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I have not but think it would be a cool trip. Some recommend giving it 5 or so years to modernize a bit more.
Here is a very informative link from a family that recently traveled there.
https://www.tripadvisor.com/ShowTop..._Trip_Report_to_Cuba_Go_Now_or_Wait-Cuba.html
Some points to note:
Your phone will not work there.
You will need Canadian or European currency.
There are no ATM's
There are no gas stations/convenient store for you to stop in and grab a drink and some chips or candy.
You have to declare a reason for going IE:"humanitarian mission" seems to be a good choice for most people.
Despite being third world, it's very safe as crimes against tourists are heavily punished.
You must have a Travel Medical Insurance card.
I plan on flying down this year, specifically to get there and experience it BEFORE it's 'modernized'. Otherwise one might as well just go to Key West.