Cuba & Caribbean Cruise

January 22-29, 2020


Get ready to set sail to historic Cuba with 1,300 of your closest Olivia friends as we celebrate the 30th Anniversary of Olivia Travel! Spend a full day and night in Havana—cruise the Malecon in a Classic Car; discover the art of savoring Cuban coffee, rum and cigars; visit Hemingway’s home, haunts and inspirations, or revel in a night of music and dance at a Cuban Cabaret. Next, we will sail around the southern coast of Cuba to Cienfuegos, known as the “Pearl of the South.” This UNESCO site will charm you with its mix of French neo-classical architecture and Afro-Cuban spirit. Learn about classical architecture and Afro-Cuban spirit. Learn about its rich history as a hub of art, music and commerce or take a trip to nearby Trinidad or Santa Clara. Dive deep into the culture and history of Cuba with our carefully curated tours and then explore each port to your heart’s desire! We will continue our cruise to popular Georgetown in the Grand Cayman Islands and our final stop is in Cozumel, the heart of the Mayan culture. Round-trip from Fort Lauderdale, FL, this cruise is the perfect time to escape the cold and enjoy the sun-kissed days and star-filled nights. Combine this unique itinerary with a stellar Anniversary line-up of entertainment, along with the incredible Team Olivia, and you’ll be on your way to a vacation you won’t forget!


  • Fort Lauderdale, FL

  • Havana, Cuba

  • Cienfuegos, Cuba

  • Georgetown, Grand Cayman Islands

  • Cozumel, Mexico

  • Fort Lauderdale, FL


  • Accommodations for 8 days/7 nights on board Holland America's ms Veendam

  • All meals, including room service (specialty restaurants have a nominal charge)

  • Gratuities, port charges, and taxes (covered in NDA fees)

  • Expert naturalists

  • Olivia’s signature 30th Anniversary of Travel entertainment and programming

  • Olivia staff assistance throughout


For room options, pricing and availability, please click here.