via Basseterre, Saint Kitts, Terre-de-Haut (Les Saintes), and 7 more
Recommendation
Prices are close to their usual levels across cabin categories.
No cabin is an amazing value right now.
The oceanview is closest to its usual price, but no tracked cabin looks attractively priced.
All cabin categories
Interior
Unavailable
Oceanview
About average
$4,014
Balcony
About average
$5,624
Suite
About average
$8,984
Oceanview pricing is $4,014, compared with a typical fare of $4,014. This matches the lowest price we've tracked over the past 90 days.
Port-heavy itinerary with stops in Puerto Rico, Saint Barthélemy, and Saint Kitts and Nevis, and 6 other countries
Embarks in San Juan, Puerto Rico • ends in San Juan, Puerto Rico • 11 ports of call • 2 sea days
Loading map...
Route
San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → Philipsburg → Jost Van Dyke + 8 more
At sea
At sea
Star Legend is a small ship in Windstar Cruises' fleet.
Explore more in Eastern Caribbean
Keep the destination context, but broaden the date range.
Compare nearby dates
See other sailings leaving in January 2028.
Compare Windstar Cruises sailings
Stay with the same cruise line, but compare value across other departures.
Find a lower-priced alternative
Use Jibhop's value sort to compare trips of similar length.
Compare similar itineraries with different ports, dates, or routes.
Similar eastern caribbean option with 1 fewer port call.
From $9,120
1 upcoming sailing
1 ship
View itinerary →
Starts in San Juan, Puerto Rico instead of Saint-Barthélemy, Saint Barthélemy.
From $6,239
1 upcoming sailing
1 ship
View itinerary →
Similar eastern caribbean option with 2 fewer port calls.
From $974
1 upcoming sailing
1 ship
View itinerary →
Similar eastern caribbean option with 3 fewer port calls.
From $5,599
1 upcoming sailing
1 ship
View itinerary →
Starts in Rodney Bay, Saint Lucia instead of Saint-Barthélemy, Saint Barthélemy.
From $5,679
1 upcoming sailing
1 ship
View itinerary →
Similar eastern caribbean option with 3 fewer port calls.
From $6,079
1 upcoming sailing
1 ship
View itinerary →
Oceanview · $4,014
Booking link not available