When traveling for a few weeks or months, I always pay attention to the maximum insurance period, so the information at https://www.globelink.eu/seniors-travel-insurance.html may be useful for senior travelers living in the UK, EU, and EEA. The policy dates should cover the entire journey from departure to return to the country of residence. It is also useful to check in advance the possibility of extending the insurance in case of an involuntary change of route. What trip length do you usually specify when taking out insurance?