YACHTSMAN'S CARIBBEAN

  • Wind Surf
  • 7 days
  • St. Maarten to St. Maarten
From $ 1,799 pp
Itinerary & Ports

Yachtsman's Caribbean

  • Wind Surf
  • 7 days
  • St. Maarten to St. Maarten

date
port
arrive
depart
Mar 21 Sat
7:00 PM
 
Mar 22 Sun
8:00 AM
10:00 PM
 
Mar 23 Mon
At Sea
Mar 24 Tue
8:00 AM
5:00 PM
 
Mar 24 Tue
8:00 PM
11:59 PM
Mar 25 Wed
12:01 AM
3:00 PM
Mar 25 Wed
7:00 PM
11:59 PM
Mar 26 Thu
12:01 AM
5:00 PM
Mar 27 Fri
8:00 AM
10:00 PM
Mar 28 Sat
6:00 AM
 
SAT MAR 21
TO 7:00 PM St. Maarten

day 1 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 MAR 22
8:00 AM TO 10:00 PM Falmouth Harbour

day 2 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.
TUE MAR 24
8:00 AM TO 5:00 PM Road Town

day 4 Road Town, Tortola, British Virgin Islands


Road Town
Situated on lovely horseshoe-shaped Road Harbour, Road Town offers a variety of shops along the harbor’s edge, including the charming Crafts Alive Village, a collection of small shops offering a variety of local crafts and the Village Cay Complex with restaurants and bars full of local flavor.  Other sites to see include Main Street, The Old Government House and Waterfront Drive.
TUE MAR 24
8:00 PM TO 11:59 PM Jost Van Dyke, Great Harbour

day 4 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. 
WED MAR 25
12:01 AM TO 3:00 PM Jost Van Dyke, Great Harbour

day 5 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. 
WED MAR 25
7:00 PM TO 11:59 PM Virgin Gorda

day 5 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.
THU MAR 26
12:01 AM TO 5:00 PM Virgin Gorda

day 6 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.
FRI MAR 27
8:00 AM TO 10:00 PM Gustavia

day 7 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 MAR 28
6:00 AM TO St. Maarten

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.

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