I prefer this time of year to ride in Naples, cooler days, no afternoon showers and plenty of sunshine. The draw back is that this is the tourist season and traffic is increased so be sure to what out for those sudden lane changes and the lack of turn signal use.
Naples does not have a lot of senic roads like other areas in the country, but a nice ride is the Tamiami Trail (US 41) from Naples to the east coast. There are a few places to stop along the way to get a pic of your scoot with a gator in the background. Everglades City South of the Tamiami Trail on US 29 is a nice ride with a few good spots for lunch or breakfast.
Enjoy you time in Naples and ride safe