Florida weather SeptemberSeptember's perhaps the last of the true summer months, when you'll get temperatures still pushing the mercury over 30º. Things don't really cool down too much over 'winter' though.
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October is perhaps one of the best months to head to Florida if you would like to visit when there is less rain but still plenty of warm weather.
Comfortable clothes that you can layer: Since the weather remains warm, you should still pack T-shirts and shorts so you're not too hot, but it would also be wise to pack at least one pair of leggings, jeans or pants. ...
Ponchos: If you're going in September, ponchos are a must-have.
As a general rule, the water anywhere in Florida will be warm enough to swim between April and October. During the cooler months, the farther south you go, the warmer it will be. Fort Lauderdale, Miami, the Keys, Marco Island and Naples will have the warmest water during the winter.