Eastern Caribbean

Eastern Caribbean Loop via Philipsburg, Saint John's & Roseau

San Juan → Philipsburg → Saint John's → Roseau → Basseterre, Saint Kitts → Frederiksted, Saint Croix → San Juan

  • 7 nights
  • San Juan
  • Eastern Caribbean
  • 5 ports

Map of Eastern Caribbean Loop via Philipsburg, Saint John's & Roseau. Stops in order: San Juan, Philipsburg, Saint John's, Roseau, Basseterre, Saint Kitts, Frederiksted, Saint Croix. The same stops are listed under Port by port.

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Embark and disembark port
Port of call

Port by port

7 nights · 5 port calls · 5 countries

  1. Stop #1

    Embark

    San Juan

    Puerto Rico · Eastern Caribbean

  2. Stop #2

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

    Usually docks

  3. Stop #3

    Saint John's

    Antigua and Barbuda · Eastern Caribbean

    Usually docks

  4. Stop #4

    Roseau

    Dominica · Southern Caribbean

    Usually docks

  5. Stop #5

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

    Usually docks

  6. Stop #6

    Frederiksted, Saint Croix

    Virgin Islands, U.S. · Eastern Caribbean

    Usually docks

  7. Stop #7

    Disembark

    San Juan

    Puerto Rico · Eastern Caribbean

What would you change about this trip?

Explore other routes with different ports, trip lengths, and departure ports.

Swap Roseau for Tortola

Adds Virgin Islands, British

Lowest fare is ~30% lower than this route

Tortola, Philipsburg & Saint John's

20 upcoming departures From $73/night

Pricing

0 of 1 sailings with enough price history currently have favorable pricing and 1 are priced high. Median current fare is $104/night.

Median current fare
$104/night
$729 total
Lowest recent fare
$104/night
$729 total
Sailings with good pricing
0 of 1 favorable
Price history for 1 of 1 sailings
Comparison set
1 sailings
Currently priced departures

Best departures

How these are chosen
  • Best overall value: the strongest value signal, a fare furthest below Jibhop's typical fare for the same cabin, among departures with enough price history.
  • Lowest fare: the lowest current starting fare among all listed departures. Cabin categories can differ between departures, so check the cabin shown.
  • Best near-term option: a below-typical fare on a departure within the next 90 days.
  • Currently priced high: a fare above its usual range in Jibhop's observations. Shown as a warning, not a recommendation.

All departures

Each fare is the departure's lowest current fare; the cabin category can differ between departures. Observed fares, not guaranteed availability.