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Best Caribbean Destination with a Toddler?

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Hi All - I have a 20 month old and am looking for a 4 night Caribbean getaway in May.
I am looking for some ideas on a destination that meets the following criteria:

a safe island
a modern and family friendly resort (clean, not too dated, and a place that won't frown upon you bringing your little one out to a nice dinner at the resort - also hopefully a resort that has good medical care on premise just in case!)
good/above average service
good food
great beach and pool
convenient from NYC

This is my first time travelling with my little one, so I want to make sure we pick the right place. Thanks in advance for your input!

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