Make sure that you understand the terms and the exclusions on the policy. Some policies, especially the ones that you would get from your credit card provider, are quite limited. They might only cover short trips, or they might not cover a trip that includes extreme sports. Health insurance might not cover you for existing ailments, but only for something like an injury you get on the trip, or food poisoning. If you are making multiple trips, look at multi-trip insurance, but make sure that it covers the country you are going to. Even some 'international' policies have exclusions on the countries that they will cover. Some policies might cover you if you miss your flight, others might not cover that, counting it as negligence on your part, but would cover you for flights that get cancelled. You should always have travel insurance when you go abroad, otherwise you run the risk of ending up significantly out of pocket having to book a last minute flight or a hotel room at the rack rate. Insurance doesn't cost a lot of money, but it will save you a lot if you end up in a situation where you need it.
No-one wants to imagine that their trips will go wrong, but things do happen, and when they do insurance will pay for itself many times over. So, take a moment to find a cheap policy that will have your back should you need it. If you have a family, check out international travel insurance policies that will cover you all, especially if you travel together frequently. Often, this will help you to save a lot of money compared to buying individual policies, and give your family the peace of mind that you are both still covered.