Western Caribbean cruises

Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

San Juan · Cruz Bay, Saint John · Castries · Bridgetown · Philipsburg · Miami · Georgetown, Grand Cayman · Montego Bay · Roatán · Costa Maya (Mahahual) · Cozumel

Balanced route with a steady mix of port days and sea days. Covers Puerto Rico, Virgin Islands, U.S., Saint Lucia, Barbados, and more.

21 nights Miami Western Caribbean 12 ports 9 sea days

What this trip feels like

Balanced, varied and easy to pace

This route gives you a steady mix of ship time and 12 ports. It suits travelers who want meaningful days ashore without turning every day into an early start and a tightly planned port call.

Balanced pace

12 ports in 21 nights

A steady alternation between time onboard and time ashore.

Broad destination variety

San Juan · Cruz Bay, Saint John · Castries + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from Miami

No open-jaw flights or separate arrival and departure transfers.

Port experience

San Juan · Pick your date carefully

Cruise traffic varies substantially by date, so your specific port day can feel very different depending on when you visit.

Best for · A mix of ship and shore time · First-time visitors · Travelers who like a steady pace

Think twice if · You want either an all-ports itinerary or a mostly ship-focused escape

Best departures

Best upcoming sailings

Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.

All departures

All upcoming departures

Compare all sailings for this itinerary.

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $127/night, with most departures landing in the $109-$152/night band across 1 tracked sailing.

Typical price

$127/night

$2,675 total

Normal range

$109-$152/night

$2,291-$3,191 total

Lowest recent fare

Building history

$2,200 total

Comparison set

1 sailings

Used for itinerary baseline

When should I go?

Not enough departures yet to identify a reliable cheaper season.

Route overview

How this route is built

Compare sailings →

21 nights · 12 port calls · 9 sea days · 10 countries

12 port calls across Puerto Rico, Virgin Islands, U.S., Saint Lucia, Barbados · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    San Juan

    Puerto Rico · Eastern Caribbean

  3. 3

    Cruz Bay, Saint John

    Virgin Islands, U.S. · Eastern Caribbean

  4. 4

    Castries

    Saint Lucia · Southern Caribbean

  5. 5

    Bridgetown

    Barbados · Southern Caribbean

  6. 6

    Bridgetown

    Barbados · Southern Caribbean

  7. 7

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  8. 8

    Miami

    United States · US East Coast

  9. 9

    Georgetown, Grand Cayman

    Cayman Islands · Western Caribbean

  10. 10

    Montego Bay

    Jamaica · Western Caribbean

  11. 11

    Roatán

    Honduras · Western Caribbean

  12. 12

    Costa Maya (Mahahual)

    Mexico · Western Caribbean

  13. 13

    Cozumel

    Mexico · Western Caribbean

  14. 14

    Disembark in Miami

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

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