5 ports in 8 nights
A steady alternation between time onboard and time ashore.
Philipsburg · Saint John's · Roseau · Oranjestad · Willemstad
Balanced route with a steady mix of port days and sea days. Covers Sint Maarten (Dutch part), Antigua and Barbuda, Dominica, Aruba, and more.
Balanced, varied and easy to pace
This route gives you a steady mix of ship time and 5 ports. It suits travelers who want meaningful days ashore without turning every day into an early start and a tightly planned port call.
5 ports in 8 nights
A steady alternation between time onboard and time ashore.
Philipsburg · Saint John's · Roseau + more
Frequent changes of scenery across the itinerary.
Round-trip from San Juan
No open-jaw flights or separate arrival and departure transfers.
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
Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.
All departures
Compare all sailings for this itinerary.
Itinerary pricing
Typical pricing runs around $159/night, with most departures landing in the $126-$189/night band across 1 tracked sailing.
Typical price
$159/night
$1,272 total
Normal range
$126-$189/night
$1,010-$1,512 total
Lowest recent fare
$139/night
$1,112 total
Comparison set
1 sailings
Used for itinerary baseline
When should I go?
Route overview
8 nights · 5 port calls · 3 sea days · 5 countries
5 port calls across Sint Maarten (Dutch part), Antigua and Barbuda, Dominica, Aruba · Neither especially port-heavy nor sea-day heavy for this trip length.
Embark in San Juan
Embarkation ports can vary by sailing
Disembark in San Juan
Disembarkation ports can vary by sailing
Loading route map
Render your Mapbox or Leaflet map here from the supplied route and port JSON.
Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.
More port time
Western Caribbean: Miami, Kralendijk & Oranjestad
10 nights · 7 ports · 3 sea days
+2 nights +2 ports
Much more time ashore for only two extra nights.
From $659
More variety
Western Caribbean: Miami, George Town, Great Exuma Island & Ocho Rios
21 nights · 7 ports · 6 countries
+13 nights +1 country
A much broader ABC Islands experience.
From $649
Longer trip
ABC Islands: Oranjestad, Willemstad & Grand Turk Island
9 nights · 3 ports · 6 sea days
+1 night +3 sea days
More time onboard without changing the trip's overall pace much.
From $679