help me pick a place, ill go (and trip report it)

[Aloysius]

OP - I like the Nantucket or Martha's Vineyard idea. I know the Hamptons isn't a particularly original suggestion for someone in Manhattan, but off-season Sag Harbor is serene and relaxing, imo.

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If I was in Manhattan I would go to the Dominican Republic.

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Good call. Only a 3.5 hour flight from JFK. I always went cheaper, but if you wanted more lux my friend said that Tortuga Bay is very nice.

-Al