26 Historic Hotels in the Caribbean Where You Step Back in Time

By: - October 19th, 2025
the montpelier
The Montpelier Plantation and Beach in Nevis.
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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 of history live on.

nassau british colonial delta caribbean
The beach at the British Colonial in Nassau.

British Colonial Nassau — Nassau, Bahamas

The property was first built back in 1924, overlooking Nassau Harbor. And this grand hotel has long been a symbol of Bahamian elegance. Its stately façade faces the water like a sentinel, watching as ships, then planes, transformed the way people arrived. Inside, sweeping staircases and lofty ceilings reflect the ambition of another era, when travel was slower, more deliberate, and wrapped in ceremony. After years of meticulous restoration, the hotel has reemerged with a refreshed character — pairing architectural grace with contemporary design and service. It’s once again the heartbeat of Bay Street — and it’s better than ever, from its beautiful beach to its outstanding culinary program. 


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About the author

Guy Britton is the managing editor of Caribbean Journal. With more than four decades of experience traveling the Caribbean, he is one of the world's foremost experts covering the region.
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