Trips for 2027 and 2028

Twice Told Stories

Join the list

Free reading list

24 Books for the Caribbean

Caribbean novels, poetry, and histories of the islands and the age of sail

Four reading lists for a Caribbean sailing trip.

They run from the history of slavery and empire in the islands to Derek Walcott, the Nobel Prize–winning poet from St. Lucia.

  1. History

    Slavery, empire, and the real Caribbean. Washington Black. Sugar in the Blood. Texaco.

  2. Novels and Love Stories

    Caribbean Gothic and love stories at sea. Wide Sargasso Sea. The Mermaid of Black Conch.

  3. Travel and Sailing

    Sailing memoirs, island-hopping, and Jamaica Kincaid's sharp look at tourism in Antigua. The Traveller's Tree. A Small Place.

  4. Poetry and Ideas

    Nobel winners and postcolonial literature. Omeros. Notebook of a Return to the Native Land.

Enter your name and email and we'll send you the complete reading list — all 24 books with cover images, descriptions, and which port each book connects to.

This is the reading list for our Caribbean trip, Mermaids, Pirates and Poets (Caribbean Sail), January 2028. See the trip →