Wedding date

What we did is we figured out a general span of 3 months where we would like to get married, and we knew we wanted a Saturday evening. When touring venues, we chose a date that fit those parameters that was available for the venue we wanted.

Florida lady here, and used to work in the wedding industry (husband still does).

Some advice to consider, based on the fact you said this will be during hurricane season:
July and August are HOT. You should avoid an outside/uncovered venue during these months if at all possible.
September tends to have the worst chance of rain. Any outdoor venue needs a solid inside back-up plan.
October is the busiest month for weddings in our state.

I would suggest looking at venues and getting an idea of what you want. If you fall in love with an outdoor venue, or an outdoor/indoor venue, you should avoid July and August especially (others you will need back-up plans for). If you're definitely going all indoor, you have more flexibility.

Does it have to be during hurricane season?
We got married in SC, it was supposed to be October, but, you know, corona. The possibility of a hurricane was stressing me out so much that I was so glad we postponed to a month outside of hurricane season. If you do go for the fall, I'd do late fall, maybe November.

View Quoted Comment Thank you so much for this! I’m looking more like the ceremony outside and having the cocktail and reception inside. What months do you think will be good? I’m okay to do it on a weekday as well.

View Quoted Comment Just because it’s off peak season. I was thinking November though for some reason I love the fall! Too bad we don’t have beautiful leaves here in Florida that change colors!

I would try contacting a couple venues first to see what their calendar looks like because it can be hard to find a venue you like that is available on one specific date. Maybe have a month in mind and go from there

View Quoted Comment

October is always a good month, but it will be busy. Weekday you might have better luck, but you may find pricing higher because it is a top wedding month.

September is when you will probably see the best balance of cheaper and not murderously hot. September is definitely off-season in Florida because kids have gone back to school (and it's too early in the school year for them to take vacations), it's in the midst of hurricane season, and it's not cooled off yet. Your biggest concern for September will be rain (though it can be hot, too).

Any outdoor ceremony in Florida runs the risk of rain or being very hot. Ask any prospective venue what their rain plan is. You can make guests more comfortable at an outdoor ceremony by keeping it short (less than 30 for sure, less than 20 is ideal) and offering cold bottled water.