With a land vacation, I question the whole
trip insurance thing -- but that's me. Given how rare covered losses are with (domestic) land vacations, I recognize that I'm financially better-off "self-insuring". By that, I mean that, if something catastrophic happens, I can whip out a credit card and cover whatever needs to be covered, and simply
eat whatever money I already paid out for transportation, accommodations, admissions, etc. Using that approach, over the long-run, based on the probabilities of sustaining a loss and the average amount of a loss, and factoring in the cost of insurance itself, I'll save money. That one time I "needed" insurance will hurt, but still overall I'll win using that approach.
(That logic doesn't work for cruises, though. I don't have enough credit to cover the cost of medical evacuation, for example.)