Squaremouth

Squaremouth has compared travel insurance policies for over two decades and built a genuinely useful filtering system on top of that history: a traveler can narrow results by exact medical maximum, whether a plan covers pre-existing conditions, and specific covered activities, rather than reading a dozen separate insurer sites to find the same information. Real customer reviews sit alongside each plan, sourced from Squaremouth's own buyers rather than a generic aggregate rating.

Because Squaremouth is a marketplace, not an insurer, it doesn't underwrite or pay claims itself, and its customer service can only go so far if there's an issue with the policy itself, since that ultimately runs through the underwriting insurer directly. It's best used as a research and comparison tool: narrow down a few plans that fit the trip and traveler, then read the actual policy document for whichever one looks like the best fit before buying. Tin Leg, one of the insurers listed elsewhere in this directory, was actually founded by Squaremouth's own team.