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The way most dates start: the girl sees a cute place on social media and the guy follows. The place that caught my eye was 105 Water Lane, a new rooftop restaurant in downtown Kingston’s up-and-coming art district. The artiness of the area made me think, why not turn our Sunday afternoon into a creative’s dream? So, we decided to start at the National Gallery, which is close by and, as it turns out, is free on Sundays.

It’s rare when $2800 can get you a whole experience, and just an hour (and one toll $1000 each way) away from Kingston, the Worthy Park Estate Rum Tour is an easy, affordable day trip.

There are some events that quietly become part of your summer traditions, and KGN Kitchen in Kingston Jamaica is a part of mine. It’s more than a food festival—it’s a delicious excuse to spend an afternoon wandering from booth to booth, discovering creative dishes, supporting local food businesses, and convincing yourself that one more bite is always a good idea.