Best Caribbean cruises for a last-minute winter break

Sun-soaked sailings that promise white, sandy beaches and postcard-worthy views

Silverseas cruise ship in the Caribbean
The Caribbean is made up of more than 7,000 islands, offering almost infinite itineraries
(Image credit: Eric Laudonien / Alamy)

For sunshine, stunning beaches and plenty of fun activities, it’s hard to beat a cruise. And where better to escape the UK’s chilly winter weather than the Caribbean? Being made up of over 7,000 picture-perfect islands, the region has almost infinite itineraries to choose from, stopping everywhere from Cuba to Barbados. Here’s our top picks.

Royal Caribbean

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Alex Kerr joined The Week as an intern for four months in 2025, covering global news, arts and culture. A third-year undergraduate student at New York University’s Gallatin School of Individualised Study, Alex studies politics, social justice and the written word. During her time in New York, she was a staff writer for WNYU Radio’s STATIC, a student-led underground music magazine. Her interests include left-wing and American politics, alternative music and culinary journalism. After graduating, she intends to pursue an MSc in political theory.