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.
Rainy season gets underway in May on the island of Jamaica, but that doesn't mean vacationers should stay away. Most days are sunny until early afternoon. The sun is also getting warmer this time of year, and vacationers who like their weather more than just a little warm may find May to be an appealing option.