We did it 2 years ago, had planned on doing it one day (never) and then life threw us a curve ball and suddenly the cruising door was opened. We stepped through it in a blur of OMG's and WTF's....
We sold the house, the business, the cars, my golf clubs, our beloved weekend motorboat, and bought a sailing boat.
All I can say is that this life is amazing but it is nothing like I / WE imagined it would be and at the end of the first year we very nearly jacked it all in as we were totally disillusioned, tired and burning money
. But we stuck it out and the 2nd year was truly amazing.
I think the biggest mistake we made was making the change from land to sea really quickly and trying to take to much of our land life with us. We also had way to many guests out to stay in the first year and spent a lot of time chasing our tails trying to pick and drop off friends and family
near airports. This is tiring, and expensive as bet your bottom dollar the wind
will be all wrong so you will end up motoring and then having to tie up in a marina.
This last season we made a rule
which was guests can choose the place, or the time but not both. If they want to come in that week, no problem we let them know where we will be a couple of weeks beforehand and if they want to sail in a specific location, no problem we will let them know a few weeks before we will be there.
We will also not guarantee getting close to the airport
or even to the same island so suggest guest fly in during the morning so they have time to catch a ferry
Trust me many will moan about the added costs to them, but my response it that they are coming onto a yacht, with a skipper
(me) for a very cheap
weeks sailing, so a little bit of added hassle is worth it.
Would I go back - no way. Will we have to go back, one day probably.