14 Night Caribbean Cruise

Star Pride

This 14-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on January 3, 2027, calling at St Georges, Bequia, Mayreau Island, and 9 more ports, and returns January 17, 2027. Cabin prices start from $7,522 per person.

Days
14 nights
Departs
Jan 3, 2027
Ports
12
Returns
Jan 17, 2027
Sea days
1
Distance
1,551nm
Itinerary
Embark Port Sea
Day 1
Jan 3
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
Jan 4
At Sea
Day 3
Jan 5
St Georges, Grenada
arr 09:00 · dep 22:00
Day 4
Jan 6
Bequia, St Vincent and the Grenadines
arr 08:00 · dep 22:00
Day 5
Jan 7
Mayreau Island, Grenadines
arr 08:00 · dep 16:30
Day 6
Jan 8
Deshaies, Guadeloupe
arr 11:00 · dep 18:00
Day 7
Jan 9
Marigot, Saint Martin
arr 08:00 · dep 15:00
Day 8
Jan 10
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
Jan 11
St. John, US Virgin Islands
arr 08:00 · dep 18:00
Day 10
Jan 12
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 11
Jan 13
Gustavia St Barths, Saint-Barthelemy Island France
arr 07:00 · dep 22:00
Day 12
Jan 14
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
Jan 15
Jost Van Dyke, British Virgin Islands
arr 09:00 · dep 22:00
Day 14
Jan 16
Day 15
Jan 17
Disembark
San Juan, Puerto Rico
arr 07:00
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 1,551nm
At sea
1 of 14 nights
Type
Round-trip
Price history

Balcony cabin

$12,554▲ $2,935 (30.5%) vs Mar 9
Low
$6,299
High
$13,962
Average
$10,140
Vs avg
+24%
$5,532$7,831$10,131$12,430$14,729Mar 9Jun 17Sep 26$9,619 · Mar 9$9,713 · Mar 18$9,619 · Mar 19$9,219 · Apr 2$9,313 · Apr 5$9,219 · Apr 6$10,077 · May 6$9,299 · May 7$9,393 · May 8$9,299 · May 9$8,842 · May 10$9,632 · Jun 6$8,820 · Jun 8$8,914 · Jun 9$9,632 · Jun 10$9,726 · Jun 16$9,632 · Jun 17$9,726 · Jun 19$6,798 · Jun 22$10,316 · Jun 24$6,798 · Jun 25$9,744 · Jun 26$6,427 · Jul 8$9,548 · Jul 10$6,299 · Jul 11$9,548 · Jul 12$6,299 · Jul 14$9,548 · Jul 17$11,228 · Jul 18$11,322 · Jul 19$7,391 · Jul 20$11,322 · Jul 22$11,766 · Jul 23$7,155 · Jul 24$11,378 · Jul 26$7,428 · Jul 27$10,902 · Jul 30$7,118 · Jul 31$10,902 · Aug 1$11,144 · Aug 3$10,902 · Aug 5$11,210 · Aug 7$10,986 · Aug 9$10,874 · Aug 11$10,342 · Aug 13$10,678 · Aug 22$10,342 · Aug 24$10,678 · Aug 25$10,342 · Aug 27$12,344 · Aug 31$13,114 · Sep 3$11,924 · Sep 5$11,504 · Sep 7$11,924 · Sep 8$12,834 · Sep 11$13,394 · Sep 14$13,604 · Sep 15$13,962 · Sep 19$12,274 · Sep 20$12,694 · Sep 24$12,554 · Sep 26

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Starting from
$7,522/person
Incl. taxes & port fees
Checked 2 days ago · Sep 26
Last change Sep 26: $12,694 → $12,554 (−$140)
Ocean View
$537/night
$7,522
Balcony
$897/night
$12,554
Suite
$537/night
$7,522

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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