With twenty+ trips to Cuba under my belt over the last five years, I would consider myself a seasoned adventurer in Cuba. With the recent opening of commercial flights and the surge of cruises, many assume that Cuba is your typical Caribbean tourist destination and port of call. However, it is not, which is a blessing and a challenge. Cuba is complicated. Let me answer many of your questions regarding travel, including legally, where to go, what to pack, CUP vs CUC, and even an option to travel with me.