VINCENT VACATIONS
7 NIGHTS | WINDSTAR | STAR PRIDE

7-Night Windward Islands Surf & Sunsets Cruise

Aboard Star Pride (Windstar) | Departing San Juan to San Juan | 11 Available Departures from $1,759

Check Live Cabins & Book Online → Speak with a Cruise Advisor
All Cruises Hub 34 Cruise Lines 520 Cruise Ships 77 Destinations 293 Departure Ports Top Deals & Onboard Credit
Live Cruise Search Engine →
7 NightsDuration
WindstarCruise LineStar PrideCruise ShipSan JuanEmbarkation PortCaribbean EasternRegion
$1,759Starting Fare
SELECT YOUR DEPARTURE DATE

Upcoming Sailings & Stateroom Fares (11)

Departure DateReturn DateInsideOceanviewBalconySuitePerks & Action
Nov 08, 2026
Sailing #1568084
Nov 15, 2026Call for Exclusive Rate$2,770$3,391$2,770
Book Now →Quote
Nov 22, 2026
Sailing #1568086
Nov 29, 2026Call for Exclusive Rate$1,759$2,305$2,770
Book Now →Quote
Nov 08, 2027
Sailing #1652558
Nov 15, 2027Call for Exclusive Rate$2,411$4,091$2,770
Book Now →Quote
Nov 22, 2027
Sailing #1652569
Nov 29, 2027Call for Exclusive Rate$2,411$3,566$2,770
Book Now →Quote
Dec 27, 2027
Sailing #1652596
Jan 03, 2028Call for Exclusive Rate$2,691$4,511$2,691
Book Now →Quote
Jan 10, 2028
Sailing #1652613
Jan 17, 2028Call for Exclusive Rate$2,411$3,531$2,773
Book Now →Quote
Jan 24, 2028
Sailing #1652627
Jan 31, 2028Call for Exclusive Rate$2,411$3,496$2,773
Book Now →Quote
Feb 07, 2028
Sailing #1652642
Feb 14, 2028Call for Exclusive Rate$2,411$4,021$2,411
Book Now →Quote
Feb 21, 2028
Sailing #1652653
Feb 28, 2028Call for Exclusive Rate$2,481$4,266$2,843
Book Now →Quote
Mar 13, 2028
Sailing #1652662
Mar 20, 2028Call for Exclusive Rate$2,411$3,601$2,411
Book Now →Quote
Mar 27, 2028
Sailing #1652665
Apr 03, 2028Call for Exclusive Rate$2,411$3,706$2,773
Book Now →Quote
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

LES SAINTES, GUADELOUPE (GPLSS)

This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

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

Onboard Credit

Onboard Credit!

Reduced Deposit

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