Port-forward pace
7 ports in 8 nights
Most days are port days.
Eastern Caribbean cruises
Eastern Caribbean Arc: San José, Road Bay & Jost Van Dyke
San José · Road Bay · Jost Van Dyke · Sopers Hole · Jost Van Dyke · Spanish Town (Virgin Gorda) · Jeju
Port-heavy Eastern Caribbean itinerary. Covers Costa Rica, Anguilla, Virgin Islands, British, and South Korea.
8 nights
Philipsburg
Eastern Caribbean
7 ports
What this trip feels like
Port-intensive itinerary
Port-intensive itinerary with 7 port calls across 8 nights.
Broad destination variety
San José · Road Bay · Jost Van Dyke + more
Frequent port calls throughout the itinerary.
Easy logistics
Round-trip from Philipsburg
No open-jaw flights or separate arrival and departure transfers.
Port experience
San José · You'll usually have a long port day
Cruise calls here typically give passengers plenty of time between arrival and departure.
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
Not enough price history yet for this itinerary.
Median current fare
$439/night
$3,508 total
Lowest recent fare
$439/night
$3,508 total
Pricing signal
Building history
Price history for 0 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
8 nights · 7 port calls · 4 countries
7 port calls across Costa Rica, Anguilla, Virgin Islands, British, South Korea · More port-intensive than many 8-night alternatives.
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Embark in Philipsburg
Embarkation ports can vary by sailing
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Disembark in Philipsburg
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
Same length +4 ports
Much more time ashore without making the trip longer.
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
−1 night +4 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $449