VINCENT VACATIONS
7 NIGHTS | WINDSTAR | STAR PRIDE

7-Night Windward Islands Surf & Sunsets Cruise

Aboard Star Pride (Windstar) | Departing San Juan to San Juan | 3 Available Departures from $2,586

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7 NightsDuration
WindstarCruise LineStar PrideCruise ShipSan JuanEmbarkation PortCaribbean EasternRegion
$2,586Starting Fare
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Upcoming Sailings & Stateroom Fares (3)

Departure DateReturn DateInsideOceanviewBalconySuitePerks & Action
Dec 06, 2026
Sailing #1568090
Dec 13, 2026Call for Exclusive Rate$2,691$4,406$2,770
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Dec 20, 2026
Sailing #1568094
Dec 27, 2026Call for Exclusive Rate$3,391$5,176$3,391
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Jan 03, 2027
Sailing #1568097
Jan 10, 2027Call for Exclusive Rate$2,586$4,231$2,840
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PORT-BY-PORT TIMELINE

Day-by-Day Cruise Itinerary

Day 1

SAN JUAN (PRSJU)

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Day 2

At Sea (SEAD)

Day 3

ST GEORGES, GRENADA (GDSTG)

Inhale the intoxicating aroma of the "Isle of Spice" as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.

Day 4

BEQUIA (VCBQU)

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces.

Day 5

MAYREAU (VCMA6)

Mayreau is the smallest inhabited island of St. Vincent and the Grenadines, covering just about 1.5 square miles with a population of only a few hundred people. Tucked between Union Island and the Tobago Cays in the southern Grenadines, it's known for its laid-back, off-the-grid charm—there are no a

Day 6

DESHAIES (GPDES)

Situated near the Grand Anse beach, Deshaies has the deepest bay of all the Caribbean coasts with the best natural protection which made it a shelter for pirates of days gone by and is said to still be housing treasures on the Island. Grand Anse beach is one of the most beautiful of the islands with

Day 7

MARIGOT BAY (MFMAR)

Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world's

Day 8

SAN JUAN (PRSJU)

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

COMPLIMENTARY EXTRAS

Available Promotions & Onboard Credits

$300 per Couple Shipboard Credit - Not Combinable with some promotions. ACTION REQUIRED, click for terms.

ACTION REQUIRED for Amenity Confirmation please contact your advisor or our agency to ensure amenity combinability. Failure to do so may result in forfeiture of the amenity(ies) listed. $300 Per Couple Shipboard Credit Terms and Conditions: • Single occupancy bookings receive half the listed shipboard credit Combinability: • Signature amenities are NOT combinable with Flash fares. Flash fares are not included in the electronic pricing feed and ar

Reduced Deposit

One or more fares on this sailing includes a reduced deposit promotion.