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I can't see why not but I feel you should ask the insurer rather than us. Policies really vary and some have odd systems.
Should also mention, compare your trip insurance to annual. I went to the US earlier in the year and it was like £2 more to do a year of travel insurance than the US trip alone. Obviously travel insurance is more there than most places but it's worth looking at.
Most insurance policies will require that the insured trip begins in your home country. (Not that you bought it there) There was a news story about this recently.
Can you not extend your initial insurance? I would really recommend having a chat with a person at one of the insurance companies.
Seconding having a chat with a rep and getting a name or document of some sort. I'm definitely outside your country, and things 100% work differently with insurance where I'm at, but even if you read in plain text "this scenario will be covered" unless you've got some documentation that your specific case is covered the insurance company can pull whatever kind of legal whoopty-doo they want (and you can't afford to fight) to say it's not covered. Call someone up, get their supervisor to tell you your claim will be taken care of, and ask for them when it's not. Otherwise, you're one person against an entire company that only exists because it pays out as little as possible.
I'm going to put this in an update as well but, the insurer said it was fine, the only effect they could foresee it having was if they could somehow trace back something I claim for to events happening in the first country visited, for example, if you have a medical problem in the 1st country, obviously they won't cover it, but if you have to pay for follow up medical services in country 2 for the same problem that started in country 1, they also won't cover that either. Otherwise though, not a problem where you departed from as long as you bought the insurance before leaving your home country.
Huh, that's supprisingly generous of them!
I may be guilty of assuming things works the same everywhere
Thank you. I guess such a chat would be in order. That's a shame. So far the full contract is only taking pains to point out that the insurance has to be purchased before we leave our home country but I'm definitely concerned that there is also a hidden requirement to begin the journey by departing the home country.
STAY AWAY from Generali travel insurance. I just went through hell with them filing a claim. Customer service is non-existent, their phone number sends you in circles and you can never speak to an actual person, their website is slow and broken most of the time. You're better off paying extra on tickets that are fully refundable instead of paying for travel insurance if your only option is to go through Generali.
