ROM $ 225 PER NIGHT , PRICELINE . COM
MONTPELIER PLANTATION INN NEVIS
Haven ’ t seen Hamilton yet ? Brag to your friends that you visited Alexander Hamilton ’ s birthplace — he was born here in 1757 . Soak up all that history while at Montpelier , a former sugar plantation-turned-exclusive-hotel , complete with a 300-year-old sugar mill ( where rum tastings take place ).
ROM $ 860 PER NIGHT , PRICELINE .
TORTUGA BAY DOMINICAN REPUBLIC
If privacy is your thing , this resort-within-a-resort ticks all the right boxes . It ’ s located within a secluded area of Puntacana Resort & Club , it has just 13 beachfront villas and room service runs 24-7 . Staff can also arrange private eco-tours and sunset cruises .
ROM $ 829 PER NIGHT , PRICELINE . COM
ONE & ONLY OCEAN CLUB . BAHAMAS
This place is cool — from its breezy colonial-style rooms to its Balinese-inspired spa , to its Jean-Georges Vongerichten restaurant , Dune — so it ’ s little wonder the king of cool himself , James Bond , was spotted ( well , it was really Daniel Craig during the filming of Casino Royale ).
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ROM $ 1,350 PER NIGHT , TRIPADVISOR . COM
AMANYARA TURKS & CAICOS
It ’ s all about rest and relaxation in this secluded Asian-inspired hideaway . Minimalist teak pavilions , a dreamy infinity pool , and Thai massages all ensure a blissful , Zen-like vibe ( most guests never leave — but if you must , the island ’ s coral reefs are great for snorkeling ).