I am travelling to the USA from england next month, after about 60 days travelling i am going to cuba for about a week, and then I'm hoping to go to cancun and from there to Hawaii, would i be able to spend another full 90 days in hawaii before having to leave, as I've previously left the US, or would it just be 30 days, to make up 90 from the time i already spent in the states? any advice would be very much appreciated!

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    There isn't a formal period, but this kind of itinerary arouses suspicion as it looks like a visa run. An alternative is to get a B1/B2 visa from the US Embassy which would enable you to stay in the US for six months (180 days). Separately, note also that it remains illegal to fly from the USA to Cuba directly for tourism purposes. – Calchas Apr 9 '17 at 16:41
  • See also travel.stackexchange.com/questions/13964/… – Calchas Apr 9 '17 at 16:42
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    Even if done legally, I don't think a trip to Cuba would be far enough stop the visa waiver clock, so most likely the OP, if using the visa waiver program, would have to leave Hawaii no more than 90 days after the first arrival in the US. – Patricia Shanahan Apr 9 '17 at 16:45
  • @Calchas ,'illegal' - only for US citizens, which the OP obviously isn't. The rest of the world can travel to Cuba, directly or indirectly. – Aganju Apr 9 '17 at 17:20
  • @Calchas the fact that the traveler will travel only to an "adjacent island" and "contiguous territory" seems significant enough that the duplicate you've proposed does not apply. – phoog Apr 9 '17 at 17:21

There is no hard and fast rule, but in general you'll want to spend more time outside the US than inside.

Cuba and Mexico do not restore the clock, as stated by Timatic, and the clock will continue while you're in these countries.

So if you spend 60 days in the US, then 7 days in Cuba, then (for example) 3 days in Cancun, you will have 90-60-7-3=20 days left in the US

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    It's worth mentioning, however, that the non-resetting of the clock is discretionary. Also, the traveler can escape that provision by setting foot in Belize, half a day's drive from Cancun. – phoog Apr 9 '17 at 17:19

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