14 Night Caribbean Cruise

Star Pride

This 14-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on December 6, 2026, calling at St Georges, Bequia, Mayreau Island, and 9 more ports, and returns December 20, 2026. Cabin prices start from $6,582 per person.

Days
14 nights
Departs
Dec 6, 2026
Ports
12
Returns
Dec 20, 2026
Sea days
1
Distance
1,565nm
Itinerary
Embark Port Sea
Day 1
Dec 6
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 7
At Sea
Day 3
Dec 8
St Georges, Grenada
arr 09:00 · dep 22:00
Day 4
Dec 9
Bequia, St Vincent and the Grenadines
arr 08:00 · dep 22:00
Day 5
Dec 10
Mayreau Island, Grenadines
arr 08:00 · dep 16:30
Day 6
Dec 11
Deshaies, Guadeloupe
arr 11:00 · dep 18:00
Day 7
Dec 12
Marigot, Saint Martin
arr 08:00 · dep 15:00
Day 8
Dec 13
San Juan, Puerto Rico
arr 07:00 · 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 9
Dec 14
St. John, US Virgin Islands
arr 08:00 · dep 18:00
Day 10
Dec 15
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 11
Dec 16
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.

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Day 12
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 13
Dec 18
Jost Van Dyke, British Virgin Islands
arr 09:00 · dep 22:00
Day 14
Dec 19
Day 15
Dec 20
Disembark
San Juan, Puerto Rico
arr 07:00
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 1,565nm
At sea
1 of 14 nights
Type
Round-trip
Price history

Balcony cabin

$9,194▲ $1,375 (17.6%) vs Mar 9
Low
$4,924
High
$9,474
Average
$7,589
Vs avg
+21%
$4,469$5,834$7,199$8,564$9,929Mar 9Jun 17Sep 26$7,819 · Mar 9$7,913 · Mar 16$7,819 · Mar 17$7,913 · Mar 18$7,819 · Mar 19$7,913 · Mar 27$7,819 · Mar 28$7,419 · Apr 2$7,210 · May 10$7,304 · May 24$7,210 · May 25$7,304 · May 28$7,210 · May 29$6,048 · Jun 6$6,142 · Jun 9$6,048 · Jun 12$6,142 · Jun 16$6,048 · Jun 17$6,920 · Jun 18$6,048 · Jun 19$7,432 · Jun 20$4,924 · Jun 23$7,178 · Jun 26$7,532 · Jun 28$5,527 · Jul 9$8,154 · Jul 10$7,616 · Jul 11$7,710 · Jul 13$7,616 · Jul 14$7,710 · Jul 15$7,616 · Jul 16$7,588 · Jul 18$7,682 · Jul 19$8,126 · Jul 20$7,682 · Jul 21$7,588 · Jul 22$8,126 · Jul 23$8,242 · Jul 24$8,148 · Jul 27$7,626 · Jul 30$7,532 · Jul 31$7,458 · Aug 1$7,364 · Aug 2$7,902 · Aug 5$7,094 · Aug 7$6,646 · Aug 13$8,984 · Aug 31$9,404 · Sep 3$9,474 · Sep 5$9,334 · Sep 10$9,124 · Sep 15$9,264 · Sep 19$9,124 · Sep 24$9,194 · Sep 26

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Starting from
$6,582/person
Incl. taxes & port fees
Checked 2 days ago · Sep 26
Last change Sep 26: $9,124 → $9,194 (+$70)
Ocean View
$470/night
$6,582
Balcony
$657/night
$9,194
Suite
$470/night
$6,582

Track prices

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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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