i'll be in Naples during the holidays also, booties suck so I'm looking forward to warm water! I've found that most locals go out a couple blocks north or south of the pier depending on wind direction or up to Sanibel.
we had a killer day up north here in RI/MA yesterday 20+ w/head high waves at Horseneck beach, check out
www.masskiting.com I think they took a bunch of video and pics soon to be posted!