The Caribbean is one of the world’s most loved travel regions—and for good reason. With crystal-clear waters, warm weather year-round, vibrant cultures, and a wide variety of cruise options, there’s an island escape for every type of traveler. Below, you’ll find the most popular Caribbean islands to visit plus sample cruise itineraries to help you start planning with confidence.
Best for: First-time cruisers, short getaways, families
Popular Ports: Nassau, Freeport, Bimini, Perfect Day at CocoCay
Why visit:
The Bahamas are close to the U.S., which makes them a top choice for quick Caribbean cruises. Think turquoise water, postcard-worthy beaches, and an easygoing island vibe that’s perfect for relaxing (or packing in fun).
Top experiences:
Sample Itinerary:
3–4 Night Bahamas Cruise
Best for: Culture, music, adventure
Popular Ports: Ocho Rios, Montego Bay, Falmouth
Why visit:
Jamaica blends tropical beauty with a bold, unforgettable culture. From reggae rhythms and scenic coastlines to jungle adventures and famous waterfalls, it’s an easy pick for travelers who want both relaxation and energy.
Top experiences:
Sample Itinerary:
7-Night Western Caribbean Cruise
Best for: Beaches, sunny weather, couples
Popular Ports: Oranjestad
Why visit:
Aruba sits outside the hurricane belt and is known for consistent sunshine, white-sand beaches, and calm, clear water. It’s a favorite for travelers who want dependable weather and a polished island feel.
Top experiences:
Sample Itinerary:
7–10 Night Southern Caribbean Cruise
Best for: History, beaches, affordability
Popular Ports: Amber Cove, Puerto Plata
Why visit:
The Dominican Republic delivers a little bit of everything: colonial history, lush mountain scenery, and a stunning coastline. It’s a great value destination that still feels rich in experiences.
Top experiences:
Sample Itinerary:
7-Night Eastern Caribbean Cruise
Best for: Shopping, beaches, island hopping
Popular Ports: Charlotte Amalie
Why visit:
St. Thomas is easy to explore and ideal for travelers who want a mix of scenic beaches and great shopping. It’s also a convenient jumping-off point for nearby islands.
Top experiences:
Sample Itinerary:
7-Night Eastern Caribbean Cruise
Best for: Dual cultures, beaches, food
Popular Ports: Philipsburg
Why visit:
Split between French and Dutch sides, St. Maarten gives you two distinct cultures on one island. It’s a favorite stop for beach lovers, foodies, and travelers who like variety without traveling far.
Top experiences:
Sample Itinerary:
7–8 Night Eastern Caribbean Cruise
Best for: Luxury, culture, beaches
Popular Ports: Bridgetown
Why visit:
Barbados blends British heritage with Caribbean warmth, plus beautiful beaches and an elevated, refined feel. It’s a standout for travelers looking for culture, comfort, and a more upscale island experience.
Top experiences:
Sample Itinerary:
10–14 Night Southern Caribbean Cruise
Short cruises (3–5 nights):
Perfect for first-timers, weekend-style escapes, or anyone who wants a quick dose of island time (often the Bahamas).
7-night cruises:
The most popular option, offering a great balance of island variety, excursions, and onboard relaxation.
10+ night cruises:
Ideal for travelers who want more unique ports, a slower pace, and often fewer crowds—especially in the Southern Caribbean.
