warpus
Sommerswerd asked me to change this
I rarely fly, and haven't been traveling to many places that a lot of prior planning is really necessary for. 2 years ago when went to Newfoundland I booked the ferry and the rooms I would stay in in advance, which is the most travel planning I've ever done on my own.
I guess I also enjoy planning such trips. It leads to me reading about other countries and cultures, finding new places to visit, reading other trip reports, finding deals on this and that.. It's all interesting to me so I don't mind doing it, and if I'm planning for just myself then I almost always enjoy it. As soon as I'm planning for me and somebody else.. eventually it starts feeling like work.. which can be okay.. For a trip like the Everest basecamp hike I really wanted a friend or two with me. So I worked harder to make sure I could figure this out for me and my friends. Most of the time I can't be bothered to deal with the extra logistics and added stress - one of the reasons why I usually prefer to travel alone
Honestly, most of the trips you've documented here, I would not be will to take by myself. I'd only do them if I had a traveling companion. And, since I don't, my options are more limited than yours.
On my first ever big trip, the one to Patagonia, I had a travel and hiking buddy with me. It did make everything a lot easier.. and better... given that it was the first time for both of us. We learned a lot about how to approach such trips, how to plan them, what to bring, what to watch out for, etc.. Before Patagonia I would have never imagined travelling to some far away place by myself and backpacking through... but after Patagonia it all seemed within reach. It was like the whole world opened up to me..
My next trip was New Zealand, that was my first solo trip. I used all the stuff I had learned in Patagonia to plan my trip and figure out how to go about doing something like that. I learned even more doing everything by myself. Every trip since then I've been learning more. The key for me it seems was that first step, which lead me to me dreaming about all the other places I could visit.. At that point I still thought I'd probably prefer to travel with people, but I couldn't find anyone for New Zealand.. It ended up being a solo trip and I'm glad that it was. NZ is the perfect place for your first solo trip. After that each subsequent trip seemed easier and easier, and now it's almost routine.. although each destination has its own unique challenges.
So I can relate! I'm really glad my friend randomly asked me if I want to go "hiking in Chile" with her. If she had not asked me to go on that trip, none of my trips would have happened, and I would be a different person today. Mind you a lot of things just lined up perfectly.. I happened to have enough vacation time for a trip like that.. I was eager to go on a vacation anyway.. and I actually had money saved up since I'd been living with my parents (saving for a downpayment on a house). All the cards lined up and the trip happened, and the rest is history