My sister and I are talking about going somewhere warm in January with our kids. Her kids are: 10, 8 and 7. My DD will be 17 months. We'll be either flying out of Toronto or Buffalo. We're considering anywhere in the Caribbean or Central America.
She's leaning toward an AI or some sort of beachy vacation. I like beaches as well but I'm leaning more toward a budget, "meet the locals", staying in mom and pop type accommodations. I've suggested a few days in an AI and a few days on our own. (Likely not a cruise - the last time she was on a cruise she got horrible vertigo that lasted for a few weeks.)