Depends
We have a boat-owning partnership that seems to be working very well. We bought much larger and nicer boat than we could have afforded otherwise. We sail just as much as we could if we had a boat without partners, what with soccer games and other events on some weekends interfering with the sailing schedule anyway. Our partners find the same advantage with the time they have available to sail. When an event comes up that we'd all enjoy, (Fourth of July fireworks, for example) the boat is big enough for all of us to go. The advantage is dividing up the bills. We were careful to find compatible partners - people that we knew for years before even suggesting getting a boat together. We also like doing the same kind of sailing -- racing and cruising at the club level, on a minimal budget. We also spent a good six months finding the right boat to meet our needs (good racing performance and acceptable overnight accommodations) at the right price. It also helped that we're all willing to put in some sweat equity as far as maintenance and upkeep. Since getting the boat seven years ago, we've budgeted and purchased a new genoa, main, sailcover and dodger. We've had the hull awlgripped, and done our own fiberglass repairs on delaminations in the cabintop and hull. Since 50% partners still get to use the boat about 90% of the time they would anyway, it could be considered like a 40% ROI, since you get the benefit of the whole boat. As a sole owner, paying 100% of the bills, you still wouldn't be able to sail all the time you'd like, and you'd have to figure costs as a loss any time you didn't get out. On the racecourse, we keep beating boats that cost 10 times as much as ours did, and at the after-race raftup, our hors-d'oeuvres are just as tasty as anyone else's. We're pretty pleased with the setup, and I'd do it again. You just have to find the right partners and the right boat.