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Eastern Caribbean cruises

Eastern Caribbean Loop via Philipsburg, Antigua & Fort-de-France

Philipsburg · Antigua · Fort-de-France · Roseau · Basseterre, Saint Kitts · Saint Thomas · Half Moon Cay · Miami · Bonaire · Willemstad · Oranjestad · Cabo Rojo · Half Moon Cay

Port-heavy Eastern Caribbean itinerary. Covers Sint Maarten (Dutch part), Antigua and Barbuda, Martinique, Dominica, and more.

11 nights Miami Eastern Caribbean 13 ports
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What this trip feels like

Active, varied and destination-focused

With 13 ports across 11 nights, this trip keeps the focus on time ashore. Expect more destination variety and a busier rhythm, with the ship serving as the link between port days.

Port-forward pace

13 ports in 11 nights

Most days put a destination at the center of the plan.

Broad destination variety

Philipsburg · Antigua · Fort-de-France + 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

Philipsburg · 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 · Destination-led trips · Active days ashore · Travelers who prefer variety

Think twice if · You want long, uninterrupted stretches of time onboard

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.

Best overall value
Holland America

Zuiderdam

Miami → Philipsburg → Half Moon Cay → Miami

Oct 31 · 11 nights

Good value

$1,099 oceanview · $100/night

12% below typical

All departures

All upcoming departures

Compare all sailings for this itinerary.

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Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $204/night, with most departures landing in the $107-$247/night band across 1 tracked sailing.

Typical price

$204/night

$2,246 total

Normal range

$107-$247/night

$1,178-$2,722 total

Lowest recent fare

Building history

$899 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 →

11 nights · 13 port calls · 12 countries

13 port calls across Sint Maarten (Dutch part), Antigua and Barbuda, Martinique, Dominica · More port-intensive than many 11-night alternatives.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  3. 3

    Antigua

    Antigua and Barbuda · Eastern Caribbean

  4. 4

    Fort-de-France

    Martinique · Southern Caribbean

  5. 5

    Roseau

    Dominica · Southern Caribbean

  6. 6

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  7. 7

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  8. 8

    Half Moon Cay

    Bahamas · Bahamas

  9. 9

    Miami

    United States · US East Coast

  10. 10

    Bonaire

    Bonaire, Sint Eustatius and Saba · Southern Caribbean

  11. 11

    Willemstad

    Curaçao · ABC Islands

  12. 12

    Oranjestad

    Aruba · ABC Islands

  13. 13

    Cabo Rojo

    Dominican Republic · Eastern Caribbean

  14. 14

    Half Moon Cay

    Bahamas · Bahamas

  15. 15

    Disembark in Miami

    Disembarkation ports can vary by sailing

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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.

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.