Life on a boat for someone who hangs on to items from the past will be interesting. I'm not a hoarder but I still have my first babydoll, a beautiful wooden doll high chair mundo brought home when he was out of town when I was 5?, a lovely eskimo doll from Canada from my parents when they vaca there... even a pencil case from Cananda... I must have 7?. All that crap won't fit on a boat.. lol
I have a similar interest in sailing the ocean and have a similar tendency to hold on to sentimental stuff. Then a couple years ago I found a simple solution. Driving along the coast, way out in the boonies, I found a couple acres of land on a bay of water. Over an hour from the nearest town about 1000 people, so consequently relatively cheap at less than $20k. So now the plan includes a sailboat and a cheap piece of land where I can build a small coastal shack and concrete bunker. Hehehe.
Although I suspect that once I get close to actually purchasing that boat, then suddenly all that stuff will be just fine in memory and less important to physically keep. On the other hand, a concrete bunker might still be nice for the next zombie apocalypse....