Generic filters
Exact matches only

Caribbean Castles: Living A Fairytale in the Islands

azzura day

Azzura Castle | Image via HomeAway

These fairytale locations will give you a view of the islands from a ‘royal’ perspective

As if the calm blue waters and gently swaying palm trees of the Caribbean aren’t fairytale enough, how about a castle by the sea? Historic European-style castles within the region harken to a time gone by and preserve the islands’ rich colonial history. Some castles are replicas that mirror medieval design to delight tourists, while others have an intriguing past that includes tales and legends of rogue pirates and royal inhabitants.

  1. Blackbeard’s Castle (Skytsborg Tower)


    Image via Don Wiss

    Built in 1679 by the Danes to serve as a watchtower over the Charlotte Amalie harbor in St. Thomas, Skytsborg Tower is nearly 40 feet tall. Offering 360-degree views of the harbour and surrounding town, the tower is now known as Blackbeard’s Castle. Though the infamous pirate did sail the Caribbean in the early 1700s, it’s not clear if he ever set foot inside the watchtower. Blackbeard’s Castle is one of five National Historic Landmarks in the U.S. Virgin Islands.

  2. Castle in Las Galeras Samanà

    las galeras castle

    Image via SRW

    Resting peacefully on the northeast shore of the Dominican Republic, this private property is a 15th century-style castle with impeccable ocean views. With seven bedrooms, two kitchens and a stunning rooftop garden and patio, this beautiful villa boasts a private well, freshwater pool and is only a five minute walk to a white sand beach. Looking for a home in the Caribbean? This royal respite can be yours for $12.75 million.

  3. Azzura Castle


    Image via Azzura Castle

    A stunning rental property on the island of Grenada, Azzura Castle offers modern luxury accommodations for travelers looking for a truly unique experience. Located in L’Anse Aux Epines and owned by international yachtsman and philanthropist Peter de Savary, the Moorish style castle hosts a beautiful walled garden courtyard, expansive separate courtyard with pool, and enticing views of the clear blue ocean. With six bedrooms, two dining areas and a unique private bedroom, ‘The Folly’, located in a unique circular turret overlooking the sea, Azzura Castle gives you a Caribbean getaway like none other.

  4. Mountaintop Eyrie (Castle Aura)

    Overlooking the beautiful Teague Bay on St. Croix in the U.S. Virgin Islands, Mountaintop Eyrie is an amazing structure personally designed by the Contessa Nadia Farbo Navarro. Sometimes called ‘Castle Aura’ this private island getaway is said to be modeled after Transylvanian architecture, honoring the birthplace of the Contessa.

  5. Sam Lord’s Castle

    sam lords

    Image via Trekearth


    One of the most famous buccaneers of Barbados, Samuel Hall Lord owned the beautiful Georgian mansion located in St. Philip’s parish. Legend says that Lord would hang lanterns in the coconut trees surrounding the estate, luring ships toward the castle where they would wreck on the reef. Then, Lord would board the ships and take whatever he wanted to fund his “empire.” The mansion was run as an upscale hotel for many years, has served as a TV and movie filming location, but was unfortunately gutted in a 2010 fire.

Sara Sherman
Sara Sherman is a former St. Thomas resident and the editor of Virgin Islands Property & Yacht.
Sara Sherman

Latest posts by Sara Sherman (see all)

Like this article? Sign up to our newsletter!