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Best East Coast sailing areas are probably as previously stated St. Augustine, Fort Pierce and Biscayne Bay. However areas missed that are also great areas are from Titusville through Melbourne and around the Palm Beach Lake Worth area. The Indian River / ICW is very sailable in many areas and you can drop a hook in thousands of places for a night or week. Wide range of dock space but typically not very cheap for transit boats but still reasonable. Weather get better as you move South. Keys are great but generally more expensive and you need to watch where you are if in Florida Bay or near shore.
These places offer more than just distant views of the shore line as you sail.
I miss this area since I'm now on the West Coast. Best West Coast places are in the very southern end or at the top end in the panhandle. Around Tampa Bay you will find interesting places but North and South are generally rather dull until you reach one of the mentioned places.
It really depends on what type sailing your interested in and what near dock/ anchorage accommodations you find of interest.
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I prefer a sailboat to a motorboat, and it is my belief that boat sailing is a finer, more difficult, and sturdier art than running a motor.... Jack London
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