The down side it you must purchase a boat that they know they can charter,
so it won't be your dream boat.
It will be a 'bunk house' layout with lot'sa bunks and gigantic main salon
for entertaining.

Few desireable off shore characteristics since it will be sailed within
hundred miles or so of the charter base.

You can expect she will be grounded several time a season, sails abused and
engine run to red-line while motoring.

Once she her design and appearance falls out of favor with the charter
crowd, they will want you to trade for something newer.. I suspect they make
more money on selling the boats than perpetual charter of the same boat.

To me, a person who loves and has a relationship with his boat, placing my
boat in charter service would be like 'renting out my bride'.

I suspect that many who try this method of boat purchase actually never
retain the chartered boat. Most likely they trade it for something else that
hasn't been abused. Or they just let the mooring management co. sell it off
for them..

I chartered out my Cheoy Lee Clipper 33 for two seasons. Same party each
season and it was for 6 weeks each season. However, I let them talk me into
splitting the season. This ment that it wasn't practical for me to plan my
use of the boat since my gear was off the boat, etc. The boat also suffered
more in overall depreciation and market value over the two year than I got
out of the charters. (I had been planning on selling her anyway but got
caught up in the prospect of making a little extra money).


--
My opinion and experience. FWIW

Steve
s/v Good Intentions