Ryanair offer travel insurance policies as an add on to a flight booking, or they can also be purchased as stand-alone products. Ryanair travel insurance is offered in two levels, so you can choose the option that's right for you and your wallet.
Jamaica's rainy season coincides with ours here in Florida (I am in the Tampa area) for the most part. We have anywhere from 30-50% chance of rain daily until hurricane season is over. I didn't mean you have rain every day, all day from May to December in Jamaica, but I assume it is a lot like here in Florida.
Weather in Jamaica in November. Cooler weather - for Jamaica - begins to swing in during November, when the weather begins to dry up. November is an important month as it is the end of the off-season and severe tropical weather should clear by the end of the month. Travel to the Caribbean becomes much more popular during the winter and holiday season in the north.