Yes, travel insurance is worth carrying for a trip built around Squamish, and the honest reason follows directly from what draws people here: serious rock climbing at the Stawamus Chief, an extensive mountain-biking trail network, and a location that, while not remote, still sits a real drive from full specialist hospital care. Even visitors passing through purely to sightsee along the Sea to Sky Highway benefit from standard medical and trip-delay cover, given how quickly Coast Mountains weather can change.
Climbing the Stawamus Chief, one of the largest granite monoliths in the world, and riding Squamish's well-known mountain-biking trails are the main draws for most visitors passing through this stretch of the Sea to Sky corridor between Vancouver and Whistler, and both carry genuine fall and injury risk. Confirm your policy names rock climbing and mountain biking specifically, since general adventure-sports clauses do not always cover either activity by default, and check any height or trail-grade limit that might exclude the more advanced routes both sports are known for here.
Squamish has its own hospital for routine and moderate injuries, which handles a fair share of climbing and biking incidents given how central those activities are to the local economy, but anything genuinely serious typically means transfer south to Vancouver, the region's real specialist-care hub, roughly an hour down Highway 99. Confirm your policy covers inter-city medical transport rather than assuming local care covers every scenario.
Keep any clinic paperwork, search-and-rescue or park incident reports, and receipts for treatment or damaged gear, since claims tied to a climbing fall or a trail accident tend to need more documentation than a routine illness. Check whether your existing health cover, including any home-province or national plan, actually extends to adventure sports like these before you assume it does, since many general policies exclude technical climbing specifically.