the middle, where I get bored and lonely after a few days of not talking to anyone, but am not sociable enough to meet people at the places I go to.
I mostly enjoy sightseeing, so unlike the other anon, I like to walk around without much of a plan. I also found the introspection to be cathartic at times.
Eating alone isn't that bad; typically, I'd eat something basic for breakfast and lunch and go to a bar or restaurant for dinner. I'll usually sit at the bar if there is one and make small talk with the bartender. Even in my city, I occasionally go to restaurants alone to study.
The biggest problem was getting lonely and homesick on my 2 month trip (and I almost cut it short because of it), but it was in part because I left at a time when things were going really well for me at home.