VINCENT VACATIONS
14 NIGHTS | WINDSTAR | STAR LEGEND

14-Night Star Collector: Lovely Leewards Cruise

Aboard Star Legend (Windstar) | Departing San Juan to San Juan | 1 Available Departures from $4,014

Request Custom Quote & Shipboard Credit →
14 NightsDuration
WindstarCruise LineStar LegendCruise ShipSan JuanEmbarkation PortCaribbean EasternRegion$4,014Starting Fare
PORTS OF CALL ON THIS VOYAGESan Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, Cruz Bay, Gustavia
Hold Stateroom & Check Perks →
SELECT YOUR DEPARTURE DATE & STATEROOM

Upcoming Sailings & Stateroom Fares (1)

Click any cabin price to request that exact stateroom & onboard credit
Departure DateReturn DateInsideOceanviewBalconySuiteAdvisor Quote & Perks
Jan 24, 2028
Voyage #LE20280124-14D
Feb 07, 2028Call for Exclusive Rate$4,014$5,764$4,798
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.

Day 9

CRUZ BAY, ST JOHN (VICZB)

CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)

Day 10

GUSTAVIA, ST BARTHELEMY (BLGUS)

Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.

Day 11

PHILIPSBURG, ST MAARTEN (SXPHI)

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole

Day 12

BASSETERRE, ST KITTS (KNBAS)

With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean's small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.

Day 13

GREAT HARBOUR, JOST VAN DYKE (VGJVD)

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you'll be r

Day 14

VIRGIN GORDA/PRICKLY PEAR, BVI (VGVIJ)

The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious a

Day 15

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

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...

THE SIGNATURE TRAVEL NETWORK ADVANTAGE

Why Book 14-Night Star Collector: Lovely Leewards (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 14-Night Star Collector: Lovely Leewards (Star Legend)

What is included in the 14-Night Star Collector: Lovely Leewards cruise aboard Star Legend?

This 14-night Windstar voyage aboard Star Legend embarks in San Juan and concludes in San Juan, visiting San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, Cruz Bay, Gustavia. Fares start at $4,014 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
1-888-883-0460 Request Custom Quote →