5user5, You may wish to check out "Offshore Passage Opportunities"
Offshore Passage Opportunities: Halesite, New York. They have a New York to Gibraltar passage for $4500 USD but it is sold out. I expect you would have your share of work on any of these sorts of trips. Shorter passages may be wise before trying transat. OPO has shorter trips and I imagine there are other companies. I haven't done it and have no association with OPO but they sail Swans! mmmmmmm.