Balanced pace
6 ports in 11 nights
A steady alternation between time onboard and time ashore.
Southern Caribbean cruises
Southern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Roseau
Jost Van Dyke · Saint-Barthélemy · Roseau · Saint George's · Willemstad · Kralendijk
Balanced route with a steady mix of port days and sea days. Covers Virgin Islands, British, Saint Barthélemy, Dominica, Grenada, and more.
11 nights
San Juan
Southern Caribbean
6 ports
5 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
Jost Van Dyke · Saint-Barthélemy · Roseau + 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
Jost Van Dyke · 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 $678/night, with most departures landing in the $610-$771/night band across 1 tracked sailing.
Typical price
$678/night
$7,456 total
Normal range
$610-$771/night
$6,710-$8,486 total
Lowest recent fare
$609/night
$6,700 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
11 nights · 6 port calls · 5 sea days · 6 countries
6 port calls across Virgin Islands, British, Saint Barthélemy, Dominica, Grenada · Neither especially port-heavy nor sea-day heavy for this trip length.
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Embark in San Juan
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.
More port time
Add Kingstown + Castries
Southern Caribbean: Saint George's, Kingstown & Castries
10 nights · 8 ports · 2 sea days
−1 night +2 ports
Much more time ashore in a shorter trip.
Compare this route →
From $5,743
More variety
Add Port Elizabeth, Bequia + Fort-de-France
Southern Caribbean: Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy
12 nights · 9 ports · 9 countries
+1 night +3 countries
A much broader Southern Caribbean experience.
Compare this route →
From $7,100
Longer trip
Make it 12 nights
Southern Caribbean: Basseterre, Saint Kitts, Castries & Bridgetown
12 nights · 5 ports · 7 sea days
+1 night +2 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $1,758