$3,038
San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan
via Philipsburg, Spanish Town (Virgin Gorda), and 1 more
Recommendation
Okay to book
Prices are close to their usual levels across cabin categories.
- ✓ Oceanview prices are 2% below their usual range.
- ✓ 1 of 1 tracked cabin categories are below their historical norms.
- ✓ Overall pricing is 2% below typical.
What should you book?
No cabin is an amazing value right now.
The oceanview is closest to its usual price, but is only 2% below typical.
All cabin categories
Interior
Unavailable
Oceanview
About average · 2% below typical
$4,823
Balcony
Unavailable
Suite
Unavailable
Why we're recommending this
Oceanview pricing is $4,823, compared with a typical fare of $4,911.
Loading...
What kind of trip is this?
View itinerary profile →Port-heavy itinerary with stops in Puerto Rico, Saint Barthélemy, and Saint Kitts and Nevis, and 2 other countries
Embarks in San Juan, Puerto Rico • ends in San Juan, Puerto Rico • 5 ports of call • 1 sea days
- 7 nights
- 5 ports
- 1 sea day
- Star Ship Megayacht-class ship
- Round-trip sailing
- San Juan ↔
Loading map...
Embark port
Disembark port
Port of call
Route
San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → Philipsburg → Jost Van Dyke + 2 more
-
1Arr 1:00 PMDep 7:00 PM
-
2
At sea
-
3Arr 8:00 AMDep 10:00 PM
-
4Arr 8:00 AMDep 5:00 PM
-
5Arr 8:00 AMDep 10:00 PM
-
6Arr 9:00 AMDep 10:00 PM
-
7Arr 8:00 AMDep 5:00 PM
-
8Arr 7:00 AM
The ship
Not seeing the right cruise? Try these alternatives.
Explore more in Eastern Caribbean
Keep the destination context, but broaden the date range.
Compare nearby dates
See other sailings leaving in December 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.
Similar itineraries
Compare similar itineraries with different ports, dates, or routes.
Eastern Caribbean Loop via Port Canaveral & Coco Cay
Similar eastern caribbean option with 1 fewer port call.
From $844
$844
·
1 upcoming sailing
·
1 ship
1 upcoming sailing
1 ship
View itinerary →
Eastern Caribbean Loop: Puerto Plata & Great Stirrup Cay
Similar eastern caribbean option with 1 fewer port call.
From $479
$479
·
60 upcoming sailings
·
5 ships
60 upcoming sailings
5 ships
View itinerary →
Eastern Caribbean Loop via Tortola & Cruz Bay, Saint John
Similar eastern caribbean option with 1 fewer port call.
From $774
$774
·
1 upcoming sailing
·
1 ship
1 upcoming sailing
1 ship
View itinerary →
Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay
Similar eastern caribbean option with 1 fewer port call.
From $3,439
$3,439
·
1 upcoming sailing
·
1 ship
1 upcoming sailing
1 ship
View itinerary →
Eastern Caribbean Arc via Rodney Bay, Little Bay & South Friars Bay
Starts in Rodney Bay, Saint Lucia instead of Basseterre, Saint Kitts, Saint Kitts and Nevis.
From $3,439
$3,439
·
1 upcoming sailing
·
1 ship
1 upcoming sailing
1 ship
View itinerary →
Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets
Starts in Tortola, Virgin Islands, British instead of Basseterre, Saint Kitts, Saint Kitts and Nevis.
From $3,199
$3,199
·
6 upcoming sailings
·
1 ship
6 upcoming sailings
1 ship
View itinerary →
Oceanview · $4,823
Booking link not available