using Sergo calc
I would extend it a bit. Divide by the number of years (10) and then divide by the number of times (say 15 and most will never come close to that) you may take it out a year and that will give you what you pay per day of use ($21,000 / (10 * 15) = $140 per sail). Then ask yourself is there something else you would like to do for a day that would give you the same enjoyment for that amount of money?Now if you go with a boat that you will do some cruising on too, like say a vacation, then that changes the calculation a bit. Say you take a two week sailing vacation every other year, then you need to subtract the cost of that vacation from the cost of a normal vacation and add that value to the value of the boat. When I was looking at boats, I wanted a boat I could take vacations on. I figured that if I took a sailing vacation every other year, that the money I would save (airfare, hotel, etc...) would pay for at least a 3rd to half of the boat purchase price in my lifetime (I also don't like to sale stuff so I bought a boat I would be happy with for a long long time).Now if you buy a boat and you also use as your home (live aboard), then that will give you a lot more value for your money and you will need to adjust your calcs to include rent/mortgage money you will save.Don't under estimate the maintance cost (I did). Just parts alone cost a ton because it's not a high output like car parts. They need to make a lot more profit off each sale then a car part because they don't sell as many.Note: bad thing about buying and selling numerous times is that you loose money on sales tax.Summary: Figure out what you want from sailing. There are lots of different uses, live aboards, short term cruising, medium term cruising, long term cruising, day sailing, weekend sailing, so knowing what you want to do before you buy is a must (can charter to find out what you want before you buy). Next, do the full calculations to figure out the cost benifit factor and see if it's right for you. You may find that there is something else you can do for cheaper that you enjoy just as much.