Eastern Caribbean

Eastern Caribbean Loop via Cruz Bay, Saint John, Castries & Philipsburg

Philadelphia → Cruz Bay, Saint John → Castries → Philipsburg → San Juan → Puerto Plata → Philadelphia

  • 11 nights
  • Philadelphia
  • Eastern Caribbean
  • 5 ports

Map of Eastern Caribbean Loop via Cruz Bay, Saint John, Castries & Philipsburg. Stops in order: Philadelphia, Cruz Bay, Saint John, Castries, Philipsburg, San Juan, Puerto Plata. The same stops are listed under Port by port.

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Embark and disembark port
Port of call

Port by port

11 nights · 5 port calls · 5 countries

  1. Stop #1

    Embark

    Philadelphia

    United States · US East Coast

  2. Stop #2

    Cruz Bay, Saint John

    Virgin Islands, U.S. · Eastern Caribbean

    Usually docks

  3. Stop #3

    Castries

    Saint Lucia · Southern Caribbean

    Usually docks

  4. Stop #4

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

    Usually docks

  5. Stop #5

    San Juan

    Puerto Rico · Eastern Caribbean

    Usually docks

  6. Stop #6

    Puerto Plata

    Dominican Republic · Eastern Caribbean

    Usually docks

  7. Stop #7

    Disembark

    Philadelphia

    United States · US East Coast

What would you change about this trip?

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

Swap Puerto Plata for Bridgetown

Depart from Miami instead

Adds Barbados

Lowest fare is ~11% lower than this route

San Juan, Cruz Bay, Saint John & Castries

1 upcoming departure From $83/night

Pricing

1 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $94/night.

Median current fare
$94/night
$1,029 total
Lowest recent fare
$94/night
$1,029 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.