I would not and will not travel without. We just returned from a 5-day last minute trip and even bought insurance for that trip. I highly recommend www.squaremouth.com (I know stupid name. Great site). Definitely purchase a policy that has medical evacuation/repatriation coverage.
We purchase it every trip and it runs approximately $115 - 150.00 (depending on total trip cost and we are 48yrs & 60 yrs). The peace of mind is worth it.
While traveling a couple years ago, our son-in-law unexpectedly passed away with our daughter expecting their 1st child in 6 weeks. We landed that day and received the call that evening. Emotionally we were already suffering a burden, however, with trip insurance we did not have to worry about the cost of last minute flight costs as the airfare was fully covered and we received a refund of our unused remaining days at the resort.
If anything should happen health wise you are covered and heaven forbid one should pass you will pay thousands and thousands of dollars to be taken to a US hospital or your remains flown back.
It's not a happy subject, but anything can happen at any moment.