Port-forward pace
5 ports in 7 nights
Most days put a destination at the center of the plan.
Eastern Caribbean cruises
Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's
Charlotte Amalie, Saint Thomas · Philipsburg · Saint John's · Frederiksted, Saint Croix · Basseterre, Saint Kitts
Port-heavy Eastern Caribbean itinerary. Covers Virgin Islands, U.S., Sint Maarten (Dutch part), Antigua and Barbuda, and Saint Kitts and Nevis.
7 nights
San Juan
Eastern Caribbean
5 ports
2 sea days
What this trip feels like
Active, varied and destination-focused
With 5 ports across 7 nights, this trip keeps the focus on time ashore. Expect more destination variety and a busier rhythm, with the ship serving as the link between port days.
Broad destination variety
Charlotte Amalie, Saint Thomas · Philipsburg · Saint John's + more
Frequent changes of scenery across the itinerary.
Easy logistics
Round-trip from San Juan
No open-jaw flights or separate arrival and departure transfers.
Port experience
Charlotte Amalie, Saint Thomas · 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 · Destination-led trips · Active days ashore · Travelers who prefer variety
Think twice if · You want long, uninterrupted stretches of time onboard
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.
Best overall value
Rhapsody of the Seas
San Juan → Charlotte Amalie, Saint Thomas → Philipsburg → San Juan
Dec 4 · 7 nights
About average
$699 inside · $100/night
Cheapest upcoming
Rhapsody of the Seas
San Juan → Charlotte Amalie, Saint Thomas → Philipsburg → San Juan
Jan 29 · 7 nights
About average
$1,602 balcony · $229/night
All departures
All upcoming departures
Compare all sailings for this itinerary.
Itinerary pricing
What this itinerary usually costs
Typical pricing runs around $117/night, with most departures landing in the $95-$121/night band across 8 tracked sailings.
Typical price
$117/night
$817 total
Normal range
$95-$121/night
$663-$850 total
Lowest recent fare
$100/night
$699 total
Comparison set
8 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
7 nights · 5 port calls · 2 sea days · 4 countries
5 port calls across Virgin Islands, U.S., Sint Maarten (Dutch part), Antigua and Barbuda, Saint Kitts and Nevis · More port-intensive than many 7-night alternatives.
-
1
Embark in San Juan
Embarkation ports can vary by sailing
-
2
-
3
-
4
-
5
-
6
-
7
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.
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 Bridgetown + Castries
Eastern Caribbean: Philipsburg, Basseterre, Saint Kitts & Bridgetown
7 nights · 6 ports · 1 sea day
Same length +1 port
Much more time ashore without making the trip longer.
Compare this route →
From $949
More variety
Add Castries + Bridgetown
Eastern Caribbean: Philipsburg, Castries & Bridgetown
7 nights · 6 ports · 6 countries
Same length +2 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $989
Longer trip
Make it 8 nights
Eastern Caribbean: Basseterre, Saint Kitts, Philipsburg & San Juan
8 nights · 4 ports · 4 sea days
+1 night +2 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $648