Port-forward pace
8 ports in 7 nights
Most days are port days.
Eastern Caribbean cruises
Eastern Caribbean Arc: Deshaies, Little Bay & Cruz Bay, Saint John
Deshaies · Little Bay · Saba · Saint-Barthélemy · Jost Van Dyke · Cruz Bay, Saint John
Port-heavy Eastern Caribbean itinerary. Covers Guadeloupe, Montserrat, Bonaire, Sint Eustatius and Saba, Saint Barthélemy, and more.
7 nights
Philipsburg
Eastern Caribbean
8 ports
What this trip feels like
Port-intensive itinerary
Port-intensive itinerary with 8 port calls across 7 nights.
Broad destination variety
Deshaies · Little Bay · Saba + more
Frequent port calls throughout the itinerary.
Route logistics
Sails from Philipsburg
Check the exact departure and arrival ports before arranging flights.
Port experience
Little Bay · 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
0 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $530/night.
Median current fare
$530/night
$3,707 total
Lowest recent fare
$530/night
$3,707 total
Pricing signal
0 of 1 favorable
Price history for 1 of 1 sailings
Comparison set
1 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 · 8 port calls · 6 countries
8 port calls across Guadeloupe, Montserrat, Bonaire, Sint Eustatius and Saba, Saint Barthélemy · More port-intensive than many 7-night alternatives.
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Embark in Philipsburg
Embarkation ports can vary by sailing
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Disembark in Charlotte Amalie, Saint Thomas
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 San Juan + South Friars Bay
Eastern Caribbean: San Juan, Jost Van Dyke & South Friars Bay
8 nights · 11 ports · 0 sea days
+1 night +3 ports
Much more time ashore for only one extra night.
Compare this route →
From $3,679
More variety
Add Grand Turk Island + San Juan
Eastern Caribbean: Grand Turk Island, San Juan & Saint Thomas
7 nights · 9 ports · 8 countries
Same length +2 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $449
Longer trip
Make it 8 nights
Eastern Caribbean: South Friars Bay, Little Bay & Rodney Bay
8 nights · 3 ports · 5 sea days
+1 night +5 sea days
More time at sea.
Compare this route →
From $4,798