It would be good to know if those replying to this thread have ever had to file a claim (particularly medical) with their travel insurance. And if so, what was your experience.
I have twice made claims and possibly another but that was so long ago that it is probably irrelevant.
Once on a trip to Hong Kong with a group of three people, two of whom were travelling together and all of us were travelling to a specific, special event, the marriage of a mutual friend. I travelled on a separate ticket but on the same flight to Hong Kong (via Sydney) but on a separate, direct flight back from Hong Kong. The "two" were booked together on a return flight via Sydney.
The two people travelling together did so specifically because they were nervous about travelling alone and consequently purchased their tickets together but their travel insurance separately.
One of the Two had an accident on the second day, tripping and breaking several facial and skull bones. I was not involved directly with this person's claim but I assisted and so my description of her claim process is anecdotal. An ambulance took her to a public hospital before a claim was lodged. Upon claiming the hospital was approved. After discharge the person was not fit enough to do touristy things and stayed in her hotel room that was pre-booked. Her insurance company allocated a person to "assist" her locally but this person mostly tried to stop the person from doing anything that required additional expenses except for the use of taxi services instead of public transport.
The person was eventually able to attend the wedding ceremony that was scheduled towards the end of our trip. There was some concern that the person would not be well enough to fly home and so the insurance company paid for the person to see a private medical specialist who took further x-rays and one day before the deadline approved the person to fly on a regular flight back to ANZ but recommended a change to a direct flight (the one that I was booked on).
This sent the second person into an immediate panic because this meant that she would need to fly home via Sydney on her own. She asked me for assistance. I had anticipated that this might happen and had, with permission, emailed her insurance company a couple of days prior asking if the policy covered rescheduling a flight because a travelling companion required a change for medical reasons and received a general reply that it was covered.
Once the last minute panic started I tried phoning the Sydney based help desk for the insurance company but it being a Sunday the person answering the phone refused to transfer me to the emergency assistance helpline because I wasn't calling about a medical emergency. The telephone operator suggested that I call back on Monday morning Sydney time to get the permission to change the flights.
Of course, that was an impossible Catch 22 because by the time that Sydney came into office hours the direct flight with her travel companion on it would have already left!
With no other obvious option I phoned the airline and purchased the last remaining ticket on that flight for the person who I was helping, using my own credit card because she didn't have one! The ticket was very expensive.
On arrival back in ANZ the person made a claim with their insurance company with my assistance. Initially the company refused the claim but then I dug out their email reply to my general enquiry and sent it to them. After some time they then accepted the claim and paid it in full. Without that email I suspect that they would not have accepted the claim.
As an aside, the lady who had the accident made a claim for the complete refund of her original travel costs on the basis that she went for a holiday but was unable to enjoy a holiday because she was either in hospital or confined to her hotel. Her insurance company declined that claim, citing her attendance at the wedding ceremony.
On the second occasion I made a claim on my own behalf after I was hospitalised in Spain after being infected with Legionella while on pilgrimage.
Anyone interested in the fiasco around this incident would probably be best searching the forum for my posts at the time.
In summary, I made a claim from my hospital bed, the insurance company did everything possible to not pay anything and eventually I gave up and made a direct complaint to senior management in the company.
I never heard back from the insurance company but neither did I ever receive a medical bill for my five day hospital stay and treatment. Either the Galician Pilgrim medical scheme covered my bills, the insurance company paid the bill direct or the bill got lost somewhere and is still dancing around in the ether somewhere.
In both cases my opinion of travel insurance companies is not high.