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Have you ever purposely choose a flight with a long layover?

For the purpose of getting another small trip for "free"?

I was looking at travel videos since I'm not gonna travel anytime soon, and it was a suggestion.

Have you ever done this?
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FaeLuna · 31-35, F
When I took a trip to Hawaii with my family a few years ago, I purposefully stopped a day in San Francisco to see a few things. It wasn't really a layover though, so I don't think it counts.

When I travel for work though, I absolutely choose flights with long layovers, but not long enough to actually get out and explore, sadly. One, the company will pay for the cheapest flight, so non-stop flights are usually "too expensive" for their wallet. Two, company policy is to pay for my time from the moment I arrive at the departing airport until I check in at the hotel, so I will actually get paid for sitting in an airport for two hours doing nothing. Strangely enough, when you factor that part in, it actually costs the company more to pay me for sitting around than it does to just book a non-stop flight. I've tried to explain that, but they don't seem to care, so I'm cool with it.
iamnikki · 31-35, F
@FaeLuna lol wow. Yes jobs can be irrational sometimes. Thanks for sharing