Trip insurance can be complicated I think, but also worth it for some trips. Just make sure and read the fine print. If you already made payments towards your flight or hotel, that can also affect what type of insurance you can get vs. if you buy the insurance close to the time you book the trip. Also be aware if anyone has a pre-existing medical condition and you need to cancel the trip for their medical reasons, or if they get sick while on the trip and you file a claim, it could be denied because of the pre-existing condition.