Balanced pace
10 ports in 16 nights
A steady alternation between time onboard and time ashore.
Eastern Caribbean cruises
Eastern Caribbean Arc via Philipsburg, Saint John's & Little Bay
Philipsburg · Saint John's · Little Bay · Tortola · Miami · Puerto Plata · Cayo Levantado · San Juan · Charlotte Amalie, Saint Thomas · Spanish Town (Virgin Gorda)
Balanced route with a steady mix of port days and sea days. Covers Sint Maarten (Dutch part), Antigua and Barbuda, Montserrat, Virgin Islands, British, and more.
16 nights
San Juan
Eastern Caribbean
10 ports
6 sea days
What this trip feels like
Balanced, varied and easy to pace
This route gives you a steady mix of ship time and 10 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
Philipsburg · Saint John's · Little Bay + more
Frequent changes of scenery across the itinerary.
Route logistics
Sails from San Juan
Check the exact departure and arrival ports before arranging flights.
Port experience
Philipsburg · 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
Typical pricing runs around $612/night, with most departures landing in the $573-$640/night band across 1 tracked sailing.
Typical price
$612/night
$9,789 total
Normal range
$573-$640/night
$9,166-$10,240 total
Lowest recent fare
Building history
$8,365 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
16 nights · 10 port calls · 6 sea days · 8 countries
10 port calls across Sint Maarten (Dutch part), Antigua and Barbuda, Montserrat, Virgin Islands, British · Neither especially port-heavy nor sea-day heavy for this trip length.
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Embark in San Juan
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Disembark in Miami
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 Kingstown + Saint George
Eastern Caribbean: Kingstown, Saint George & Fort-de-France
14 nights · 11 ports · 3 sea days
−2 nights +1 port
Much more time ashore in a shorter trip.
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More variety
Add Ketchikan + Juneau
Eastern Caribbean: Ketchikan, Juneau & Victoria
40 nights · 18 ports · 12 countries
+24 nights +4 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
+17 nights +14 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $2,242