Typical price
$154/night
$2,161 total
Southern Caribbean cruises
Southern Caribbean Loop via Philipsburg, Tortola & Roseau (Rare Variant)
⚓ Philipsburg · Tortola · Roseau · Antigua · Saint George's · Castries · Bridgetown
Balanced route with a steady mix of port days and sea days. Covers Sint Maarten (Dutch part), Virgin Islands, British, Dominica, and Antigua and Barbuda and more.
☾14 nights
Basseterre, Saint Kitts
Southern Caribbean
9 ports
5 sea days
Itinerary pricing
What this itinerary usually costs
Typical pricing runs around $154/night. with most departures landing in the $129-$167/night band. across 1 tracked sailings.
Normal range
$129-$167/night
$1,799-$2,344 total
Lowest recent fare
Building history
$1,599 total
Comparison set
1 sailings
Used for itinerary baseline
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.
When should I go?
Scan monthly pricing to see which departure windows tend to look stronger or weaker for this itinerary.
November 2027
Cheapest
Median price/night
$164
1 sailing
Upcoming departures
6% above itinerary median
1 priced departures tracked
Route overview
How this route is built
14 nights · 9 port calls · 5 sea days · 7 countries
9 port calls across Sint Maarten (Dutch part), Virgin Islands, British, Dominica, Antigua and Barbuda · Neither especially port-heavy nor sea-day heavy for this trip length.
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Embark in Basseterre, Saint Kitts
Embarkation ports can vary by sailing
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Disembark in Basseterre, Saint Kitts
Disembarkation ports can vary by sailing
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Embark port
Disembark port
Port of call
Alternatives
Compare nearby alternatives
Nearby options in the same planning set, with price and trip-shape tradeoffs called out so you can compare without restarting your search.
Southern Caribbean Arc via Philipsburg, Philipsburg & Castries (Rare Variant)
18 nights
Higher typical pricing for similar trip length
From $2,380
$161-$222/night typical
Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets (Best Balance)
7 nights
Higher typical pricing for similar trip length
From $6,298
$532-$614/night typical
Southern Caribbean Arc via Saint-Barthélemy, Portsmouth & Bonaire (Rare Variant)
15 nights
Higher typical pricing for similar trip length
From $6,039
$463-$705/night typical
Southern Caribbean Arc via Kings Wharf, Road Bay & Saint-Barthélemy (Rare Variant)
16 nights
Higher typical pricing for similar trip length
From $8,499
$531-$676/night typical
Southern Caribbean Loop via Oranjestad, Curaçao & Saint George's (Rare Variant)
13 nights
Cheaper entry price than this itinerary
From $847
$75-$102/night typical
Southern Caribbean Loop via Georgetown, South Carolina, Falmouth & Oranjestad (Rare Variant)
14 nights
Higher typical pricing for similar trip length
From $5,057
$383-$522/night typical
FAQ
What’s the best month to sail this itinerary?
It depends on weather and crowd levels. Use the sailing list to compare dates and prioritize port days with comfortable conditions.
Are these sailings all the same route?
They can be close but not identical. Look for differences in port order, arrival times, and sea day placement.
How should I choose between two similar sailings?
Compare: (1) ship, (2) port day timing, (3) number of sea days, (4) price vs cabin value, and (5) flight convenience.