Eastern Caribbean cruises

Eastern Caribbean Loop: Jeju, Roseau & Road Bay

Jeju · Roseau · Terre-de-Haut (Les Saintes) · Philipsburg · San José · Road Bay · Sopers Hole · Jost Van Dyke · Spanish Town (Virgin Gorda) · Jeju

Port-heavy Eastern Caribbean itinerary. Covers South Korea, Dominica, Guadeloupe, Sint Maarten (Dutch part), and more.

15 nights Philipsburg Eastern Caribbean 11 ports 3 sea days

What this trip feels like

Port-intensive itinerary

Port-intensive itinerary with 11 port calls across 15 nights.

Port-forward pace

11 ports in 15 nights

Most days are port days.

Broad destination variety

Jeju · Roseau · Terre-de-Haut (Les Saintes) + more

Frequent port calls throughout the itinerary.

Easy logistics

Round-trip from Philipsburg

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

Port experience

Jeju · 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.

All departures

All upcoming departures

Compare all sailings for this itinerary.

Itinerary pricing

What this itinerary usually costs

Not enough price history yet for this itinerary.

Median current fare

$343/night

$5,145 total

Lowest recent fare

$343/night

$5,145 total

Pricing signal

Building history

Price history for 0 of 1 sailings

Comparison set

1 sailings

Currently priced departures

When should I go?

Not enough departures yet to identify a reliable cheaper season.

Route overview

How this route is built

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15 nights · 11 port calls · 3 sea days · 7 countries

11 port calls across South Korea, Dominica, Guadeloupe, Sint Maarten (Dutch part) · More port-intensive than many 15-night alternatives.

  1. 1

    Embark in Philipsburg

    Embarkation ports can vary by sailing

  2. 2

    Jeju

    South Korea · East Asia

  3. 3

    Roseau

    Dominica · Southern Caribbean

  4. 4

    Terre-de-Haut (Les Saintes)

    Guadeloupe · Eastern Caribbean

  5. 5

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  6. 6

    San José

    Costa Rica · Central America

  7. 7

    Road Bay

    Anguilla · Eastern Caribbean

  8. 8

    Sopers Hole

    Virgin Islands, British · Eastern Caribbean

  9. 9

    Jost Van Dyke

    Virgin Islands, British · Eastern Caribbean

  10. 10

    Jost Van Dyke

    Virgin Islands, British · Eastern Caribbean

  11. 11

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  12. 12

    Jeju

    South Korea · East Asia

  13. 13

    Disembark in Philipsburg

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

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