May is very bad in Florida for yellow flies, the southern form of the deer fly. It's tolerable, but April is preferable for that reason alone.
I was in Florida for almost four weeks in November and early December, but only paddled three days. It was too cold and I got the worst cold of my life. It took me three weeks to shake it. But I had a nice time visiting family and friends from Tallahassee to Naples--as well as in North Carolina and Maryland--and I got to attend six women's college basketball games on journalist credentials. Also a 40th reunion.
November is too dark too early in Florida. There isn't much to do when you're all alone in a van and it's black at 5 pm. Never again. I like September, October, April and early May.
The Silver River has a new (to me) state canoe launch at the head spring, which is free if you are camping at Silver Springs State Park. It's nice, but I prefer to go upstream first, so the next time I'll go back to putting in at Rays Wayside Park. No monkeys were around.
I did the Ocklawaha from Rays Wayside to Gore's Landing and was feeling very tired. I think it was the beginning of the cold.
Juniper Springs, which is on my top 10 list of favorite places to paddle, was much lower than I've ever seen it. The water prairie near the end was very disappointing. The aquifers must be low.
Because of the illness, I skipped my trip to the Orlando area, where I was going to do Rock Springs Run, the Wekiva, the Blackwater and Shingle Creek.
I prefer the river runs in Florida to the salt water paddling or Everglades, but the whole place is a paddling paradise.