How do you plan a trip to a country where the rules keep changing? And once you're in Cuba, can you use U.S. credit cards? Is there actually Wi-Fi? Do you need to speak Spanish? Are the hotels any good, or should you Airbnb? How do you fly there? These are typical travel questions, but this isn't your typical holiday, so it's best to be as well prepared as possible before you go. It's a challenge—but that's where we come in.