Skip Roseau
More time at sea
Basseterre, Saint Kitts, Tortola & Philipsburg
3 upcoming departures From $169/night
Eastern Caribbean Loop: Basseterre, Saint Kitts, Roseau & Philipsburg
Circuit: Bridgetown → Basseterre, Saint Kitts → Roseau → Philipsburg → Tortola → Antigua → Castries → Saint George's → back to start
- 14 nights
- 3 boarding ports
- Eastern Caribbean
- 8 stops
Map of Eastern Caribbean Loop: Basseterre, Saint Kitts, Roseau & Philipsburg. Stops in order: Bridgetown, Basseterre, Saint Kitts, Roseau, Philipsburg, Tortola, Antigua, Castries, Saint George's. Boarding ports: Bridgetown, Antigua, and Basseterre, Saint Kitts. 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 Saint Kitts and Nevis, Dominica, Sint Maarten (Dutch part) and 4 more in one trip.
Port by port
14 nights · 7 port calls · 7 countries
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Stop #1
Barbados · Southern Caribbean
Usually docks
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Stop #2
Saint Kitts and Nevis · Eastern Caribbean
Usually docks
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Stop #3
Dominica · Southern Caribbean
Usually docks
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Stop #4
Sint Maarten (Dutch part) · Eastern Caribbean
Usually docks
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Stop #5
Virgin Islands, British · 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.
Swap Roseau for Fort-de-France
Adds Martinique
Lowest fare is ~30% lower than this route
Fort-de-France, Basseterre, Saint Kitts & Tortola
16 upcoming departures From $96/night
Swap Antigua for Bridgetown
Saint George's, Castries & Bridgetown
6 upcoming departures From $143/night
Swap Saint George's for Fort-de-France
Adds Martinique
Basseterre, Saint Kitts, Philipsburg & Tortola
3 upcoming departures From $145/night
When to go
Current fares are lowest for January 2029 departures (median $157/night across 8 priced departures) and highest for February 2029 ($164/night, 8 priced departures). 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 2028 | 4 | 0 | Too few priced departures |
| December 2028 | 8 | 8 | $158/night |
| January 2029 | 8 | 8 | $157/night |
| February 2029 | 8 | 8 | $164/night |
| March 2029 | 2 | 0 | Too few priced departures |
Covers the next 12 months of departures. Based on the current asking fare of the cheapest standard cabin on 24 departures (of 30) 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
Not enough price history yet for this itinerary.
- Median current fare
- $159/night
- $2,228 total
- Lowest recent fare
- $138/night
- $1,931 total
- Comparison set
- 30 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 30 upcoming departures.