I think when it was just us, DH and I used to only get it for expensive, long trips aka our honeymoon. Since we've had DS though I've been much more apt to buy trip insurance!

We booked our trip last minute last summer, so we didn't...but I just booked our family vaca for Sept and def paid for travel insurance. 2.5 months is a long time away! FX we are all healthy to travel!