Booking return flights originating overseas

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No, because your insurance will terminate on your *first return* to AU.

So for example if you are buying AU-Asia, then Asia-AU-Asia.

You will be covered AU-Asia, and Asia-Au. Once back, your cover terminates. You are left with the Au-Asia, which as far as the insurance company is concerned means nothing as (a) you have returned and (b) it’s not purchased in Au and (c) possibly doesn’t have a return attached to it.

Even if you spend another $1000, that Au-Asia return leg may be considered a previous itinerary, partially flown. You may not be able to insure that after travel has started.
Hmm I see your point, but I'm not sure I agree with your conclusions. We agree that everything is fine up until the return to Australia. Now, the previous trip out and back is over and forgotten. If my return to Asia needs to be cancelled I can show the insurance company both requirements. I'll have a ticket leaving and a new return ticket to prove I'm coming back (or can soon obtain one). I can also show I've spent $1k on THIS trip ie the ticket whose return leg I'm about to use.

I can see however that the exact amount to be claimed could be problematic. It'd need to be the cost of the return leg of the original ticket. I wouldn't need to claim the return flight as that's on a whole new overseas return ticket to be used later, once I finally leave on a new one way ticket.

One things for sure, this is no way as straightforward as I first thought. I'm grateful to all contributors to this thread for raising issues I'd never have considered!
 
Hmm I see your point, but I'm not sure I agree with your conclusions. We agree that everything is fine up until the return to Australia. Now, the previous trip out and back is over and forgotten. If my return to Asia needs to be cancelled I can show the insurance company both requirements. I'll have a ticket leaving and a new return ticket to prove I'm coming back (or can soon obtain one). I can also show I've spent $1k on THIS trip ie the ticket whose return leg I'm about to use.

I can see however that the exact amount to be claimed could be problematic. It'd need to be the cost of the return leg of the original ticket. I wouldn't need to claim the return flight as that's on a whole new overseas return ticket to be used later, once I finally leave on a new one way ticket.

One things for sure, this is no way as straightforward as I first thought. I'm grateful to all contributors to this thread for raising issues I'd never have considered!
That’s the thing you need to check with your CC underwriter.

The return back out of australia might be considered a ‘previous itinerary’, something that needs to be insured in advance, not retrospectively.

Even though you might be spending another $1000… the return leg was purchased prior to that $1000 spend, potentially under a different insured event. ANZ held that view on nested tickets in my example, even spending another $250 wasn’t enough to regain cover, as the tickets had already been purchased and previously covered by the original policy.
 
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You must know your PDS.

Looking at the Woolworths International Travel Insurance PDS, There is no such reference.

It’s a bit confusing. The definitions say a trip must start and end at your home in australia. You’d need to prove that, which presumably means evidence of tickets returning to AU.

I don’t think there’s an issue for the OP if it were a paid policy or annual policy. It’s the CC options which might be an issue.
 
My current annual policy from Southern Cross says about 'Who can get cover under this policy':

• You haven’t already left Australia when you buy this policy
• You’re travelling on your journey to a destination outside of Australia
• You will return to Australia after finishing each journey

I read the third point to mean that you need to prove intention to return back to Australia. You can probably get around it if you already have your next MY-AU ticket booked at the time of an insured event (should any ever happen) and to be on the safe side that'd be by the time you fly back to MY from each visit to AU.

There's also the maximum duration of a single trip which you will need to tune to suit your travel pattern.
 
I work on the premise that leaving and returning to Australia is done with one way tickets.
Though I wonder what the ramifications of an international-international connection in Australia as part of the ticket purchased outside of the country would be....
RE: American has some interesting DPS-SYD-LAX return fares....
And there is enough competition to keep the PER-DPS fares mostly reasonable if purchased in advance.
Keep up the wandering
Fred
 
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