Sample itineraries

Sample routings.

These are typical routings and ports. Ships, dates, and fares change.

A blank notebook, brass dividers, and binoculars on a table by the sea

Caribbean Cruises

Destination page
A quiet Caribbean cove with pale sand and clear water

With more sailings than any other region, the Caribbean gives you incredible flexibility to curate the exact island escape you are envisioning.

More on Caribbean, including excursions
A snorkel mask and fins on limestone beside clear reef water

Optional excursions

These can be arranged in the port or the city, as an add-on to enrich the trip. They are not in the cruise fare unless the line includes them.

  • The reef, not the pool deck

    Cozumel, Grand Cayman, or a western Caribbean stop. 2 to 3 hours.

  • A beach with an actual chair

    Cozumel, Nassau, or a private-island style stop. Most of the time the ship is in port.

  • A bakery, then the market

    Fort-de-France, Martinique. About 3 hours on foot.

Western Caribbean

7 nights · Year-round. The cruise fares are lower in late summer

Round trip, departing from South Florida or the Gulf

A cruise that departs from Florida often stops at Cozumel, Grand Cayman, and Jamaica. A cruise that departs from Galveston often stops at Cozumel and Costa Maya

  • From Florida: Cozumel, Grand Cayman, Jamaica
  • From Galveston: Cozumel and Costa Maya
  • A day at sea each way
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Eastern Caribbean

7 nights, departing from San Juan. Longer if the cruise departs from Miami · December–April

A seven-night cruise departs from San Juan. A longer cruise departs from Miami

Resort or premium

  • St. Thomas
  • St. Maarten
  • Martinique or Antigua on the longer sailings
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Aruba, Bonaire, and Curaçao

7 nights, departing from San Juan. 8–11 nights if the cruise departs from Florida · Shoulder months

Round trip, departing from San Juan, or a longer loop that departs from southern Florida

A line that is actually scheduled into Aruba, Bonaire, and Curaçao

  • Aruba
  • Bonaire
  • Curaçao
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