![]() The cash price for a round-trip flight from Chicago to Grand Cayman was $455 per person. Since my son is a lap infant, his ticket was free. Bookingįor this trip, I was able to find saver level award tickets (tickets which require the least number of miles for a given route) on American Airlines for 30k miles per person round trip. The third reason we chose Grand Cayman is that it is infant/toddler/kid-friendly. Most of these destinations are doing their best to remove it every morning but despite their efforts, it’s still noticeable. The second reason we chose Grand Cayman is that their beaches have been spared from the seaweed problem (sargassum) that has plagued destinations such as Cancun, Dominican Republic, Barbados, and even Florida. ![]() So with those considerations in mind, Europe, Asia, and Hawaii were out of the question. Once he hit the 7-month mark, even a 2-hour flight wasn’t easy. When he was 5 months old and we took him on an 8-hour flight to Hawaii and he was perfectly fine. First of all, it’s about a 3.5-hour flight from Chicago and that’s approximately the maximum time for my son to be confined to an airline cabin before he really starts getting restless. We chose Grand Cayman Island for a few reasons. Rather than do a separate hotel review, I’m going to combine everything into one post since there are a few relevant details which many of you may benefit from. During the second week of July, my wife, 9-month-old son, and I took a trip to Grand Cayman Island.
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