Port-forward pace
5 ports in 7 nights
Most days are port days.
Southern Caribbean cruises
Southern Caribbean Arc: Castries & Roseau
Bridgetown → Castries → Roseau → Basseterre, Saint Kitts → Philipsburg → Road Town → San Juan
Port-heavy Southern Caribbean itinerary. Covers Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten (Dutch part), and more.
7 nights
Bridgetown
Southern Caribbean
5 ports
1 sea day
What this trip feels like
Port-intensive itinerary
Port-intensive itinerary with 5 port calls across 7 nights.
Broad destination variety
Castries · Roseau · Basseterre, Saint Kitts + more
Frequent port calls throughout the itinerary.
Route logistics
Sails from Bridgetown
Check the exact departure and arrival ports before arranging flights.
Port experience
Castries · Pick your date carefully
Cruise traffic varies substantially by date, so your specific port day can feel very different depending on when you visit.
Best for · Destination-led trips · Active days ashore · Travelers who prefer variety
Think twice if · You want long, uninterrupted stretches of time onboard
Best departures
Best upcoming sailings
Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.
All departures
All upcoming departures
Compare all sailings for this itinerary.
Itinerary pricing
What this itinerary usually costs
1 of 3 sailings with enough price history currently have favorable pricing and 1 are priced high. Median current fare is $240/night.
Median current fare
$240/night
$1,679 total
Lowest recent fare
$153/night
$1,069 total
Pricing signal
1 of 3 favorable
Price history for 3 of 3 sailings
Comparison set
3 sailings
Currently priced departures
When should I go?
Not enough departures yet to identify a reliable cheaper season.
Route overview
How this route is built
7 nights · 5 port calls · 1 sea days · 5 countries
5 port calls across Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten (Dutch part) · More port-intensive than many 7-night alternatives.
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1
Embark in Bridgetown
Embarkation ports can vary by sailing
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2
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3
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4
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5
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6
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7
Disembark in San Juan
Disembarkation ports can vary by sailing
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Embark port
Disembark port
Port of call
Other routes to consider
Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.
More port time
Add Jeju + Mayreau Island
Southern Caribbean: Jeju, Roseau & Mayreau Island
7 nights · 6 ports · 1 sea day
Same length +1 port
Much more time ashore without making the trip longer.
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More variety
Add Saint-Barthélemy + Jeju
Eastern Caribbean: Saint-Barthélemy, Jeju & Roseau
7 nights · 6 ports · 6 countries
Same length +1 country
A much broader Southern Caribbean experience.
Compare this route →
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Longer trip
Make it 8 nights
Southern Caribbean: Saint Thomas, Bridgetown & Roseau
8 nights · 4 ports · 4 sea days
+1 night +3 sea days
More time at sea.
Compare this route →
From $952