Join Date: Feb 2010
Location: Narragansett Bay
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Re: Buying a sailboat abroad...Most likely Greece
The size boat for your first is highly dependent on your aptitude and commitment to training. I've disagreed with those that say its mandatory to start sailing dinghies and progressively work your way up. True to a degree, but fighter pilots are solo in a supersonic jet in fewer hours than the average private pilot takes to step up to retractable landing gear. It's training, discipline and aptitude.
Glad you've abandon the import idea. It can be very expensive. I have a buddy that imported from Europe and has spent $100k to refit, not all planned. Transport is roughly $30k and that does not include your trip there to see the boat before you buy.
Search within a few days of sailing to your home port. Paying a delivery skipper to bring her to you is not very expensive.
Good luck. Tons of boat for sale and there will likely be many more as the spring approaches.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.