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Star Collector: Lovely Leewards
Dec 20, 2027 — Jan 3, 2028
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Early Booking Offer All-In Package
Early Booking Offer SBC
Free Laundry for Collectors:
SAN JUAN → SAN JUAN
14 Nights on Star Legend
Whether you’re passionate about swimming among undersea wildlife or the intricate cultures and intertwined European histories of the Leeward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands. Stare in wonder at the glow from miniscule bioluminescent organisms stirred by your kayak paddle during a tour of the Fajardo Bio Bay nature reserve near San Juan. Master the art of cooking with distinct spices like nutmeg, cloves and allspice in authentic Caribbean cuisine while taking direction from a highly-skilled native chef in Philipsburg. This Caribbean getaway is the perfect duration for lovers of island life and those who want to spend more time exploring the Windward Islands overlooked by other cruise lines.
Popular Highlights
Take a stroll in the St. John’s National Park which covers over half of the islands.
Pick up tempting souvenirs at the pastel-colored buildings and shops of duty-free Philipsburg.
Enjoy the spice market and some of the best snorkeling around Grenada, the Spice Island.
The Piton's two volcanic peaks, rising more than 2,400, feet welcome you to St. Lucia.
Walk up Mount Pleasant with a spectacular view of Bequia's Admiral Bay.
Discover the imposing façade of El Morrow Fortress, a UNESCO site in San Juan.
Enjoy a relaxing beach day in St. Barts, long the haunt of the rich.
Pack light with complimentary daily laundry service.
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.
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
St. John, Champagne Catamaran Sail
St. John, Lind Point Trail Eco Hike
St. John, Trunk Bay Snorkeling Experience
St. John, Island tour Featuring Annaberg Ruins
St. John, Champagne Catamaran Sail
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.
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.
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 restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
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 ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.
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 assembly of house-sized boulders called "The Baths," which form huge underground pools and caverns
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