7 Night Caribbean Cruise

Star Pride

This 7-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on November 29, 2026, calling at St. John, Gustavia St Barths, Basseterre St Kitts, and 3 more ports, and returns December 6, 2026. Cabin prices start from $2,548 per person.

Days
7 nights
Departs
Nov 29, 2026
Ports
7
Returns
Dec 6, 2026
Sea days
0
Distance
491nm
Itinerary
Embark Port Sea
Day 1
Nov 29
Embark
San Juan, Puerto Rico
dep 19:00

San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.

Read more →
Day 2
Nov 30
St. John, US Virgin Islands
arr 08:00 · dep 18:00
Day 3
Dec 1
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 4
Dec 2
Basseterre St Kitts, Port Zante
arr 08:00 · dep 17:00

Basseterre cruise port in St. Kitts uses the Port Zante terminal, a purpose-built cruise facility in the heart of Basseterre, the capital of St. Kitts and Nevis. Port Zante includes two dedicated cruise piers capable of berthing the largest modern ships plus a marina, restaurants, shops, and the Amina Craft Market.

Read more →
Day 5
Dec 3
St. Maarten (Philipsburg)
arr 08:00 · dep 22:00

St. Maarten cruise port is one of the busiest in the Caribbean, with ships docking at the A.C.

Read more →
Day 6
Dec 4
Jost Van Dyke, British Virgin Islands
arr 09:00 · dep 22:00
Day 7
Dec 5
Day 8
Dec 6
Disembark
San Juan, Puerto Rico
arr 07:00
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 491nm
At sea
0 of 7 nights
Type
Round-trip
Price history

Balcony cabin

$4,648▲ $289 (6.6%) vs Mar 9
Low
$2,292
High
$5,754
Average
$4,174
Vs avg
+11%
$1,945$2,984$4,023$5,062$6,101Mar 9Jun 17Sep 26$4,359 · Mar 9$4,778 · Mar 13$4,359 · Mar 14$4,422 · Mar 17$4,359 · Mar 18$4,422 · Mar 22$4,359 · Mar 25$4,422 · Mar 31$4,359 · Apr 1$4,159 · Apr 2$4,222 · Apr 4$4,159 · Apr 5$4,222 · Apr 8$4,159 · Apr 11$4,222 · Apr 12$4,159 · Apr 14$4,222 · Apr 23$4,159 · Apr 24$4,222 · Apr 29$4,159 · Apr 30$3,389 · May 1$3,326 · May 3$4,025 · May 8$4,088 · May 9$4,025 · May 10$4,088 · May 12$4,025 · May 13$4,088 · May 16$4,025 · May 18$4,088 · May 19$4,025 · May 20$4,725 · May 31$4,788 · Jun 9$3,133 · Jun 10$4,788 · Jun 12$4,725 · Jun 15$4,788 · Jun 16$4,725 · Jun 17$5,215 · Jun 19$5,278 · Jun 20$3,452 · Jun 22$5,215 · Jun 24$3,406 · Jun 25$3,825 · Jun 26$5,544 · Jun 27$5,250 · Jun 30$5,523 · Jul 1$5,460 · Jul 4$5,523 · Jul 5$5,754 · Jul 7$5,460 · Jul 8$5,488 · Jul 9$5,425 · Jul 10$3,882 · Jul 14$4,788 · Jul 15$4,725 · Jul 16$3,555 · Jul 17$3,842 · Jul 19$3,779 · Jul 20$3,842 · Jul 21$3,008 · Jul 22$3,133 · Jul 23$3,008 · Jul 24$3,133 · Jul 25$4,788 · Jul 26$5,019 · Jul 27$4,788 · Jul 28$3,133 · Jul 29$4,788 · Jul 30$4,725 · Aug 2$4,025 · Aug 5$4,088 · Aug 7$2,678 · Aug 7$3,913 · Aug 9$4,018 · Aug 14$2,633 · Aug 16$3,668 · Aug 19$2,946 · Aug 22$2,405 · Aug 24$2,333 · Aug 25$2,405 · Aug 26$2,292 · Aug 31$3,493 · Sep 2$3,787 · Sep 3$4,193 · Sep 4$4,858 · Sep 6$3,179 · Sep 7$4,858 · Sep 9$3,179 · Sep 10$3,054 · Sep 11$3,566 · Sep 12$5,328 · Sep 14$3,566 · Sep 15$5,313 · Sep 16$3,350 · Sep 17$5,313 · Sep 18$4,963 · Sep 19$4,683 · Sep 24$4,648 · Sep 26

New to these charts? How to read cruise price history

Similar sailings

Other Caribbean (Eastern) departures

View all →
Starting from
$2,548/person
Incl. taxes & port fees
Checked 2 days ago · Sep 26
Last change Sep 26: $4,683 → $4,648 (−$35)
Ocean View
$364/night
$2,548
Balcony
$664/night
$4,648
Suite
$424/night
$2,967

Track prices

Get emailed when double occupancy drops below your target.

Star Pride
Your ship
Star Pride
Windstar Cruises · Star Ship Megayacht class · Built 1988
Passengers
312
Tonnage
12,995
Length
159m
Crew
188
Onboard
PoolWhirlpoolCasinoTheaterPiano BarSpaFitness CenterSaunaSteam RoomHair SalonLibraryObservation Lounge
Full ship profile →
Book this cruiseInstant checkout

We may earn a commission when you book through this link, at no extra cost to you.