Re: Tartan(s), Sabre, Pearson(s), C&C(s), Catalina(s) - "Chesapeake Draft"
New sails every 10 years -- $3000 = $300/year
Bottom paint every 2 years -- $1200 (including labor and haul out) = $600/year
Engine maint per year -- $100
Running rigging every 10 years -- $1000 = $100/year
Total of these big ticket maint items: $1100/year
Moorage every year -- $4000/year
All highly rounded and in today's prices. I also left out plenty of maint costs, I just wanted to make a point.
For me moorage is the highest cost of boat ownership by far. It's also not linear in Seattle, a 30' slip is $323/mo ($10.76/foot) while a 34' slip is $395/mo ($11.61/foot). Another way to think of it is that those extra 4 feet cost $72/mo or almost $900/year. For that cost I can afford to charter a larger boat for the rare times that I'd want it. Slips here are priced by the slip length, not the boat length.
I don't think it is worth buying into "what if" scenarios for purchasing the boat. Buy the boat that meets your known needs for today and the next few years. If the "what if" scenario comes around and you have time to sail to Europe then you'll just upgrade at that point. The costs of keeping a "what if" boat around and in good shape until then will cost you a lot.
Sail prices are related to sail area, and sail area is related to displacement, so that one really does go up exponentially with length. Running rigging and standing rigging also do. A larger cruising boat will also likely have more systems to maintain, which will also increase the annual costs.
boats that I sail on regularly: Pearson 28-2, Rondar 505, Yankee 30, Blanchard Junior