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Brett
I am boatless right now or I'd take you out on mine. Davis Island Yatch Club usually start up their summer Thursday night races in March. The club opens it's doors to the public those nights and you can go in and volunteer at the bar to crew for someone. If you can get down to Apollo Beach to the Tampa Sailing Squadron (TSS) they take visitors on the weekend, they are a very friendly group and I'm sure you can find help there.

Dan
 
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