YACHTSMAN'S CARIBBEAN

  • Wind Surf
  • 7 days
  • Philipsburg to Philipsburg
Itinerary & Ports
date
port
arrive
depart
Jan 21 Sat
7:00 PM
Jan 22 Sun
8:00 AM
11:59 PM
Jan 23 Mon
At Sea
Jan 24 Tue
8:00 AM
6:00 PM
Jan 24 Tue
7:00 PM
11:59 PM
Jan 25 Wed
12:01 AM
3:00 PM
Jan 25 Wed
6:00 PM
11:59 PM
Jan 26 Thu
12:01 AM
5:00 PM
Jan 27 Fri
8:00 AM
10:00 PM
Jan 28 Sat
6:00 AM
SAT JAN 21
TO 7:00 PM Philipsburg

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 JAN 22
8:00 AM TO 11:59 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 to midnight to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.
TUE JAN 24
8:00 AM TO 6:00 PM Soper's Hole

day 4 Soper's Hole, Tortola, B.V.I.


Soper's Hole, Tortola, B.V.I.
Arrive at the boardwalk of Pusser’s Landing and mingle with other yachtsmen in the utterly charming marina at Soper’s Hole. Find a deserted stretch of beach to kick back and ponder this tiny port’s rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime sunset Sail Away and cruise that glides along Sir Francis Drake Channel and on through “The Narrows.” 
TUE JAN 24
7:00 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. 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. 
WED JAN 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. 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. 
WED JAN 25
6:00 PM TO 11:59 PM Spanish Town

day 5 Spanish Town, B.V.I


Spanish Town, B.V.I
While it’s the beaches that make Virgin Gorda special, most well-known being The Baths, Spanish Town is the delightful hub of the island with its lovely harbor, scattering of shops, restaurants and bars and secluded beaches a short distance away. Relax and enjoy the delicious beach barbecue at Fischer’s Cove.
THU JAN 26
12:01 AM TO 5:00 PM Spanish Town

day 6 Spanish Town, B.V.I


Spanish Town, B.V.I
While it’s the beaches that make Virgin Gorda special, most well-known being The Baths, Spanish Town is the delightful hub of the island with its lovely harbor, scattering of shops, restaurants and bars and secluded beaches a short distance away. Relax and enjoy the delicious beach barbecue at Fischer’s Cove.
FRI JAN 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 JAN 28
6:00 AM TO 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.

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