San Juan
San Juan 02/13/2026
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.
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02/13/2026 |
02/13/2026 |
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At Sea
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02/14/2026 |
02/14/2026 |
Bequia, Grenadines
Bequia, Grenadines 02/15/2026
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.
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02/15/2026 |
02/15/2026 |
Mayreau, Grenadines
Mayreau, Grenadines 02/16/2026
With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.
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02/16/2026 |
02/16/2026 |
Soufriere
Soufriere 02/17/2026
Nestled in the shadows of the UNESCO Pitons, Soufriere represents the heart and soul of St. Lucia. The tiny town center is full of street vendors and stores and some of the best resorts on the island can be found here. Nearby are secluded waterfalls and the waters here boast some of the best diving around. Sights to see include the Edmund Rainforest Trail, fond Doux Holiday plantation, Robot Estate and the Gros Piton Nature Trail.
Optional Private Excursions
Avoid the crowds and hustle and bustle associated with a group activity. For a memorable trip ashore, we invite you to consider a private shore excursion. Enjoy the undivided attention of your own driver/guide and the flexibility of experiencing the aspects of the local culture that most interest you. Below are just some samples of the private shore excursions we can arrange for you. Let us personalize your experience!
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St. Lucia - Gros Piton Climb
Life has its rewards, you will find many of them on the Gros Piton Nature Trail. Travel by coach along
the scenic West Coast of the island through lush tropical vegetation onto the Fond Gens Libre, "village of the free people" community, to the welcome center. From this point, you are joined by a knowledgeable guide, who would guide you along the trail which winds around the mountain at a gradual gradient.
Enjoy panoramic vistas in every direction and see Petit Piton in the distance. The first half of the trail
is moderate and can be enjoyed by everyone, while the second half involves a steep accent to the summit suitable to the more adventurous hiker. After a strenuous but exhilarating climb, return to the bus for a scenic ride back to your resort or Cruise pier.
Inclusions:
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Duration: 8 hours
Tip off: This is a very strenuous hike suitable for the physically fir. Not for those with heart, back, neck problems or may be pregnant.
Cameras are a must. Wear comfortable hiking shoes (no heels or flip flops allowed)
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02/17/2026 |
02/17/2026 |
Iles des Saintes
Iles des Saintes 02/18/2026
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.
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02/18/2026 |
02/18/2026 |
Marigot, St. Martin
Marigot, St. Martin 02/19/2026
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 most prestigious brands can be found. Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.
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02/19/2026 |
02/19/2026 |
San Juan
San Juan 02/20/2026
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.
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02/20/2026 |
02/20/2026 |
Cruz Bay, St. John
Cruz Bay, St. John 02/21/2026
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
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02/21/2026 |
02/21/2026 |
Basseterre, St. Kitts
Basseterre, St. Kitts 02/22/2026
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.
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02/22/2026 |
02/22/2026 |
St. Maarten (Philipsburg)
St. Maarten (Philipsburg) 02/23/2026
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.
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02/23/2026 |
02/23/2026 |
Gustavia
Gustavia 02/24/2026
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.
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02/24/2026 |
02/24/2026 |
Jost Van Dyke
Jost Van Dyke 02/25/2026
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.
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02/25/2026 |
02/25/2026 |
Virgin Gorda
Virgin Gorda 02/26/2026
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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02/26/2026 |
02/26/2026 |
San Juan
San Juan 02/27/2026
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.
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02/27/2026 |
02/27/2026 |
