Eastern Caribbean

Eastern Caribbean Loop: San Juan, Saint Thomas & Philipsburg

Bridgetown → San Juan → Saint Thomas → Philipsburg → Roseau → Castries → Bridgetown

  • 7 nights
  • Bridgetown
  • Eastern Caribbean
  • 5 ports

Map of Eastern Caribbean Loop: San Juan, Saint Thomas & Philipsburg. Stops in order: Bridgetown, San Juan, Saint Thomas, Philipsburg, Roseau, Castries. 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

    Bridgetown

    Barbados · Southern Caribbean

  2. Stop #2

    San Juan

    Puerto Rico · Eastern Caribbean

    Usually docks

  3. Stop #3

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

    Usually docks

  4. Stop #4

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

    Usually docks

  5. Stop #5

    Roseau

    Dominica · Southern Caribbean

    Usually docks

  6. Stop #6

    Castries

    Saint Lucia · Southern Caribbean

    Usually docks

  7. Stop #7

    Disembark

    Bridgetown

    Barbados · Southern Caribbean

What would you change about this trip?

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

Skip San Juan

Depart from San Juan instead · 2 nights shorter

Lowest fare is ~55% lower than this route

Saint Thomas & Philipsburg

2 upcoming departures From $95/night

Add Antigua and Bridgetown and 2 more

Depart from San Juan instead

Adds Antigua and Barbuda; Shares 5 of this route's 5 ports

Lowest fare is ~43% lower than this route

Saint Thomas, Philipsburg & Antigua

2 upcoming departures From $121/night

Pricing

0 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $211/night.

Median current fare
$211/night
$1,479 total
Lowest recent fare
$211/night
$1,479 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.