Southern Caribbean

Southern Caribbean Loop via Tortola, Bridgetown & Castries

San Juan → Road Town → Bridgetown → Castries → Roseau → Philipsburg → San Juan

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

Map of Southern Caribbean Loop via Tortola, Bridgetown & Castries. Stops in order: San Juan, Road Town, Bridgetown, Castries, Roseau, Philipsburg. 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 United Kingdom, 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

    Road Town

    United Kingdom · Eastern Caribbean

  3. Stop #3

    Bridgetown

    Barbados · Southern Caribbean

    Usually docks

  4. Stop #4

    Castries

    Saint Lucia · Southern Caribbean

    Usually docks

  5. Stop #5

    Roseau

    Dominica · Southern Caribbean

    Usually docks

  6. Stop #6

    Philipsburg

    Sint Maarten (Dutch part) · 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 Funchal, Madeira and Saint George's and 3 more

Depart from Southampton instead

Adds Portugal; Shares 5 of this route's 5 ports

Lowest fare is ~26% lower than this route

Itinerary PTFNC-VGRAD-BBBGI-LCCAS-GDSTG-DMRSU-KNBAS-DOPOP-SXPHI-ESSCT

1 upcoming departure From $103/night

Pricing

0 of 2 sailings with enough price history currently have favorable pricing and 2 are priced high. Median current fare is $139/night.

Median current fare
$139/night
$973 total
Lowest recent fare
$139/night
$973 total
Sailings with good pricing
0 of 2 favorable
Price history for 2 of 2 sailings
Comparison set
2 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.