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Sailing around the world on a sailboat.
Same! I looked into it myself, and it's nearly impossible to pull off. Since I have no experience sailing, it would take me at least 2 yrs of training. I'd have to start off by volunteering as a hand on someone else's sailboat. I'd also have to get a dingy to practice on.
Eventually, I'd need to find a reliable person that would also like to try this adventure out, is dedicated enough to develop the skills necessary, has the financial means to pull it off, and isn't tied down by other responsibilities (eg house, family, etc.). We'd also need to get along extraordinarily well since we'll be together for ~2 yrs in a small space and deciding where to go and what to do jointly.
Then, we'd need to drop ~$80k on a sailboat and another ~$20k on renovating it. Once that's completed, we'd have to take a few shorter trips to test it out, such as sailing around the Caribbean.
Lastly, once underway, things could still get pretty bad. Mechanical issues aside, we'd have to worry about safety out in the open ocean. There could be violent assailants or storms. There could also be political unrest of unwelcoming area where we dock and resupply.
Basically, this adventure is really difficult to pull off because it's not just sailing and living on a boat. There's a lot more to consider.
Look up Wilfried Erdmann, he was a famous single sailor who has circled the world a couple times. He has books on the matter where he speaks about the experience as well as the preparation and what kind of yacht he used. Very well written and interesting if you're into that topic.
It shows that you can do it alone easily enough and that you don't need some crazy high end yacht.