The Caribbean is filled with storied places. Former colonial mansions and centuries-old inns. Sugar plantations and oceanfront estates that have watched over harbors for generations. Some of these hotels have been hosting travelers for decades. Others have transformed elegant heritage buildings into hideaways for a new era. They’re places where the past is never far away — where old walls, worn floorboards and intricate architectural details meet cool pools, smart cocktails and easy, breezy island luxury. These are 26 historic hotels across the Caribbean where charm, beauty and a sense o...

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