I have been using VacationGuard for over a decade and they have paid several claims without issue. I still carry it, and buy it each January when my dues bill comes. And yes, it's an annual plan, but just for my timeshare trips. It's also the only plan I know of that covers my M&T, and exchange fees, and Medical expenses, etc, without having to list every trip. And, for my kids too, since we now travel from 3 states, so last year during hurricane Matthew, all of us had the benefit of having trip delay coverage, which was much easier than worrying about having them stranded in an airport. Last year i had a friend who had an issue, and the travel plan they bought had a 180 day look back on pre-ex, so they have no coverage. With VG, it's waived as I've been buying it for years, so it is another reason I keep it in force, as I don't have that issue for a health claim that may pop up. I even used it for rental car damage when someone hit our rental car one night, and I just turned it back in and they took care of the rest. At $299, I can also state it's the only plan I know is written for timeshare, and I've never had a claim for less than that, which is why I still carry it. Aside from not worrying about hoping I had coverage, I find having this makes my timeshare planning much easier.