7 Nights Yachtsman Caribbean: Philipsburg roundtrip

Type of Vessel

Wind Surf - Windstar's Flagship Sailing Yacht

On any day, the 310-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep.
Starting with all new finishes and furnishings in suites and staterooms, Wind Surf renovation now brings you some of the most beautiful public spaces at sea.
During their cruise, guests will find the perfect setting for ‘making an entrance’ in the beautiful new reception area – and, appropriately, that’s only the beginning.
When you return to your stateroom, the luxury gets personal. Windstar’s signature bowls of flowers and fresh fruit will still be waiting for you, along with rich tufted headboards, soft seascape colors, beautiful new upholstery, and fine count Egyptian cotton linens welcome you to an oasis of relaxing indulgence.
Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself.

Itinerary

Day 1: Philipsburg, St. Maarten | It's been some 300 years since the Dutch and French established a truce on tiny St. Maarten, dividing the island into two delightfully distinct yet amicable parts. So amicable, in fact, that you can cross back and forth freely from one side to the other. Philipsburg is the vivacious capital of the Dutch half. Along Front Street, the citrus-colored buildings are home to gourmet restaurants, lively casinos and some of the best duty-free shopping in the world. Pause for a taste of the local guavaberry rum, listen to street musicians play on the broad boardwalk or head to the French-side village of Grand Case for conch fritters and quaint Creole architecture.
Day2: Gustavia, St. Barts | When the rich and famous head to the Caribbean, its most likely St. Barts. Not a bad outcome for an island the French originally sold off as being too hilly, rocky, small, and dry to be profitable. Others did see potential here though—first French buccaneers and later Sweden, which turned it into a profitable free port during the colonial wars of the 18th century. France eventually bought the island back, but the free port status remains, making this a great place to shop for everything from the latest French fashions to island crafts. Have lunch at the infamous Cheeseburger in Paradise made famous by Jimmy Buffett. Watch for celebrities along the Rue de la République. Stand at the rail as we depart under the stars by sail power alone, without even starting the engines.
Day 3: Soper's Hole, Tortola, B.V.I. | Unlike many islands in the Caribbean, Tortola has kept growth in check, with no buildings taller than a palm tree. Yet its natural attractions—including white-sand beaches, a primeval rainforest and crystal-clear waters have turned this into a mecca for yachtsmen, snorkelers, and divers. We'll moor at Soper's Hole, much less crowded than Road Town where the big ships dock. Pirate history abounds here. Soper's Hole was the one-time hangout of Blackbeard the pirate, and nearby Norman Island is said to be the inspiration for Robert Louis Stevenson's novel Treasure Island. It's rumored that treasure still lies there waiting to be discovered. When it's time to depart, we'll sail away at sunset through Sir Francis Drake Channel, once known as Freebooter Gangway.
Day 4: Jost Van Dyke, Great Harbour, B.V.I. | Ask any yachtsman about Jost Van Dyke and watch his face light up. Known as the Barefoot Island for its laid-back lifestyle, Jost has a reputation that belies its tiny size. Covering just eight square miles and with fewer than 300 residents, the island is world-famous for its parties on Halloween and New Year's Eve. Guests on larger cruise ships must ferry over from Road Town, but we'll anchor right in Great Harbour. Sip a Painkiller and dine on a flying fish sandwich at the Soggy Dollar, or visit Foxy's for some Calypso and barbecue. Head to the Bubbly Pool for a naturally effervescent soak. Go diving and hand-feed groupers. Come back aboard and count an infinite number of stars.
Days 5 - 6: Virgin Gorda, Prickly Pear Beach, B.V.I | Virgin Gorda is where you'll find the most exclusive resorts in the British Virgin Islands, lured by its other-worldly beauty. With a draft of only 17 feet, Wind Surf gives you rare access, maneuvering through the gap in the reef to North Sound—a secluded part of Virgin Gorda usually reserved for much smaller yachts. We'll anchor just off Vixen Point on gorgeous Prickly Pear Island, a BVI National Park. Take a tender ashore and hike to North Beach, where turtles often nest. Venture south to The Baths, a labyrinth of Rubenesque granite boulders surrounding beautiful white-sand beaches and turquoise grottoes. Or further north to mysterious Anagada Island, a flat limestone atoll boasting miles of white sandy beaches, the third largest barrier reef in the world, and hundreds of pink flamingos.
Day 7: 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.
Day 8: Philipsburg, St. Maarten | We return to our departure port city. Continue to the explore the island and add a post-cruise stay at one of Journese many portfolio options.

All Inclusive

All meals in all venues at all times, including room service menu available 24 hours; all non-alcoholic beverages, including cappuccino, espresso, and other specialty non-alcoholic drinks; welcome cocktails at reception; all onboard entertainment; unlimited use of Fitness Center; unlimited use of all water sports equipment; informative nightly port talks and destination briefings.

Food and Dining

Options include AmphorA Restaurant, Stella Bistro, Candles, Veranda, Yacht Club Sandwich & Espresso Bar, Compass Rose, The Lounge, Terrace Bar and Pool Bar.

Onboard Activities/Events

A pool, fitness center, two whirlpools, a spa, casino, and a host of activities and events are available at your leisure.

Shore Excursions

Shore excursion options include Intimate Island Tour of St. Barts, Sailing Catamaran Adventure in St. Barts, 4x4 Land Rover Excursion in Tortola, Dolphin Royal Swim in Tortola, Two Tank Dive in Tortuga, Helicopter Flights in Jost Van Dyke, Sail and Snorkel in Jost Van Dyke, Snorkel Adventure in Virgin Gorda and much more.

Staterooms or Cabins

Accommodations feature queen beds, Egyptian cotton linens, luxury bath products, waffle-weave roes, separate bathrooms, flat-screen TVs, DVD players, whirlpool spa tubs, massage showers, separate bedrooms and living rooms, in-suite dining areas, fully-stocked mini bars/ refrigerators, safes, direct dial phones, granite vanities, magnifying mirrors and 110/220 outlets.

Spa

WindSpa pampers with spa services.

Fitness

The Fitness Center is equipped for your unlimited use.

Other Info

Complimentary Private Event | Prickly Pear Beach: Island Experience
You're invited to a private beach party – complete with sun, sand, entertainment, activities and incredible food and drink. During this event, for invited Windstar guests only, you'll be transported to lovely Prickly Pear Beach, an uninhabited nature refuge with a beautiful white-sand beach and turquoise water. The fun begins when you are greeted by crew members with coconut drinks to welcome you. Our amazing beach buffet here is worth working up an appetite for and there are plenty of activities to make that happen. While the chefs work their magic, we’ll help you find the fun. Highlights include an Officer vs. Guest volleyball tournament, bocce ball, Steiner Fitness Program, and a mixology class featuring a local-themed drink. We definitely suggest you take advantage of our snorkeling equipment here. When you come up for air, take a selfie with your lovely yacht in the background or sneak away for beachside relaxation at umbrella cabanas. All in all, a special day where, at this Windstar Private Event, you can choose to do a lot or nothing at all.