Eastern Caribbean

Eastern Caribbean Loop via Road Town, Tortola, Philipsburg & Bridgetown

New York → Road Town → Philipsburg → Bridgetown → Castries → Roseau → Basseterre, Saint Kitts → New York

  • 14 nights
  • New York
  • Eastern Caribbean
  • 6 ports

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

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Embark and disembark port
Port of call

Port by port

14 nights · 6 port calls · 6 countries

  1. Stop #1

    Embark

    New York

    United States · US East Coast

  2. Stop #2

    Road Town

    United Kingdom · Eastern Caribbean

  3. Stop #3

    Philipsburg

    Sint Maarten (Dutch part) · 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

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

    Usually docks

  8. Stop #8

    Disembark

    New York

    United States · US East Coast

What would you change about this trip?

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

Skip Road Town

2 nights shorter

Basseterre, Saint Kitts, Castries & Bridgetown

3 upcoming departures From $147/night

Swap Road Town for Saint Thomas

1 night shorter

Adds Virgin Islands, U.S.

Lowest fare is ~13% lower than this route

Saint Thomas, Basseterre, Saint Kitts & Castries

1 upcoming departure From $105/night

Swap Road Town for Antigua and Saint Thomas

Depart from Baltimore instead · Fewer sea days

Adds Antigua and Barbuda; Shares 5 of this route's 6 ports

Lowest fare is ~12% lower than this route

Philipsburg, Antigua & Castries

2 upcoming departures From $107/night

Pricing

1 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $121/night.

Median current fare
$121/night
$1,699 total
Lowest recent fare
$121/night
$1,699 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.