Eastern Caribbean cruises

Eastern Caribbean Loop via Great Stirrup Cay, Cabo Rojo & Oranjestad (Rare Variant)

⚓ Great Stirrup Cay · Cabo Rojo · Oranjestad · Willemstad · Philipsburg · Tortola · Saint Thomas · Puerto Plata

Port-heavy Eastern Caribbean itinerary. Covers Bahamas, Dominican Republic, Aruba, and Curaçao and more. Includes private-island style stops.

☾12 nights Miami Eastern Caribbean 8 ports 4 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $124/night. with most departures landing in the $87-$142/night band. across 1 tracked sailings.

Typical price

$124/night

$1,493 total

Normal range

$87-$142/night

$1,047-$1,699 total

Lowest recent fare

Building history

$1,869 total

Comparison set

1 sailings

Used for itinerary baseline

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

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When should I go?

Scan monthly pricing to see which departure windows tend to look stronger or weaker for this itinerary.

December 2026
Cheapest
Median price/night
$192
1 sailing
Upcoming departures
54% above itinerary median
1 priced departures tracked

Route overview

How this route is built

Compare sailings →

12 nights · 8 port calls · 4 sea days · 7 countries

8 port calls across Bahamas, Dominican Republic, Aruba, Curaçao · More port-intensive than many 12-night alternatives.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    Great Stirrup Cay

    Bahamas · Bahamas

    Private
  3. 3

    Cabo Rojo

    Dominican Republic · Eastern Caribbean

  4. 4

    Oranjestad

    Aruba · ABC Islands

  5. 5

    Willemstad

    Curaçao · ABC Islands

  6. 6

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  7. 7

    Tortola

    Virgin Islands, British · Eastern Caribbean

  8. 8

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  9. 9

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  10. 10

    Disembark in Miami

    Disembarkation ports can vary by sailing

Loading route map

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Embark port
Disembark port
Port of call

Alternatives

Compare nearby alternatives

Nearby options in the same planning set, with price and trip-shape tradeoffs called out so you can compare without restarting your search.

FAQ

What’s the best month to sail this itinerary?

It depends on weather and crowd levels. Use the sailing list to compare dates and prioritize port days with comfortable conditions.

Are these sailings all the same route?

They can be close but not identical. Look for differences in port order, arrival times, and sea day placement.

How should I choose between two similar sailings?

Compare: (1) ship, (2) port day timing, (3) number of sea days, (4) price vs cabin value, and (5) flight convenience.