Balanced pace
12 ports in 24 nights
Alternates regularly between port and sea days.
Eastern Caribbean cruises
Eastern Caribbean Arc: Hamilton, Philipsburg & San Juan
New York → Hamilton → Philipsburg → Road Town → San Juan → Spanish Town (Virgin Gorda) → Charlotte Amalie, Saint Thomas → Saint John's → Port Elizabeth, Bequia → Saint George's → Scarborough → Bridgetown → Castries → Roseau → Basseterre, Saint Kitts → Philipsburg → Road Town → San Juan
Balanced route with a steady mix of port days and sea days. Covers Bermuda, Sint Maarten (Dutch part), Puerto Rico, Virgin Islands, British, and more.
24 nights
New York
Eastern Caribbean
12 ports
5 sea days
What this trip feels like
Balanced, varied and easy to pace
A balanced mix of port days and sea days.
Broad destination variety
Hamilton · Philipsburg · San Juan + more
Frequent port calls throughout the itinerary.
Route logistics
Sails from New York
Check the exact departure and arrival ports before arranging flights.
Port experience
Hamilton · 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 · A mix of ship and shore time · First-time visitors · Travelers who like a steady pace
Think twice if · You want either an all-ports itinerary or a mostly ship-focused escape
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 $255/night.
Median current fare
$255/night
$6,129 total
Lowest recent fare
$255/night
$6,129 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
24 nights · 12 port calls · 5 sea days · 9 countries
12 port calls across Bermuda, Sint Maarten (Dutch part), Puerto Rico, Virgin Islands, British · Typical mix of port and sea days for a 24-night cruise.
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Embark in New York
Embarkation ports can vary by sailing
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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
Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.
No meaningfully different nearby routes are ready to compare yet.