Boston or Newport would be fairly good choices as jumping off points for Europe. As for the trucking, you might want to contact Brownell systems, or do a search for other trucking companies mentioned on this site. Search the threads for other suggestions.
BTW, what is the draft and beam of the boat. Any boat wider than 8' 6" may cost more due to it being a wideload.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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Still—DON'T READ THAT POST AGAIN.