You never know in Florida, it can rain anytime and you may need the rain gear for extra warmth.
Tires are cheaper at home, replace them if marginal
You can never have enough tools if something goes wrong and spare bulbs are sometimes required. If you don't need them someone else may
Your trailer may have been sitting for a while. Check the bearings are well greased. The electrical is all working properly. The tires are properly inflated and have good tread.
Check the bike electrical system is operating correctly and there are no loose connections, spare fuses may also come in handy.
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