GEMS OF THE LEEWARD ISLANDS

From $ 3,799 pp
Itinerary & Ports

Gems of the Leeward Islands

From $ 3,799 pp

date
port
arrive
depart
Dec 23 Sat
10:00 PM
Dec 24 Sun
8:00 AM
4:00 PM
Dec 25 Mon
8:00 AM
10:00 PM
Dec 26 Tue
8:00 AM
6:00 PM
Dec 27 Wed
8:00 AM
6:00 PM
Dec 28 Thu
8:00 AM
10:00 PM
Dec 29 Fri
At Sea
Dec 30 Sat
7:00 AM
10:00 PM
Dec 31 Sun
8:00 AM
5:00 PM
Dec 31 Sun
9:00 PM
11:59 PM
Jan 1 Mon
12:01 AM
9:00 PM
Jan 2 Tue
7:00 AM
SAT DEC 23
TO 10:00 PM San Juan

day 1 San Juan, Puerto Rico


San Juan, Puerto Rico
This new port for Windstar holds centuries of history. Your elegant yacht docks right in Old San Juan where you’ll find some 400 historic buildings. 
SUN DEC 24
8:00 AM TO 4:00 PM Isla Culebra

day 2 Isla Culebra, Puerto Rico


Isla Culebra, Puerto Rico
Pirates once found refuge in these secluded cays. Today you’ll find a refuge of a different kind where larger ships can’t follow at the Culebra National Wildlife Refuge – home to giant sea turtles, sea birds, and some of the most unblemished coral reefs in the Caribbean. 
MON DEC 25
8:00 AM TO 10:00 PM Gustavia

day 3 Gustavia, St. Barthélemy


Gustavia, St. Barthélemy
The Caribbean’s answer to St. Tropez offers a dizzying array of choices: shop chic French boutiques, inspect the bounty of shells at Shell Beach, or sail a catamaran to the Marine Park at Colombier Bay.
TUE DEC 26
8:00 AM TO 6:00 PM Falmouth Harbour

day 4 Falmouth Harbour, Antigua


Falmouth Harbour, Antigua
It’s said that Antigua has 365 beaches – one for every day of the year. See how many you can discover as our stay in port stretches to midnight to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.
WED DEC 27
8:00 AM TO 6:00 PM Les Saintes

day 5 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.
THU DEC 28
8:00 AM TO 10:00 PM Pigeon Island

day 6 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.
SAT DEC 30
7:00 AM TO 10:00 PM Philipsburg

day 8 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.
SUN DEC 31
8:00 AM TO 5:00 PM Virgin Gorda

day 9 Virgin Gorda, Prickly Pear Beach, B.V.I


Virgin Gorda, Prickly Pear Beach, B.V.I
A beautiful coral reef wavers just beneath you as your yacht makes the break into exclusive North Sound. You can imagine the reaction of the locals watching from The Bitter End Yacht Club as your ship comes around the corner under full canvas. At the other end of the island lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
SUN DEC 31
9:00 PM TO 11:59 PM Jost Van Dyke, Great Harbour

day 9 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. An overnight stay gives you ample time to 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 yacht aglow in the harbor. 
MON JAN 1
12:01 AM TO 9:00 PM Jost Van Dyke, Great Harbour

day 10 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. An overnight stay gives you ample time to 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 yacht aglow in the harbor. 
TUE JAN 2
7:00 AM TO San Juan

day 11 San Juan, Puerto Rico


San Juan, Puerto Rico
This new port for Windstar holds centuries of history. Your elegant yacht docks right in Old San Juan where you’ll find some 400 historic buildings. 

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