Caribbean Cruises
The classic cruise: depart Florida or San Juan, warm weather all year, beach days and cruise-line private islands. A 7-night sailing is the standard; 3–4-night tasters exist too.
Best season: Year-round (peak November–April)
Not all of Caribbean is the same
Eastern Caribbean
St. Thomas, San Juan, St. Maarten — more shopping, less sailing time.
Western Caribbean
Cozumel, Belize, Grand Cayman, Roatán — snorkelling, Maya sites, diving.
Southern Caribbean
Aruba, Curaçao, Barbados — usually ex-San Juan, drier weather.
Caribbean cruises start from...
Fly into the port city the day before you sail — a delayed same-day flight can cost you the cruise.
Caribbean sailings now
Live prices from CruiseDirect. Some links on this page are affiliate links.
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About this page
Written and checked by the Around the World team. We compare prices across the major providers, cross-check official sources, and update when something changes. We have no stake in any one provider — links are affiliate links, and the price is the same for you.