Hi,
indeed i sailed before finding Neal and Subsim.com somewhere early in the 1990ies, first with other skippers, but then i made the permits myself - theoretically you do not even need a permit if your boat has no engine or none with more than 5 horsepower, or you just do not use it, but usually you cannot lend a boat without this permit and most 30-40 ft boats have some 50+ hp.
So we were and are active in the Baltic, the North sea and the mediterranean, and everytime i see a sub i take pictures
Never had the money to buy a yacht, but it is even better if you have not, since you are then not tied to one harbour, and not have to sink money to keep the boat shipshape.
On the other hand especially in the mediterranean the boats you can lend are sometimes a bit crappy, and you will fare much better controlling the vital parts first ..
One time sailing from Portoferraio (Elba) to Bastia (Corse) we lost our propulsion while maneuvering in the harbour, the universal joint connecting the propshaft to the engine had broken - not so funny if there had been a storm ..
Good winds,
Catfish