Skip Tortola
More time at sea
Basseterre, Saint Kitts, Philipsburg & Fort-de-France
3 upcoming departures From $145/night
Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola
Circuit: Bridgetown → Fort-de-France → Basseterre, Saint Kitts → Tortola → Philipsburg → Antigua → Castries → Saint George's → back to start
- 14 nights
- 2 boarding ports
- Eastern Caribbean
- 8 stops
- 5 sea days
Map of Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola. Stops in order: Bridgetown, Fort-de-France, Basseterre, Saint Kitts, Tortola, Philipsburg, Antigua, Castries, Saint George's. Boarding ports: Bridgetown and Antigua. The same stops are listed under Port by port.
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Boarding port (returns here)
Port of call
Is this route right for you?
- Why choose this route
- Covers Martinique, Saint Kitts and Nevis, Virgin Islands, British and 4 more in one trip.
Port by port
14 nights · 7 port calls · 5 sea days · 7 countries
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Stop #1
Barbados · Southern Caribbean
Usually docks
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Stop #2
Martinique · Southern Caribbean
Usually docks
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Stop #3
Saint Kitts and Nevis · Eastern Caribbean
Usually docks
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Stop #4
Virgin Islands, British · Eastern Caribbean
Usually docks
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Stop #5
Sint Maarten (Dutch part) · Eastern Caribbean
Usually docks
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Stop #6
Antigua and Barbuda · Eastern Caribbean
Usually docks
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Stop #7
Saint Lucia · Southern Caribbean
Usually docks
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Stop #8
Grenada · Southern Caribbean
Usually docks
Stops are in sailing order; the loop is the same route whichever of its ports you board at.
What would you change about this trip?
Explore other routes with different ports, trip lengths, and departure ports.
Skip Fort-de-France
More time at sea
Basseterre, Saint Kitts, Tortola & Philipsburg
3 upcoming departures From $169/night
Swap Fort-de-France for Roseau
Adds Dominica
Basseterre, Saint Kitts, Roseau & Philipsburg
30 upcoming departures From $138/night
Swap Castries for Roseau
Adds Dominica
Basseterre, Saint Kitts, Roseau & Philipsburg
12 upcoming departures From $148/night
When to go
Current fares are lowest for November 2026 departures (median $106/night across 5 priced departures) and highest for February 2027 ($145/night, 6 priced departures), about 27% apart. The cheapest month is not necessarily the best one: weather and crowds are not part of this comparison.
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Month-by-month figures
| Month | Departures | Priced | Median / night |
|---|---|---|---|
| November 2026 | 5 | 5 | $106/night |
| January 2027 | 5 | 5 | $125/night |
| February 2027 | 6 | 6 | $145/night |
Covers the next 12 months of departures. Based on the current asking fare of the cheapest standard cabin on 16 departures (of 16) with a fare seen in the last 14 days. These are fares observed now, not booked prices or price history, and departures weeks away are priced differently from those months out. Months with fewer than 5 priced departures are not compared.
Pricing
5 of 16 sailings with enough price history currently have favorable pricing. Median current fare is $130/night.
- Median current fare
- $130/night
- $1,823 total
- Lowest recent fare
- $96/night
- $1,350 total
- Sailings with good pricing
- 5 of 16 favorable
- Price history for 16 of 16 sailings
- Comparison set
- 16 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.
Showing 16 upcoming departures.