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The Wind Knows the Way
The Wind Knows the Way
Go where the wind takes you and experience the romance, tradition and modern comforts of sailing aboard our three classic Wind Class yachts. Wind is more than a name. It fills our iconic sails and powers us forward to unimaginable and seemingly unreachable places. From the newly renovated Wind Surf, the world’s largest sailing vessel carrying up to 342 guests, to the Wind Star and Wind Spirit carrying just 148 guests, each is perfectly sized to pull into secret lagoons and dock at secluded beaches. Each represents a refreshingly different way to cruise. Stretch out in gracious ocean view staterooms, stroll the polished teak decks and watch for admiring glances as your yacht glides into one magnificent port after another with tall white sails announcing your arrival.
The way to service from the heart. We call them Windstar moments and they’re created by a crew that considers hospitality a calling, not just a job. While you are not a number, our 1.5 to 1 guest-to-crew ratio make acts of personalized attention and recognition a daily occurrence. Simple gestures like remembering your name or recommending a favorite, must-see location ashore isn’t just what we do. It’s how we share our joy of cruising.
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke. Sink in solitude to the silent depths where an 1867 steamship rests, an iconic Tortola dive site that doubled as an underwater movie set. Embark from Windstar’s onboard Watersports Platform on your own self-directed snorkeling and kayaking adventures. Find the warm sunset twilight during an overnight port stay at Virgin Gorda. Windstar takes you to the secret beaches and invites you to join us for our private Signature Beach Party, a fun in the sun affair, full of the rhythm and joy of the Caribbean.
7-day Roundtrip from Philipsburg, St. Maarten
7-day Roundtrip from Philipsburg, St. Maarten
March 14 - 21, 2026
March 14 - 21, 2026
Sat Mar 14 - Philipsburg, St. Maarten
1:00 PM - Embark
Sun Mar 15 - Falmouth Harbour
8:00 AM Arrival - 6:00 PM Departure
Mon Mar 16 - Road Bay
8:00 AM Arrival - 6:00 PM Departure
Tue Mar 17 - Soper's Hole
8:00 AM Arrival - 6:00 PM Departure
Tue Mar 17 - Jost Van Dyke, Great Harbour
7:00 PM Arrival
Wed Mar 18 - Jost Van Dyke, Great Harbour
10:00 PM Departure
Thu Mar 19 - Virgin Gorda / Prickly Pear, British Virgin Islands
8:00 AM Arrival - 5:00 PM Departure
Fri Mar 20 - Gustavia
8:00 AM Arrival - 10:00 PM Departure
Sat Mar 21 - Philipsburg, St. Maarten
6:00 AM - Disembark
Staterooms
Staterooms
Cat. B - Deck 1 Forward/Aft: $2,227 per person
Cat. BX - Deck 1 Midship: $2,407 per person
Cat. A - Deck 2 Forward/Aft: $2,497 per person
Cat. AX - Deck 2 Midship: $2,677 per person
Cat. TX - Deck 3 Forward/Aft or Midship: $3,037 per person
A $200 Entertainment Fee Will Be Added Separately
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
Queen Size Bed with Luxurious Linens
Fully-Stocked Mini-Bar/Refrigerator
L'Occitane Bath Amenities
Fresh Fruit
Hair Dryers and 110/220 Outlets
Waffle Weave Robe and Slippers
Safe
Granite Vanity with Magnifying Mirror
Bathroom with Granite Countertop and Shower
Wi-Fi (Internet cards can be purchased at reception)
TV with DVD Player
*"All In" Beverage Package can be added at $693 per person and comes with unlimited Wi-Fi and all gratuities.
*Insurance costs 11% of the total cruise price and is sold separately.
*Deposit is 15% of total cruise price
Suites
Suites
Price: $4,837 per person
A $200 Entertainment Fee Will Be Added Separately
With 376 square feet, you’ll find the perfect space for time together — and plenty of room for time to yourself. You’ll even enjoy two full separate bathrooms. All the amenities of the staterooms await you, plus a beautiful sitting area, and two flat-screen television sets with DVD players.
Queen Size Bed with Luxurious Linens
Fully-Stocked Mini-Bar/Refrigerator
Fully Upgraded Bath Amenity Line Including Pure Pampering L'Occitane
Fruit Basket with Berries
Hair Dryers and 110/220 Outlets
Upgraded High End Quality Bath Robes
Safe
Fresh Flowers
Granite Vanity with Magnifying Mirror
Bathroom with Granite Countertop and Shower
Free Internet Service (1 Voucher per Suite)
Preferred on Board Check In
Invitation to Captain or Senior Officer Table
Personalized Wake-Up Call Service with Preferred Beverage Coffee/Tea/Juice
Preferred Specialty Restaurant Dining
Preferred Canapes Service
Maschio Prosecco
Illy Espresso Machine
Binoculars
TV with DVD Player
*"All In" Beverage Package can be added at $693 per person and comes with unlimited Wi-Fi and all gratuities.
*Insurance costs 11% of the total cruise price and is sold separately.
*Deposit is 15% of total cruise price
Bonus offers:
Bonus offers:
Music provided by Jerry Diaz and Donny Brewer
$100 Onboard Credit
WindStar Destination Discovery Event
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