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Visiting the Caribbean is like stepping into a tropical paradise, where crystal-clear turquoise waters, white sandy beaches, and lush greenery await. Each island offers its own unique charm and experiences, from the vibrant culture and music of Jamaica to the tranquil beauty of the Bahamas. Explore historic sites like the colonial architecture in San Juan, Puerto Rico, or dive into the vibrant coral reefs of the Cayman Islands. The Caribbean is also known for its delicious cuisine, featuring fresh seafood and exotic fruits. Whether visitors are looking to relax on the beach, enjoy water sports, or immerse in local traditions, the Caribbean promises a memorable and rejuvenating getaway.

Historic Hotels in The Caribbean

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Hamilton Princess & Beach Club, A Fairmont Managed Hotel

Hamilton, Bermuda

Known affectionately by locals as The Pink Palace, the Hamilton Princess & Beach Club is a treasured destination where history meets modern sensibility. This urban oasis was opened in January 1885 and has been a popular resort locale ever since.

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Image of aerial view of Eclipse at Half Moon, 1954, a Member of Historic Hotels Worldwide since 2023 in Montego Bay, Jamaica

Half Moon

Montego Bay, Jamaica

Open since 1954, Half Moon is the jewel of Jamaica’s picturesque North Coast. Since its beginning, the 400-acre resort has been considered one of Montego Bay’s best and once served as a seaside escape for the who’s-who of the world. With 228 guestrooms and suites—as well as several dining venues, a golf course, a spa, and plentiful recreational activities—nestled on the grounds of storied Rose Hall, Half Moon is perfect for those hoping to explore the area or get away from it all.

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Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

San Juan, Puerto Rico, United States

Since its inception in 1919, the historic Condado Vanderbilt Hotel has catered to sophisticated San Juan travelers who place one aspiration above all else – to pursue a lifestyle of five-star luxury and leisure within some of the world’s most exclusive destinations. Discover Puerto Rico as it is meant to be experienced at the Condado Vanderbilt Hotel where exacting service, luxury accommodations, exquisite amenities, and fine dining are a hallmark of every stay.

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Image of hotel exterior Copper and Lumber Store Historic Inn, 1789, Member of Historic Hotels Worldwide, in English Harbour, Antigua and Barbuda, Special Offers, Discounted Rates, Families, Romantic Escape, Honeymoons, Anniversaries, Reunions

Copper and Lumber Store Historic Inn

English Harbour, Antigua and Barbuda

The Copper and Lumber Store Historic Inn was built in 1789 to house the materials for repairing and maintaining the wooden sailing ships of the Royal Navy. All fourteen guestrooms are located within the historic structure and offer antique furnishings, wood-beamed ceilings, and exposed stone and brick. Amenities include air-conditioning, flat-screen televisions, a kitchenette, and private bath.

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