Eastern Caribbean cruises

Eastern Caribbean Loop via Philipsburg, Charlotte Amalie, Saint Thomas & Ocean Cay (Rare Variant)

⚓ Miami · Philipsburg · Charlotte Amalie, Saint Thomas · Puerto Plata · Miami · Ocean Cay · Grand Turk Island · Nassau · Miami

Port-heavy Eastern Caribbean itinerary. Covers United States, Sint Maarten (Dutch part), Virgin Islands, U.S., and Dominican Republic and more. Includes private-island style stops.

☾13 nights Miami Eastern Caribbean 9 ports 4 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $90/night. with most departures landing in the $73-$92/night band. across 1 tracked sailings.

Typical price

$90/night

$1,168 total

Normal range

$73-$92/night

$952-$1,190 total

Lowest recent fare

Building history

$679 total

Comparison set

1 sailings

Used for itinerary baseline

Best departures

Best upcoming sailings

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When should I go?

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January 2028
Cheapest
Median price/night
$91
1 sailing
Upcoming departures
Typical value
1 priced departures tracked

Route overview

How this route is built

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13 nights · 9 port calls · 4 sea days · 6 countries

9 port calls across United States, Sint Maarten (Dutch part), Virgin Islands, U.S., Dominican Republic · More port-intensive than many 13-night alternatives.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    Miami

    United States · US East Coast

  3. 3

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  4. 4

    Charlotte Amalie, Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  5. 5

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  6. 6

    Miami

    United States · US East Coast

  7. 7

    Ocean Cay

    Bahamas · Bahamas

    Private
  8. 8

    Grand Turk Island

    Turks and Caicos Islands · Eastern Caribbean

  9. 9

    Nassau

    Bahamas · Bahamas

  10. 10

    Miami

    United States · US East Coast

  11. 11

    Disembark in Miami

    Disembarkation ports can vary by sailing

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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.