via Basseterre, Saint Kitts, Spanish Town (Virgin Gorda), and 2 more
Recommendation
We need more price history before making a confident recommendation.
Jibhop is still building enough tracked pricing history to compare this sailing confidently.
Jibhop does not yet have enough live cabin pricing to recommend a cabin category.
Other cabin categories
Interior
Unavailable
Oceanview
Unavailable
Balcony
Unavailable
Suite
Unavailable
Port-heavy itinerary with stops in Puerto Rico, Virgin Islands, U.S., and Saint Kitts and Nevis, and 3 other countries
Loading route map
Render your Mapbox or Leaflet map here from the supplied route and port JSON.
Route
San Juan → Cruz Bay, Saint John → Basseterre, Saint Kitts → Saint-Barthélemy → Philipsburg + 3 more
Expand full itineraryEmbarks in San Juan, Puerto Rico • ends in San Juan, Puerto Rico • 6 ports of call • 0 sea days
Star Pride is a Star Ship megayacht ship carrying about 343 guests.
If none of those are quite right, widen the search without losing the same trip context.
Explore more in Eastern Caribbean
Keep the destination context, but broaden the date range.
Compare nearby dates
See other sailings leaving in November 2026.
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.
Or compare trips that scratch a similar itch, even if the route is not exactly the same.
Similar eastern caribbean option with 2 fewer port calls.
From $472
1 upcoming sailing
1 ship
View itinerary →
Similar eastern caribbean option with 2 fewer port calls.
From $449
120 upcoming sailings
7 ships
View itinerary →
Similar eastern caribbean option with 2 fewer port calls.
From $648
2 upcoming sailings
2 ships
View itinerary →
Similar eastern caribbean option with 1 fewer port call.
From $643
2 upcoming sailings
1 ship
View itinerary →
Similar eastern caribbean option with 1 fewer port call.
From $645
2 upcoming sailings
1 ship
View itinerary →
Similar eastern caribbean option with 1 fewer port call.
From $468
1 upcoming sailing
1 ship
View itinerary →
Booking link not available