Relaxed pace
4 ports in 11 nights
Plenty of uninterrupted ship time.
Eastern Caribbean cruises
Eastern Caribbean Loop via Philipsburg & Cruz Bay, Saint John
Philipsburg · Cruz Bay, Saint John · Basseterre, Saint Kitts · Charlotte Amalie, Saint Thomas
Balanced itinerary with more sea time than port-packed variants. Covers Canada, Virgin Islands, U.S., and Saint Kitts and Nevis.
11 nights
Cape Liberty, NJ (NYC)
Eastern Caribbean
4 ports
7 sea days
What this trip feels like
Easygoing, familiar and ship-focused
7 sea days give you plenty of uninterrupted time onboard, while Philipsburg, Cruz Bay, Saint John, and Basseterre, Saint Kitts provide the trip's main day ashore. You're choosing this route for an easy break with minimal logistics, not destination variety.
Broad destination variety
Philipsburg · Cruz Bay, Saint John · Basseterre, Saint Kitts + more
Frequent changes of scenery across the itinerary.
Easy logistics
Round-trip from Cape Liberty, NJ (NYC)
No open-jaw flights or separate arrival and departure transfers.
Port experience
Philipsburg · Expect plenty of cruise traffic
This port regularly handles substantial cruise traffic, although conditions still vary by date.
Best for · First-time cruisers · Ship-focused trips · Easy short getaways
Think twice if · You want a port-intensive Eastern Caribbean itinerary
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 $140/night, with most departures landing in the $132-$171/night band across 2 tracked sailings.
Typical price
$140/night
$1,535 total
Normal range
$132-$171/night
$1,452-$1,876 total
Lowest recent fare
Building history
$1,273 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
11 nights · 4 port calls · 7 sea days · 3 countries
4 port calls across Canada, Virgin Islands, U.S., Saint Kitts and Nevis · Leans more toward sea time than a port-packed 11-night route.
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Embark in Cape Liberty, NJ (NYC)
Embarkation ports can vary by sailing
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Disembark in Cape Liberty, NJ (NYC)
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 Antigua + Fort-de-France
Eastern Caribbean: Philipsburg, Antigua & Fort-de-France
11 nights · 13 ports · 0 sea days
Same length +9 ports
Much more time ashore without making the trip longer.
Compare this route →
From $1,049
More variety
Add San Juan + Tortola
Eastern Caribbean: San Juan, Tortola & Basseterre, Saint Kitts
12 nights · 7 ports · 7 countries
+1 night +4 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $1,009
Longer trip
Make it 21 nights
Eastern Caribbean: San Juan, Cruz Bay, Saint John & Castries
21 nights · 6 ports · 15 sea days
+10 nights +8 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $1,006