Join Date: Feb 2010
Location: Narragansett Bay
Thanked 338 Times in 317 Posts
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Re: Sail Choice
I would start with the main, so that you are assured of some weather helm to help correct a mistake.
If you want to be able to single hand often, you really need to get the halyards through blocks and back to the cockpit.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.