Ahhhrghh- Two Captains, no crew!

I'm not a fan of tandems, but as to the sail, there is a guy near here that makes exceptional sails. They're all carbon fiber, and very light. They stow on deck and can be hoisted with one rope. They are very sophisticated, and his claim that you can tack upwind is not an exaggeration. I have paddled with people using those sails and seen them do it. I am not prone to exaggeration, and I do not post nearly commercial things, but if you are interested in sails you should definitely look this stuff over. www.falconsails.com

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