You can buy travel insurance every time you go on holiday, or you can opt for annual multi trip travel insurance, which usually covers any number of trips within a year. If you are a regular traveller, or you are planning a long haul holiday, an annual policy can often work out cheaper. Anyone who takes two or more trips a year, or who is heading for a far flung destination, may save money on their travel insurance if they choose an annual rather than a single trip policy.
It can be the case that levels of cover, particularly for medical expenses, baggage and cancellation tend to be more generous on an annual policy. If you are a frequent traveller it also gives you the flexibility to arrange last-minute trips without having to worry about insurance.