Port-forward pace
6 ports in 9 nights
Most days put a destination at the center of the plan.
Eastern Caribbean cruises
Eastern Caribbean Loop via South Friars Bay, Deshaies & Little Bay
South Friars Bay · Deshaies · Little Bay · Norman Island · Saint-Barthélemy · Saint John's
Port-heavy Eastern Caribbean itinerary. Covers Saint Kitts and Nevis, Guadeloupe, Montserrat, Virgin Islands, British, and more. Includes anchorage-style calls.
9 nights
Philipsburg
Eastern Caribbean
6 ports
3 sea days
What this trip feels like
Active, varied and destination-focused
With 6 ports across 9 nights, this trip keeps the focus on time ashore. Expect more destination variety and a busier rhythm, with the ship serving as the link between port days.
Broad destination variety
South Friars Bay · Deshaies · Little Bay + more
Frequent changes of scenery across the itinerary.
Easy logistics
Round-trip from Philipsburg
No open-jaw flights or separate arrival and departure transfers.
Port experience
Deshaies · 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
Typical pricing runs around $826/night, with most departures landing in the $807-$857/night band across 2 tracked sailings.
Typical price
$826/night
$7,438 total
Normal range
$807-$857/night
$7,267-$7,712 total
Lowest recent fare
Building history
$7,035 total
Comparison set
2 sailings
Used for itinerary baseline
When should I go?
Not enough departures yet to identify a reliable cheaper season.
Route overview
How this route is built
9 nights · 6 port calls · 3 sea days · 6 countries
6 port calls across Saint Kitts and Nevis, Guadeloupe, Montserrat, Virgin Islands, British · More port-intensive than many 9-night alternatives.
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Embark in Philipsburg
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Disembark in Philipsburg
Disembarkation ports can vary by sailing
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Embark port
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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 Philipsburg + Antigua
Eastern Caribbean: Philipsburg, Antigua & Fort-de-France
11 nights · 13 ports · 0 sea days
+2 nights +7 ports
Much more time ashore for only two extra nights.
Compare this route →
From $1,049