Western Caribbean cruises

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

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

Balanced route with a steady mix of port days and sea days. Covers Cayman Islands, Jamaica, Honduras, Mexico, 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

Georgetown, Grand Cayman · Montego Bay · Roatán + 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

Georgetown, Grand Cayman · 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 $97/night, with most departures landing in the $88-$110/night band across 1 tracked sailing.

Typical price

$97/night

$2,046 total

Normal range

$88-$110/night

$1,844-$2,316 total

Lowest recent fare

Building history

$1,756 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 · 11 countries

12 port calls across Cayman Islands, Jamaica, Honduras, Mexico · 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

    Georgetown, Grand Cayman

    Cayman Islands · Western Caribbean

  3. 3

    Montego Bay

    Jamaica · Western Caribbean

  4. 4

    Roatán

    Honduras · Western Caribbean

  5. 5

    Costa Maya (Mahahual)

    Mexico · Western Caribbean

  6. 6

    Cozumel

    Mexico · Western Caribbean

  7. 7

    Miami

    United States · US East Coast

  8. 8

    San Juan

    Puerto Rico · Eastern Caribbean

  9. 9

    Cruz Bay, Saint John

    Virgin Islands, U.S. · Eastern Caribbean

  10. 10

    Castries

    Saint Lucia · Southern Caribbean

  11. 11

    Bridgetown

    Barbados · Southern Caribbean

  12. 12

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  13. 13

    Road Town, Tortola

    Virgin Islands, British · Eastern Caribbean

  14. 14

    Disembark in Miami

    Disembarkation ports can vary by sailing

Loading route map

Render your Mapbox or Leaflet map here from the supplied route and port JSON.

Embark port
Disembark port
Port of call

Other routes to consider

Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.