Caribbean History

At the crossroads between North and South, the Caribbean islands have been fertile ground for international competition and cultural diversity. Learn about the history of the Caribbean islands from the ancient world through the colonial era and to the present day.

  • U.S. and Flag of Puerto Rico
    When Did Puerto Rico Become a US Territory?
  • The Haitian revolution of enslaved Black people
    The Haitian Revolution: Successful Revolt by an Enslaved People
  • What Was the Mariel Boatlift From Cuba? History and Impact
  • General Antonio Maceo
    Biography of Antonio Maceo, Hero of Cuban Independence
  • Anne Bonny and Mary Read
    Biography of Anne Bonny, Irish Pirate and Privateer
  • Calico Jack
    Biography of John 'Calico Jack' Rackham, Famed Pirate
  • Henry Avery and crew illustration
    Biography of Henry Avery, the Most Successful Pirate
  • Assassination of English pirate Edward Teach, better known as Blackbeard
    Biography of Edward 'Blackbeard' Teach, Pirate
  • Mary Read
    Biography of Mary Read, English Pirate
  • Captain Bartholomew Roberts
    Biography of 'Black Bart' Roberts, Highly Successful Pirate
  • Ernesto Che Guevara
    Biography of Ernesto Che Guevara, Revolutionary Leader
  • Fulgencio Batista
    Biography of Fulgencio Batista, Cuban President and Dictator
  • Charles Vane
    Biography of Charles Vane, English Pirate
  • Cigarette Card Captain Kidd
    Biography of Captain William Kidd, Scottish Pirate
  • 'Mayflower II replica at sunset, Massachusetts'
    The History and Culture of Pirate Ships
  • The Flag of the United States waving over Ozama Fortress.
    US Occupation of the Dominican Republic
  • Captain Henry Morgan
    Biography of Captain Henry Morgan, Welsh Privateer
  • Statue of José Martí in a park at dusk
    Biography of José Martí, Cuban Poet, Patriot, Revolutionary
  • Pirates Decoying An American Ship, Circa 1880
    Pirate Crew: Positions and Duties
  • Jamaica Port
    The History of Port Royal, Jamaica
  • The Moncada Barracks
    Cuban Revolution: Assault on the Moncada Barracks
  • Blackbeard with sword
    Little Known Facts About Blackbeard the Pirate
  • Captain Kidd in New York harbor
    10 Facts About Pirates
  • Statue of Antonio de Montesinos in the Dominican Republic
    Biography of Antonio de Montesinos, Defender of Indigenous Rights
  • Captain Morgan in Panama
    Captain Morgan and the Sack of Panama
  • Aerial view of Old San Juan cityscape and beach, Puerto Rico, United States
    The Capital of Puerto Rico Celebrates Its Long and Vibrant History
  • Blackbeard's Pirate Flag
    The Difference Between Pirates, Privateers, Buccaneers, and Corsairs
  • Fidel Castro 1956
    The Voyage of the Granma and the Cuban Revolution
  • Low Angle View Of Pirate Flag
    Biography of Pirate Samuel "Black Sam" Bellamy
  • Sailboat sailing on the sea during sunset
    Famous Pirate Flags
  • The Capture of the Pirate, Blackbeard, 1718 by Jean Leon Gerome Ferris
    Real-Life Pirates of the Caribbean
  • Pirate Flag
    Real Pirate Quotations
  • Pirates attack an English naval vessel painting
    The 10 Best Pirate Attacks in History
  • Barbanera
    The Death of Blackbeard
  • Blackbeard and the Queen Anne's Revenge
    Blackbeard: Truth, Legends, Fiction and Myth
  • Pirate Black Bart
    10 Facts About Pirate "Black Bart" Roberts
  • Statue of Toussaint Louverture in Port-au-Prince, Haiti
    Biography of Toussaint Louverture, Haitian Revolution Leader
  • Fidel Castro
    Key Players in the Cuban Revolution
  • Blackbeard's Final Fight
    Blackbeard for Kids
  • Sunset over Santo Domingo
    The History of Santo Domingo, Dominican Republic
  • Silhouette of a ship on the water at sunset.
    Biography of Stede Bonnet, the Gentleman Pirate
  • A French Ship and Barbary Pirates (c 1615) by Aert Anthoniszoon
    Biography of French Pirate François L’Olonnais
  • Cuban Defenders during the Bay of Pigs Invasion
    Cuba: The Bay of Pigs Invasion
  • Edward Low
    Biography of Edward Low, English Pirate
  • Biography of Raul Castro
  • Woodrow Wilson, President of the United States of America.
    The U.S. Occupation of Haiti From 1915 to 1934
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