8 of the best Caribbean cruises for a 2025 holiday
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Set sail on an island-hopping adventure with these exciting itineraries from Virgin Voyages, Fred Olsen and more. Given the allure of almost guaranteed sunshine, palm tree-lined landscapes, pristine white sand beaches and scintillating tropical waters, it’s hardly surprising that an island-hopping cruise around the Caribbean is a bucket list holiday for many – and the most-searched cruise itinerary.
Cruises offer a great way to explore the Caribbean, with guests getting the chance to experience many idyllic and off-the-beaten-track destinations in one trip, and a carefully curated selection of islands from a collection that spans more than 700. What’s more, several cruise lines, including Disney and Royal Caribbean, offer guests access to private islands in the Caribbean, such as Disney’s Castaway Cay and Royal Caribbean’s Perfect Day at CocoCay.
When it comes to itineraries, guests have the option of booking everything from transatlantic cruises setting sail from Southampton and Tilbury to month-long voyages around the Caribbean; fly cruises that specifically focus on sections of the Caribbean, such as the East or West; or long weekend tours that set sail from Florida.
Here’s our round-up of some of the best Caribbean cruises setting sail in 2025, from adult-only holidays to family-friendly adventures. Read more: I went on a cruise to find out if they really are just for old people. From exploring tropical rainforests in Costa Rica to sampling local dishes such as jerk chicken in Jamaica and codfish and potatoes in Bermuda, this 23-night adventure aboard Fred Olsen’s Balmoral ship, which kicks off in Puerto Limón, promises to be a fantastic mix of action and adventure alongside cultural discovery.