Port-forward pace
14 ports in 15 nights
Most days are port days.
Eastern Caribbean cruises
Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Cruz Bay, Saint John
San Juan → Basseterre, Saint Kitts → Road Town → Saint-Barthélemy → Road Bay → Miami → Puerto Plata → Ain Sokhna → Jost Van Dyke → Basseterre, Saint Kitts → Jeju → San Juan
Port-heavy Eastern Caribbean itinerary. Covers Saint Kitts and Nevis, Virgin Islands, British, Saint Barthélemy, Anguilla, and more.
15 nights
San Juan
Eastern Caribbean
14 ports
3 sea days
What this trip feels like
Port-intensive itinerary
Port-intensive itinerary with 14 port calls across 15 nights.
Broad destination variety
Basseterre, Saint Kitts · Tortola · Saint-Barthélemy + more
Frequent port calls throughout the itinerary.
Easy logistics
Round-trip from San Juan
No open-jaw flights or separate arrival and departure transfers.
Port experience
Basseterre, Saint Kitts · 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 $824/night.
Median current fare
$824/night
$12,365 total
Lowest recent fare
$824/night
$12,365 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
15 nights · 14 port calls · 3 sea days · 8 countries
14 port calls across Saint Kitts and Nevis, Virgin Islands, British, Saint Barthélemy, Anguilla · More port-intensive than many 15-night alternatives.
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Embark in San Juan
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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
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More port time
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Add Saint George's + Port Elizabeth, Bequia
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0 nights · 15 ports · 12 countries
−15 nights +4 countries
A much broader Eastern Caribbean experience.
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Longer trip
Make it 21 nights
Eastern Caribbean: Half Moon Cay, Falmouth & Georgetown, Grand Cayman
21 nights · 14 ports · 7 sea days
+6 nights +4 sea days
More time at sea.
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From $2,049