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

The Buccaneer Beach & Golf Resort — St. Croix, USVI

Few properties in the Caribbean carry their history as proudly as The Buccaneer. Set on a 340-acre estate dating to the 17th century, the resort seamlessly intertwines stone structures, sugar-mill ruins and rolling lawns with modern suites and terraces overlooking the sea. Family-owned for generations, it’s a hotel where old pathways lead to beaches, historic buildings house guest rooms, and the landscape itself tells a story. It is both a resort and a living part of St. Croix’s past. It’s also got one of our favorite golf courses in the Caribbean.