I do invest in the markets, I tend to do very aggressive options strategies. I like to take something fundamentally sound or strong, and then use options to increase returns while reducing risk. Specifically I use spreads. Options are a very rich area of exploration, and I'm always working on seeking out that perfect arbitrage or no-risk strategy, but mostly I just buy LEAP spreads in "sure things".
We started traveling around the USA, just to make sure we could get work done while doing it, and to make sure we could live out of our backpacks. It was a bear getting rid of all of our stuff before leaving- that was probably the hardest thing we've done. Since then we have been traveling in the european area. It isn't lonely because I'm not alone.
But, if you are single, and you start traveling seriously, and do the hostel thing where you find yourself with other travelers regularly, it usually isn't that hard to find compatible fellow travelers, especially if your itinerary is totally flexible. I took some time off in the past and did this, and found that after awhile on the road I started hanging out with people for segments of travel... it was easy for me, and I'm normally not someone who is social at all.