Is deck moisture REALLY that big a deal though? I certainly worried when the deck-stepped mast of my old Hunter was supported by balsa compost, but boats of this age with a truly dry deck are the exception.Welcome to the forum.
Condition condition condition ....
Obviously, you're partial to both boats, so the major differentiator will be condition. You didn't mention the condition of the diesel engines, has there been a mechanical survey (takes about 2 hrs) .... corrosion and compression being the main concerns.
If one has soft decks, water intrusion or a surveyor detected high moisture content in the deck, do not buy that boat unless you are experienced with fiberglass repair, boat building and are willing to spend a lot of time grinding, sanding, filling, etc... It's tough work and you need a dry environment. Some yards require the boat hoarded when sanding. If you like a project and have the time (maybe you won't sail this year), then that could be an option..... just keep in mind that if the water ingress is too large, it may not be worth repairing. Surveyors use both percussion and sensors to detect motion. Usually one without the other is not a reliable test, they will often rely on both methods to estimate the condition of the laminate structure and presence of moisture.
Moisture in the deck anywhere is a critical flaw and if not addressed very quickly (within a few weeks of leak starting), it degrades the balsa core which turns to mush. Keep in mind that the cabin top is what keeps the boat from folding back on itself. It's just as structural as any other piece of the hull or rigging.
Racer tend to look after the important stuff (rigging, sails, steering, hull structure) but it might have some rash (gel coat scratches, gouges, etc....).
New sails, no deck issues. If the Tanzer has a clean survey, that would be the clear winner if that is the two boats you've narrowed it down to.
Do you know how to sail? That is step 1 BEFORE buying a boat.
Can you break down the 100 NM trip into 3 - 3 day trips ?
All boats have great expenses. Cheap boats, new boats, old boats, fancy boats, clean boats ..... Things just fail or we have an oopsie coming in to dock, a $150 winch handle falls overboard, an exhaast manifold and heat exchanger rusts out from the inside? That's a $2500 bill, engine mounts? $800-$1000 plus a day for your mechanic to install them and align the driveline, etc... Whatever you think your budget is for maintenance, triple it. Can you still live with that? If not, buying a boat is not right for you.
When people say Bring Out Another Thousand (BOAT), they mean it
That being said, there is no better place to spend a nice sunny Saturday.
FWIW my 1990 Catalina 34 had some issues around the chainplates that the PO tried to fix with silicone. That made rebedding a pain, but the plywood (I think) core didn’t seem compromised by the moisture.
All that said, if the Tanzer is all fiberglass/rot-proof, that is a major plus.
