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Extraordinary Travel

Windstar Cruise in the Caribbean: Saint-Martin, Antigua and Saint-Barthelemy

Itinerary

Let us take you into hidden coves and tiny harbors no one else can reach as you fully experience the Caribbean’s private yachting scene. Explore the quaint island charm of Soper’s Hole and the inviting beaches of Jost Van Dyke as you overnight in the harbor. Sail to Virgin Gorda, with its assembly of house-sized rocks called “The Baths.” Savor the high life on St. Barts.

Day 1: Philipsburg, Saint-Maartens

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.

Day 2: Falmouth Harbour, Aantigua

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.

Day 3: At sea

Day 4: 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.”

Day 4 & 5: 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.

Day 5 & 6: Virgin Gorda, Prickly Pear Beach, B.V.I

A beautiful coral reef wavers just beneath you as your ship 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.

Day 7: Gustavia, Saint-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.

Day 8: Philipsburg, Saint-Maartens

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.

Not included:

  • Travel insurance
  • Fees
  • The price does not include: travel insurance, administration fees, client contribution to the Compensation Fund for Customers of Travel Agents of $ 1 CAD per $ 1,000 CAD.
Highlights
  • Relish extra beach time overnighting in both Jost Van Dyke and Virgin Gorda
  • Discover local treasures and island charm at Soper’s Hole Wharf
  • Beachcomb or mingle with the glitterati at St. Barts
  • Soak in the natural bathing pools of “The Baths” at Virgin Gorda
  • Indulge yourself at Windstar’s Signature Beach Party with plenty of Caribbean flavors and spirit to savor and share
  • Shop and dine in duty-free St. Maarten
  • Sail, swim, and kayak off the Watersports Platform
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