Southern Caribbean

Southern Caribbean Loop via Philipsburg, Bridgetown & Castries

San Juan → Philipsburg → Bridgetown → Castries → Fort-de-France → Basseterre, Saint Kitts → San Juan

  • 7 nights
  • San Juan
  • Southern Caribbean
  • 5 ports
  • 1 sea day

Map of Southern Caribbean Loop via Philipsburg, Bridgetown & Castries. Stops in order: San Juan, Philipsburg, Bridgetown, Castries, Fort-de-France, Basseterre, Saint Kitts. The same stops are listed under Port by port.

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Embark and disembark port
Port of call

Is this route right for you?

Why choose this route
A sightseeing route: a new port nearly every day across Sint Maarten (Dutch part), Barbados, Saint Lucia and 2 more.
Best suited for
Travelers who want to see many places in one trip.

Port by port

7 nights · 5 port calls · 1 sea day · 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

    Bridgetown

    Barbados · Southern Caribbean

    Usually docks

  4. Stop #4

    Castries

    Saint Lucia · Southern Caribbean

    Usually docks

  5. Stop #5

    Fort-de-France

    Martinique · Southern Caribbean

    Usually docks

  6. Stop #6

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · 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.

Add Saint Thomas and Antigua and 3 more

Fewer sea days

Adds Virgin Islands, U.S.; Shares 5 of this route's 5 ports

Lowest fare is ~22% lower than this route

Saint Thomas, Philipsburg & Antigua

1 upcoming departure From $100/night

Add Tortola and Roseau and 3 more

Adds Virgin Islands, British; Shares 5 of this route's 5 ports

Lowest fare is ~19% lower than this route

Tortola, Basseterre, Saint Kitts & Fort-de-France

1 upcoming departure From $104/night

Pricing

3 of 3 sailings with enough price history currently have favorable pricing. Median current fare is $149/night.

Median current fare
$149/night
$1,043 total
Lowest recent fare
$129/night
$903 total
Sailings with good pricing
3 of 3 favorable
Price history for 3 of 3 sailings
Comparison set
3 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.