
If that is the question, you can apply for ESTA without any issue - you will be truthfully answering questions. If your ESTA request is rejected, you can then apply for a visa (and here mention you were in Cuba before the date).I've read conflicting reports about this, e.g. that any travel to Cuba between 2011-2021 is enough to refuse ESTA (so it is a retroactive measure, and 12th of January 2021 is not cut-off date.
I've also read that the question re travel history in the eligibility section of the ESTA application has been updated to:
“Travel history of specific country Have you traveled to or stayed in Iraq, Syria, Iran, Sudan, Libya, Somalia, Yemen, or North Korea since March 1, 2011? Also, have you traveled to or stayed in Cuba since January 12, 2021?”
In that case (and I am willing to believe that's how it is), I would happily apply for ESTA (as I haven't been in Iraq, Syria, Iran, Sudan, Libya, Somalia, Yemen nor North Korea in the last decade, and my Cuban travels were in 2018-2019).
If an ESTA is rejected, you are also entitled to an expedited appointment for a visa, so it is clear that an ESTA rejection in itself is not a serious issue (but lying on an application would be a serious issue)
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