Balanced pace
6 ports in 14 nights
A steady alternation between time onboard and time ashore.
Eastern Caribbean cruises
Eastern Caribbean Loop via Road Town, Tortola, Philipsburg & Bridgetown
Road Town, Tortola · Philipsburg · Bridgetown · Castries · Roseau · Basseterre, Saint Kitts
Balanced route with a steady mix of port days and sea days. Covers Virgin Islands, British, Sint Maarten (Dutch part), Barbados, Saint Lucia, and more.
14 nights
New York
Eastern Caribbean
6 ports
8 sea days
What this trip feels like
Balanced, varied and easy to pace
This route gives you a steady mix of ship time and 6 ports. It suits travelers who want meaningful days ashore without turning every day into an early start and a tightly planned port call.
Broad destination variety
Road Town, Tortola · Philipsburg · Bridgetown + more
Frequent changes of scenery across the itinerary.
Easy logistics
Round-trip from New York
No open-jaw flights or separate arrival and departure transfers.
Port experience
Road Town, Tortola · Expect plenty of cruise traffic
This port regularly handles substantial cruise traffic, although conditions still vary by date.
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
Typical pricing runs around $161/night, with most departures landing in the $142-$194/night band across 1 tracked sailing.
Typical price
$161/night
$2,259 total
Normal range
$142-$194/night
$1,994-$2,718 total
Lowest recent fare
Building history
$1,828 total
Comparison set
1 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
14 nights · 6 port calls · 8 sea days · 6 countries
6 port calls across Virgin Islands, British, Sint Maarten (Dutch part), Barbados, Saint Lucia · Neither especially port-heavy nor sea-day heavy for this trip length.
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Disembark in New York
Disembarkation ports can vary by sailing
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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 Kingstown + Saint George
Eastern Caribbean: Kingstown, Saint George & Fort-de-France
14 nights · 11 ports · 3 sea days
Same length +5 ports
Much more time ashore without making the trip longer.
Compare this route →
From $1,662
More variety
Add Ketchikan + Juneau
Eastern Caribbean: Ketchikan, Juneau & Victoria
40 nights · 18 ports · 12 countries
+26 nights +6 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $3,016
Longer trip
Make it 33 nights
Eastern Caribbean: Los Angeles, Cabo San Lucas & Puerto Quetzal
33 nights · 13 ports · 20 sea days
+19 nights +12 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $2,242