Eastern Caribbean

Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

San Juan → Road Town → Basseterre, Saint Kitts → Bridgetown → Castries → Roseau → Philipsburg → San Juan

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

Map of Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown. Stops in order: San Juan, Road Town, Basseterre, Saint Kitts, Bridgetown, Castries, Roseau, Philipsburg. The same stops are listed under Port by port.

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Embark and disembark port
Port of call

Port by port

8 nights · 6 port calls · 6 countries

  1. Stop #1

    Embark

    San Juan

    Puerto Rico · Eastern Caribbean

  2. Stop #2

    Road Town

    United Kingdom · Eastern Caribbean

  3. Stop #3

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

    Usually docks

  4. Stop #4

    Bridgetown

    Barbados · Southern Caribbean

    Usually docks

  5. Stop #5

    Castries

    Saint Lucia · Southern Caribbean

    Usually docks

  6. Stop #6

    Roseau

    Dominica · Southern Caribbean

    Usually docks

  7. Stop #7

    Philipsburg

    Sint Maarten (Dutch part) · 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.

Swap Road Town for Saint John's

Depart from Fort Lauderdale instead · 3 nights longer

Adds Antigua and Barbuda

Philipsburg, Saint John's & Castries

5 upcoming departures From $152/night

Pricing

0 of 1 sailings with enough price history currently have favorable pricing and 1 are priced high. Median current fare is $149/night.

Median current fare
$149/night
$1,192 total
Lowest recent fare
$149/night
$1,192 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.