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Caribbean (Eastern)▼ 17% since Nov 3

Star Pride: 7-Night Caribbean

Star Pride

This 7-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on December 13, 2026, calling at St. John, St. Barthelemy, St. Kitts, and 3 more ports, and returns December 20, 2026. Cabin prices start from $2,443 per person.

Days
7 nights
Departs
Dec 13, 2026
Ports
7
Returns
Dec 20, 2026
Sea days
0
Distance
491nm
About this sailing

How this date compares

This route

1 of 8 dates

Star Pride sails round trip from San Juan to these six ports on 8 dates between November 2026 and March 2028. In the table below, November 29, 2026 and December 27, 2026 call at them in the same order.

Vs other dates

Tied for cheapest of 6

At $2,443 for a ocean view cabin, this date is tied for cheapest of the 6 dates from November 2026 to November 2027 in the table below.

Same ports, other ship

Star Legend

Star Legend also sails round trip from San Juan to these six ports in 7 nights, on 5 dates between December 2027 and February 2028.

Itinerary
Embark Port Sea
Day 1
Dec 13
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.

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Day 2
Dec 14
St. John, US Virgin Islands
arr 08:00 · dep 18:00
Day 3
Dec 15
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 22:00
Day 4
Dec 16
St. Kitts, Saint Kitts and Nevis
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.

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Day 5
Dec 17
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.

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Day 6
Dec 18
Jost Van Dyke, British Virgin Islands
arr 09:00 · dep 22:00
Day 7
Dec 19
Virgin Gorda, British Virgin Islands
arr 08:00 · dep 17:00
Day 8
Dec 20
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

$3,913▼ $546 (12.2%) vs Mar 9
Low
$2,417
High
$5,453
Average
$3,969
Vs avg
−1%
$2,113$3,024$3,935$4,846$5,757Mar 9Jul 10Nov 11$4,459 · Mar 9$4,522 · Mar 17$4,459 · Mar 18$4,522 · Mar 24$4,459 · Mar 25$4,522 · Mar 29$4,459 · Mar 30$4,522 · Mar 31$4,459 · Apr 1$4,159 · Apr 2$4,222 · Apr 12$4,159 · Apr 14$4,222 · Apr 24$4,159 · Apr 25$4,222 · Apr 29$4,159 · Apr 30$3,465 · May 8$3,528 · May 9$3,465 · May 10$3,528 · May 12$3,465 · May 13$3,528 · May 14$3,465 · May 18$3,528 · May 19$3,947 · May 20$3,528 · May 21$3,465 · May 24$3,528 · May 29$3,465 · May 30$4,165 · May 31$4,228 · Jun 2$4,165 · Jun 6$4,228 · Jun 9$4,165 · Jun 10$4,228 · Jun 16$4,165 · Jun 17$4,403 · Jun 19$4,340 · Jun 22$2,701 · Jun 25$4,298 · Jun 27$4,235 · Jun 28$4,298 · Jun 30$4,333 · Jul 1$4,270 · Jul 4$3,257 · Jul 5$2,838 · Jul 6$4,333 · Jul 9$3,415 · Jul 10$3,478 · Jul 12$3,257 · Jul 18$2,838 · Jul 19$4,333 · Jul 21$4,689 · Jul 22$5,033 · Jul 23$3,293 · Jul 24$5,033 · Jul 25$4,970 · Jul 26$5,033 · Jul 26$4,970 · Jul 27$5,033 · Jul 28$4,900 · Jul 29$4,963 · Jul 30$4,900 · Jul 31$4,823 · Aug 1$4,760 · Aug 2$3,156 · Aug 3$2,883 · Aug 5$4,403 · Aug 7$4,053 · Aug 9$2,587 · Aug 12$2,462 · Aug 14$3,878 · Aug 16$2,417 · Aug 17$3,423 · Aug 19$3,842 · Aug 23$3,423 · Aug 24$4,123 · Aug 25$2,701 · Aug 26$2,838 · Aug 31$2,713 · Sep 1$4,458 · Sep 3$3,156 · Sep 5$4,458 · Sep 8$3,361 · Sep 11$5,013 · Sep 13$5,138 · Sep 14$3,497 · Sep 16$5,348 · Sep 18$5,453 · Sep 19$3,441 · Sep 20$5,453 · Sep 21$5,033 · Sep 24$3,293 · Sep 25$5,138 · Sep 26$3,111 · Oct 3$3,020 · Oct 9$2,860 · Oct 9$2,838 · Oct 11$4,333 · Oct 12$2,838 · Oct 13$4,333 · Oct 16$2,838 · Oct 17$4,193 · Oct 19$2,747 · Oct 21$4,578 · Oct 23$3,156 · Oct 28$3,202 · Oct 29$4,823 · Oct 30$4,718 · Nov 3$3,913 · Nov 7$3,913 · Nov 11

New to these charts? How to read cruise price history

Same ship, same ports, other dates

Star Pride to these six ports on other dates

DepartsPort orderOcean view fromvs Dec 13
Nov 15, 2026St. John, St. Kitts, St. Barthelemy, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda$2,443same
Nov 29, 2026St. John, St. Barthelemy, St. Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda$2,618+$175
Dec 13, 2026St. John, St. Barthelemy, St. Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda$2,443this sailing
Dec 27, 2026St. John, St. Barthelemy, St. Kitts, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda$2,443same
Jan 10, 2027St. John, St. Kitts, St. Barthelemy, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda$2,863+$420
Nov 1, 2027St. John, St. Kitts, St. Barthelemy, St. Maarten (Philipsburg), Jost Van Dyke, Virgin Gorda$2,688+$245
Nov 15, 2027St. John, St. Kitts, St. Barthelemy, St. Maarten (Philipsburg), Jost Van Dyke, Virgin GordaNo current price
Mar 20, 2028St. John, St. Kitts, St. Barthelemy, St. Maarten (Philipsburg), Jost Van Dyke, Virgin GordaNo current price

Star Pride, round trip from San Juan, 7 nights. Ocean view cabin, per person, two sharing, taxes and port fees included. Prices checked as of Nov 11, 2026.

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Questions

Questions about this sailing

How much does this cruise cost per night?

Ocean view cabins start at $2,443 per person for the 7 nights, about $349 a night, with taxes and port fees included. A balcony starts at $3,913, about $559 a night.

Is $2,443 a good price for this sailing?

It is $834 above the lowest ocean view price we have recorded for this sailing since March 9, 2026 ($1,609 on June 25, 2026). It is also tied for cheapest of the 6 dates from November 2026 to November 2027 on this route shown above.

Which ports does it visit?

It sails round trip from San Juan and calls at St. John, St. Barthelemy, St. Kitts, St. Maarten (Philipsburg), Jost Van Dyke and Virgin Gorda.

Are there other dates with the same ports?

Yes. Star Pride sails this route on 8 dates between November 2026 and March 2028. Star Legend also sails the same route.

Starting from
$2,443/person
Incl. taxes & port fees
Checked yesterday · Nov 11
Last change Nov 7: $4,718 → $3,913 (−$805)
Ocean View
$349/night
$2,443
Balcony
$559/night
$3,913
Suite
$649/night
$4,543

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1 cabin · double occupancy · stop any time

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
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