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Itinerary & Ports
date
port
arrive
depart
Jan 9 Sat
10:00 PM
 
Jan 10 Sun
8:00 AM
10:00 PM
 
Jan 11 Mon
9:00 AM
10:00 PM
Jan 12 Tue
8:00 AM
5:00 PM
Jan 13 Wed
7:00 AM
10:00 PM
 
Jan 14 Thu
8:00 AM
11:59 PM
Jan 15 Fri
8:00 AM
5:00 PM
Jan 16 Sat
7:00 AM
11:59 PM
 
Jan 17 Sun
At Sea
Jan 18 Mon
9:00 AM
10:00 PM
 
Jan 19 Tue
8:00 AM
10:00 PM
Jan 20 Wed
8:00 AM
5:00 PM
 
Jan 21 Thu
8:00 AM
5:00 PM
Jan 22 Fri
8:00 AM
2:00 PM
 
Jan 23 Sat
7:00 AM
 
SAT JAN 9
TO 10:00 PM San Juan

day 1 San Juan, Puerto Rico


San Juan, Puerto Rico
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. 
SUN JAN 10
8:00 AM TO 10:00 PM St. Thomas

day 2 St. Thomas


St. Thomas
St. Thomas has something for everyone who loves the outdoors.  Magen’s Bay, the island’s most popular beach with its heart-shaped protected bay, the incomparable view of the Caribbean found climbing the famous 99 steps of Charlotte Amalie, world-famous Mahogany Run Golf Course, the Skyride that soars 700 feet above the city, and snorkeling and sailing, Sightsee the St. Thomas Synagogue, built in 1833, Fort Christian, built in 1680, Blackbeard’s Castle, a 1679 watchtower, and the childhood home of French Impressionist Camille Pissarro, now an art gallery.

MON JAN 11
9:00 AM TO 10:00 PM Gustavia

day 3 Gustavia, St. Barthélemy


Gustavia, St. Barthélemy
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. 
TUE JAN 12
8:00 AM TO 5:00 PM Little Bay

day 4 Little Bay, Montserrat, BWI


Little Bay, Montserrat, BWI
Today we visit “Pompeii of the Caribbean”—an island that is half lush and green, half gray and covered in ash by a volcano in 1995. And if a half-buried city isn’t intriguing enough, there are black-sand beaches and a perplexing Irish heritage to explore.
WED JAN 13
7:00 AM TO 10:00 PM St. Maarten

day 5 Philipsburg, St. Maarten


Philipsburg, St. Maarten
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.
THU JAN 14
8:00 AM TO 11:59 PM Jost Van Dyke, Great Harbour

day 6 Jost Van Dyke, Great Harbour, B.V.I.


Jost Van Dyke, Great Harbour, B.V.I.
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. 
FRI JAN 15
8:00 AM TO 5:00 PM Virgin Gorda

day 7 Virgin Gorda, B.V.I.


Virgin Gorda, B.V.I.
A beautiful coral reef wavers just beneath you as your ship makes the break into the heart of Spanish Town, the Yacht Harbor Marina, Located to the south of Spanish Town lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
SAT JAN 16
7:00 AM TO 11:59 PM San Juan

day 8 San Juan, Puerto Rico


San Juan, Puerto Rico
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. 
MON JAN 18
9:00 AM TO 10:00 PM St. George's

day 10 St. George's, Grenada


St. George's, Grenada
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. 
TUE JAN 19
8:00 AM TO 10:00 PM Bequia

day 11 Bequia, St. Vincent & the Grenadines


Bequia, St. Vincent & the Grenadines
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. 
WED JAN 20
8:00 AM TO 5:00 PM Pigeon Island

day 12 Pigeon Island, St. Lucia


Pigeon Island, St. Lucia
The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
THU JAN 21
8:00 AM TO 5:00 PM Les Saintes

day 13 Les Saintes, Guadeloupe


Les Saintes, Guadeloupe
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.
FRI JAN 22
8:00 AM TO 2:00 PM St. Maarten

day 14 Philipsburg, St. Maarten


Philipsburg, St. Maarten
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.
SAT JAN 23
7:00 AM TO San Juan

day 15 San Juan, Puerto Rico


San Juan, Puerto Rico
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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