14 Night Caribbean Cruise

Star Pride

This 14-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on November 15, 2027, calling at St. John, Basseterre St Kitts, Gustavia St Barths, and 9 more ports, and returns November 29, 2027.

Days
14 nights
Departs
Nov 15, 2027
Ports
12
Returns
Nov 29, 2027
Sea days
1
Distance
1,552nm
Itinerary
Embark Port Sea
Day 1
Nov 15
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
Nov 16
St. John, US Virgin Islands
arr 08:00 · dep 18:00
Day 3
Nov 17
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 4
Nov 18
Gustavia St Barths, Saint-Barthelemy Island France
arr 07:00 · dep 22:00
Day 5
Nov 19
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
Nov 20
Jost Van Dyke, British Virgin Islands
arr 09:00 · dep 22:00
Day 7
Nov 21
Day 8
Nov 22
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
Nov 23
At Sea
Day 10
Nov 24
St Georges, Grenada
arr 09:00 · dep 22:00
Day 11
Nov 25
Bequia, St Vincent and the Grenadines
arr 08:00 · dep 22:00
Day 12
Nov 26
Mayreau Island, Grenadines
arr 08:00 · dep 17:00
Day 13
Nov 27
Terra de Haut, Guadeloupe
arr 10:00 · dep 17:00
Day 14
Nov 28
Marigot, Saint Martin
arr 08:00 · dep 15:00
Day 15
Nov 29
Disembark
San Juan, Puerto Rico
arr 07:00
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1Embark/Debark3Port of CallRoute
Distance
≈ 1,552nm
At sea
1 of 14 nights
Type
Round-trip
Price history

Starting cabin

$4,593May 5Last available May 5

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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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