Typical price
$133/night
$1,063 total
Eastern Caribbean cruises
Eastern Caribbean Loop via Castries, San Juan & Saint Thomas (Rare Variant)
⚓ Castries · San Juan · Saint Thomas · Basseterre, Saint Kitts · Roseau · Saint George's
Port-heavy Eastern Caribbean itinerary. Covers Saint Lucia, Puerto Rico, Virgin Islands, U.S., and Saint Kitts and Nevis and more.
☾8 nights
Bridgetown
Eastern Caribbean
6 ports
2 sea days
Itinerary pricing
What this itinerary usually costs
Typical pricing runs around $133/night. with most departures landing in the $106-$214/night band. across 1 tracked sailings.
Normal range
$106-$214/night
$846-$1,709 total
Lowest recent fare
$189/night
$1,514 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.
January 2028
Cheapest
Median price/night
$189
1 sailing
Upcoming departures
42% above itinerary median
1 priced departures tracked
Route overview
How this route is built
8 nights · 6 port calls · 2 sea days · 6 countries
6 port calls across Saint Lucia, Puerto Rico, Virgin Islands, U.S., Saint Kitts and Nevis · More port-intensive than many 8-night alternatives.
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Embark in Bridgetown
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
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.
Eastern Caribbean Loop via Philipsburg & Charlotte Amalie, Saint Thomas (Best Balance)
7 nights
Cheaper entry price than this itinerary
From $680
$140-$174/night typical
Eastern Caribbean Loop via Tortola & Disney Castaway Cay (Private Island Focus)
7 nights
Higher typical pricing for similar trip length
From $1,553
$329-$422/night typical
Eastern Caribbean Loop via Nassau & San Juan (Rare Variant)
8 nights
Cheaper entry price than this itinerary
From $579
$73-$136/night typical
Eastern Caribbean Arc via Philipsburg & Saint John's (Best Balance)
0 nights
Cheaper entry price than this itinerary
From $709
$89-$156/night typical
Eastern Caribbean Loop via Philipsburg & Coco Cay (Private Island Focus)
7 nights
Cheaper entry price than this itinerary
From $1,233
$215-$250/night typical
Eastern Caribbean Loop via Philipsburg & Basseterre, Saint Kitts (Best Balance)
8 nights
Cheaper entry price than this itinerary
From $599
$73-$127/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.