Port-forward pace
14 ports in 14 nights
Most days are port days.
Southern Caribbean cruises
Southern Caribbean Arc: Spanish Town, Saint-Barthélemy & Charlestown
Spanish Town (Virgin Gorda) · Saint-Barthélemy · Charlestown · Saint John's · Terre-de-Haut (Les Saintes) · Soufriere · Bridgetown · Kingstown · Port Elizabeth, Bequia · Mayreau Island · Union Island
Port-heavy Southern Caribbean itinerary. Covers Virgin Islands, British, Saint Barthélemy, Saint Kitts and Nevis, Antigua and Barbuda, and more.
14 nights
Philipsburg
Southern Caribbean
14 ports
What this trip feels like
Port-intensive itinerary
Port-intensive itinerary with 14 port calls across 14 nights.
Broad destination variety
Spanish Town (Virgin Gorda) · Saint-Barthélemy · Charlestown + more
Frequent port calls throughout the itinerary.
Route logistics
Sails from Philipsburg
Check the exact departure and arrival ports before arranging flights.
Port experience
Spanish Town (Virgin Gorda) · Expect to tender ashore
Ships usually anchor offshore here, so getting ashore takes a little more planning than at a docked port.
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.
All departures
All upcoming departures
Compare all sailings for this itinerary.
Itinerary pricing
What this itinerary usually costs
0 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $1,009/night.
Median current fare
$1,009/night
$14,120 total
Lowest recent fare
$1,009/night
$14,120 total
Pricing signal
0 of 1 favorable
Price history for 1 of 1 sailings
Comparison set
1 sailings
Currently priced departures
When should I go?
Not enough departures yet to identify a reliable cheaper season.
Route overview
How this route is built
14 nights · 14 port calls · 8 countries
14 port calls across Virgin Islands, British, Saint Barthélemy, Saint Kitts and Nevis, Antigua and Barbuda · More port-intensive than many 14-night alternatives.
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Embark in Philipsburg
Embarkation ports can vary by sailing
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Disembark in Bridgetown
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 variety
Add Rodney Bay + Curaçao
Southern Caribbean: Rodney Bay, Curaçao & Oranjestad
0 nights · 10 ports · 10 countries
−14 nights +2 countries
A much broader Southern Caribbean experience.
Compare this route →
From $9,398