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I think any of those dates are going to work. You can't worry yourself too much about the weather. It can rain any day and in Florida sometimes the rain only lasts a few minutes anyways! I think the earlier you do it the less heat you will have which is nice.
I'm starting to think that my date problem isn't so much my fear for the weather anymore...it's lack of significance. We married in August. I KNOW August can be very rainy and "tropical" but I really do have half a mind to push it back to some time closer to our original marriage date. How do I shake the weird thoughts about the date we signed our papers and a late wedding taking place in a completely opposite time of year? Maybe that's just nonsense and I can have my wedding any time I want to, eh? 
I'm thinking heat wise- April would be better. We are planning a march 2011 wedding just because of it getting so hot just a few months later and wanting people to be able to enjoy the covered outside porch of our reception venue. The rain doesn't seem to be such an issue in April or May, but of course living in Florida means it could rain any day. Good luck with your decision- I'm sure whatever date you pick will still be perfect!
I wanted a May wedding at the pelican beach house but all of May was booked. So we had to do June 25, 2011.
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I'm looking to set our date within the next few weeks. (Quite possibly this week!)
We live in Brevard County and our wedding will be held at a clubhouse right on the beach. We are HOPING to make use of the beautiful back deck, boardwalk, and on-site beach access so we're trying to shoot for a relatively weather "safe" date. I know in FL the weather changes as often as one changes their underwear, but a shot in the dark is worth it to me.
I've been told that April/May are our best months. Per weather history over the last two years, April has been the driest month of the year with May coming in a close second. Apparently FL is the exception to "April showers bring May flowers."
So, I called our venue and they are available every Saturday in April and every Saturday in May with the exception of May 14th. I'm looking to shy away from the end of May as June is the beginning of our "rainy season". Am I correct?
This leaves us with all of April and May 7th. I really wanted an April date but May 7th seems like our best bet. However, it's also my brother's birthday and May 8th is Mother's Day! I've already discussed the date with my brother and he has not a care in the world about our wedding being on his birthday. We always have a small family dinner on his birthday so this would be an opportunity for him to have a bigger celebration, per se. I know it's Mother's Day weekend but this may work to our advantage. DH's family comes into town for Mother's Day to visit Grandma. They'll already be here so travel expenses will be an all-in-one type of thing. I'd hate for people to have to drive up twice in a month's period of time. Plus, DH proposed on Father's Day of 2008 so it's kind of a personal play on special dates.
I KNOW I'm making this a bigger deal than it probably is, but with some minor space constraints at our venue, I'm reeeeeeeally wanting to keep the deck open for mingling. Plus, our wedding venue is on the beach, who wouldn't dream of a gorgeous, rain-free evening?
Halp bring me back to Earth and settle this semi-non-issue issue!