VINCENT VACATIONS
8 NIGHTS | WINDSTAR | STAR LEGEND

8-Night Windward Ways & Tobago Cays Cruise

Aboard Star Legend (Windstar) | Departing Oranjestad to Bridgetown | 1 Available Departures from $5,300

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8 NightsDuration
WindstarCruise LineStar LegendCruise ShipOranjestadEmbarkation PortCaribbeanRegion$5,300Starting Fare
PORTS OF CALL ON THIS VOYAGEOranjestad, Willemstad, Kralendijk, St George's, Rodney Bay, The Pitons, Mayreau, Bequia
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Upcoming Sailings & Stateroom Fares (1)

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Departure DateReturn DateInsideOceanviewBalconySuiteAdvisor Quote & Perks
Feb 22, 2027
Voyage #LE20270222-8D
Mar 02, 2027Call for Exclusive Rate$5,300$6,580$5,357
PORT-BY-PORT TIMELINE

Day-by-Day Cruise Itinerary

Windward Ways & Tobago Cays Route Map
Day 1

ORANJESTAD, ARUBA (AWORJ)

Known for having some of the best beaches in the Caribbean, this Dutch port makes it easy to just ... take it easy. Walk through town to choose your favorite carved wooden door, or spend the day like the Arubans do playing dominos at a beachside table.

Day 2

WILLEMSTAD, CURACAO (CWWIL)

Savor the pastel colors of the historic UNESCO site Old Town and the way the elaborate Dutch gables cut baroque curlicues from the sky. It's the perfect appetizer for a day of watersports or an adventure below ground at the magical Hato Caves-filled with eerie limestone formations and ancient petrog

Day 3

KRALENDIJK, BONAIRE (BQKRA)

The ice cream colors of the stucco houses will draw your lens, as will the pink flamingos on the salt pans. But you'll need a waterproof camera to complete the portrait since more than 400 fish species and 50 types of coral wait beneath the surface

Day 4

At Sea (SEAD)

Day 5

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 6

RODNEY BAY (LCROB)

Rodney Bay, Saint Lucia

Day 6

SUNSET CRUISING PITONS (LC219)

Located near the town of Soufriere, St. Lucia the Pitons are a UNESCO World Heritage Site and a spectacular landmark. Gros Piton is 2,619 feet high (798 meters) and Petit Piton is 2,438 feet high (743 meters). Gros Piton is home to at least 148 plant species and 27 bird species (5 of them endemic) a

Day 7

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 8

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 9

BRIDGETOWN, BARBADOS (BBBGI)

Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you'll find historic sugar plantations and the fairyland magic of Harrison's Cave.

COMPLIMENTARY EXTRAS

Available Promotions & Onboard Credits

A Hosted Sailing

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. Hosted Sailings offer Outstanding Value, Exclusive Amenities and an Experienced Personable Host on board to ensure your cruise is more enjoyable. The services of a host...

$400 per Couple Shipboard Credit (2027)

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. $400 Per Couple Shipboard Credit Terms and Conditions: • Single occupancy bookings receive half the listed shipboard credit Combinability: • Signature amenities are NOT...

Reduced Deposit

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

THE SIGNATURE TRAVEL NETWORK ADVANTAGE

Why Book 8-Night Windward Ways & Tobago Cays (Star Legend) with Vincent Vacations Instead of Direct?

You pay the exact same promotional cruise line rate with $0 agency booking fees, while unlocking exclusive consortium perks unavailable on retail websites:

✓ $100–$600+ Shipboard Credits✓ Private Car & Driver Shore Excursions✓ Hosted Voyages & VIP Receptions✓ 100% Loyalty Points + Promo Stacking✓ Price-Drop Monitoring Before Final Payment
Request Custom Quote & Perks →Call 1-888-883-0460Already booked direct within 60 days? Ask about our complimentary perk transfer.
EXPERT CRUISE GUIDANCE

Frequently Asked Questions About 8-Night Windward Ways & Tobago Cays (Star Legend)

What is included in the 8-Night Windward Ways & Tobago Cays cruise aboard Star Legend?

This 8-night Windstar voyage aboard Star Legend embarks in Oranjestad and concludes in Bridgetown, visiting Oranjestad, Willemstad, Kralendijk, St George's, Rodney Bay, The Pitons, Mayreau, Bequia. Fares start at $5,300 per person based on double occupancy, plus eligible Vincent Vacations onboard credits.

How do I claim complimentary onboard credit on Star Legend?

Click any stateroom fare or 'Get Quote & Perks' button in the departure table above, or call 1-888-883-0460. Our certified advisors lock in the lowest promotional rate on Star Legend and attach all eligible Signature Travel Network shipboard credits and VIP amenities.

Signature Travel Network Perks: Up to $600 Shipboard Credit + Price-Match Guarantee + $0 Booking Fees
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