Caribbean cruises are often the easiest way to start — warm weather, shorter sailings and familiar embarkation ports.

But not all Caribbean itineraries feel the same. Eastern, Western and Southern routes each offer something slightly different.

Use this guide to choose the style that fits your pace, then explore detailed port guides beneath each region.

Not Sure Which Caribbean Style Fits?

If you’re still deciding, here’s a quick way to narrow it down:

• First cruise? Eastern Caribbean is usually the smoothest introduction.

• Want more variety than just beaches? Western Caribbean mixes reefs, ruins and culture.

• Cruised before and want something different? Southern Caribbean feels more distinctive and less repetitive.

• Departing from Florida? Your departure port can shape your itinerary more than you think.

→ New to cruising entirely? Start with our Cruise Confidence guide.
→ Want to plan without overwhelm? See our Planning Made Gentle timeline.