Transiting via Moscow & Havana
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As long as you don't leave the airport airside, you shouldn't need a visa for Russia. I've had (a few years ago) a 6 hour or so wait at SVO, and didn't need one. you're just a transfer passenger, and are herded from arrival to departure via a special queue (a slow one, took us like 3 hours waiting, there were literally like a thousand people waiting there and only a single desk was open, and after that a single X ray machine and metal detector everyone had to pass through).
That was on a flight from Amsterdam-Moscow-Tashkent btw. and both legs were on the same ticket, so we were checked in for Tashkent from Amsterdam.
You might have to stand in line some more at another desk to get your boarding pass, there are desks for that inside the terminal at SVO like at any other major airport.
Best you can do if you expect problems is to contact the airlines, airport, or Russian consulate.
Don't know the situation in Cuba, but same applies for there.
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