GEMS OF THE LEEWARD ISLANDS

From $ 2,299 pp
Itinerary & Ports

Gems of the Leeward Islands

select departure date:
From $ 2,299* pp

date
port
arrive
depart
Nov 3 Wed
10:00 PM
 
Nov 4 Thu
8:00 AM
10:00 PM
 
Nov 5 Fri
9:00 AM
10:00 PM
Nov 6 Sat
8:00 AM
6:00 PM
 
Nov 7 Sun
8:00 AM
6:00 PM
Nov 8 Mon
8:00 AM
10:00 PM
 
Nov 9 Tue
11:00 AM
6:00 PM
 
Nov 10 Wed
At Sea
Nov 11 Thu
8:00 AM
11:59 PM
Nov 12 Fri
8:00 AM
5:00 PM
Nov 13 Sat
7:00 AM
 
WED NOV 3
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. 
THU NOV 4
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.

FRI NOV 5
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. 
SAT NOV 6
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 into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.
SUN NOV 7
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.
MON NOV 8
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.
TUE NOV 9
11:00 AM TO 6:00 PM St. George's

day 7 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. 
THU NOV 11
8:00 AM 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. 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 NOV 12
8:00 AM TO 5:00 PM Virgin Gorda

day 10 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 NOV 13
7:00 AM TO San Juan

day 11 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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