Eastern Caribbean

Eastern Caribbean Loop: San Juan, Little Bay & Road Bay

Miami → San Juan → Spanish Town (Virgin Gorda) → Basseterre, Saint Kitts → Roseau → Fort-de-France → Terre-de-Haut (Les Saintes) → Little Bay → Road Bay → Great Harbour, Peter Island → Miami

  • 14 nights
  • Miami
  • Eastern Caribbean
  • 9 ports

Map of Eastern Caribbean Loop: San Juan, Little Bay & Road Bay. Stops in order: Miami, San Juan, Spanish Town (Virgin Gorda), Basseterre, Saint Kitts, Roseau, Fort-de-France, Terre-de-Haut (Les Saintes), Little Bay, Road Bay, Great Harbour, Peter Island. 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 · 9 port calls · 8 countries

  1. Stop #1

    Embark

    Miami

    United States · US East Coast

  2. Stop #2

    San Juan

    Puerto Rico · Eastern Caribbean

    Usually docks

  3. Stop #3

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

    Usually tenders

  4. Stop #4

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

    Usually docks

  5. Stop #5

    Roseau

    Dominica · Southern Caribbean

    Usually docks

  6. Stop #6

    Fort-de-France

    Martinique · Southern Caribbean

    Usually docks

  7. Stop #7

    Terre-de-Haut (Les Saintes)

    Guadeloupe · Eastern Caribbean

  8. Stop #8

    Little Bay

    Montserrat · Eastern Caribbean

  9. Stop #9

    Road Bay

    Anguilla · Eastern Caribbean

  10. Stop #10

    Great Harbour, Peter Island

    Virgin Islands, British · Eastern Caribbean

  11. Stop #11

    Disembark

    Miami

    United States · US East Coast

What would you change about this trip?

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

Pricing

1 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $400/night.

Median current fare
$400/night
$5,599 total
Lowest recent fare
$400/night
$5,599 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.