A Caribbean pool deck in July and one in late September are not the same resort. Once North American classrooms fill back up, the loungers claimed before breakfast and the kids’ clubs running at capacity thin out within days, and what’s left is a slower, quieter property built for a different kind of guest. Adults-only resorts and the small ships that never carried much of a family crowd to begin with have started treating the weeks after Labor Day as their real season, not an afterthought to summer.

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