Port-forward pace
11 ports in 14 nights
Most days put a destination at the center of the plan.
Southern Caribbean cruises
Southern Caribbean Arc: South Friars Bay, Saint-Barthélemy & Castries
South Friars Bay · Saint-Barthélemy · Castries · Terre-de-Haut (Les Saintes) · Saint George's · Bridgetown · Port Elizabeth, Bequia · Les Trois-Îlets · Antigua · South Friars Bay · Jost Van Dyke
Port-heavy Southern Caribbean itinerary. Covers Saint Kitts and Nevis, Saint Barthélemy, Saint Lucia, Guadeloupe, and more. Includes anchorage-style calls.
14 nights
Philipsburg
Southern Caribbean
11 ports
2 sea days
What this trip feels like
Active, varied and destination-focused
With 11 ports across 14 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
South Friars Bay · Saint-Barthélemy · Castries + more
Frequent changes of scenery across the itinerary.
Easy logistics
Round-trip from Philipsburg
No open-jaw flights or separate arrival and departure transfers.
Port experience
Saint-Barthélemy · 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
Seabourn Ovation
Philipsburg → South Friars Bay → Jost Van Dyke → Philipsburg
Feb 17 · 14 nights
About average
$7,649 balcony · $546/night
All departures
All upcoming departures
Compare all sailings for this itinerary.
Itinerary pricing
What this itinerary usually costs
Typical pricing runs around $559/night, with most departures landing in the $505-$636/night band across 3 tracked sailings.
Typical price
$559/night
$7,819 total
Normal range
$505-$636/night
$7,063-$8,899 total
Lowest recent fare
$534/night
$7,469 total
Comparison set
3 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 · 11 port calls · 2 sea days · 10 countries
11 port calls across Saint Kitts and Nevis, Saint Barthélemy, Saint Lucia, Guadeloupe · More port-intensive than many 14-night alternatives.
-
1
Embark in Philipsburg
Embarkation ports can vary by sailing
-
2
-
3
-
4
-
5
-
6
-
7
-
8
-
9
-
10
-
11
-
12
-
13
Disembark in Philipsburg
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 Kingstown + Saint George
Eastern Caribbean: Kingstown, Castries & Saint George
0 nights · 12 ports · 0 sea days
−14 nights +1 port
Much more time ashore in a shorter trip.
Compare this route →
From $1,998
Longer trip
Make it 22 nights
Southern Caribbean: Bridgetown, Port-of-Spain & Santarém
22 nights · 7 ports · 15 sea days
+8 nights +13 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $11,242