Eastern Caribbean

Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

San Juan → Philipsburg → Castries → Bridgetown → Basseterre, Saint Kitts → Saint Thomas → Tortola → San Juan

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

Map of Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown. Stops in order: San Juan, Philipsburg, Castries, Bridgetown, Basseterre, Saint Kitts, Saint Thomas, Tortola. 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 · 6 port calls · 6 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

    Castries

    Saint Lucia · Southern Caribbean

    Usually docks

  4. Stop #4

    Bridgetown

    Barbados · Southern Caribbean

    Usually docks

  5. Stop #5

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

    Usually docks

  6. Stop #6

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

    Usually docks

  7. Stop #7

    Tortola

    Virgin Islands, British · Eastern Caribbean

    Usually docks

  8. Stop #8

    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.

Skip Castries

More time at sea

Tortola, Bridgetown & Basseterre, Saint Kitts

1 upcoming departure From $144/night

Add Roseau and San Juan and 1 more

Adds Dominica; Shares 6 of this route's 6 ports

Lowest fare is ~14% lower than this route

Saint Thomas, Philipsburg & Roseau

1 upcoming departure From $106/night

Pricing

1 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $123/night.

Median current fare
$123/night
$859 total
Lowest recent fare
$123/night
$859 total
Sailings with good pricing
1 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.