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7-Night Trip on Wind Surf

CLASSIC CARIBBEAN

Cruise, Ocean cruise, Small Ship/Yacht

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From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.
7 Nights Starting At

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March 21, 2026 through March 28, 2026
Book by:
March 15, 2026 7:00 PM
Category b
Inside Outside Balcony Suite
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Cat: B
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Cat: OS
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Inside Outside
CALL CALL
Cat: B
Balcony Suite
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Cat: OS
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Itinerary Overview
Day 1
Day 2
Charlestown
Arrive: 8:00 AM
Depart: 5:00 PM
Day 3
Arrive: 8:00 AM
Depart: 4:00 PM
Day 4
Arrive: 8:00 AM
Depart: 5:00 PM
Day 5
Depart: 6:00 PM
Day 6
Arrive: 8:00 AM
Depart: 10:00 PM
Day 7
Arrive: 8:00 AM
Depart: 10:00 PM
Day 8
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Dates & prices
Additional
Offers
Inside Outside Balcony Suite

7 Nights from CALL
Category b
March 15, 2026 7:00 PM
Category b
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7 Nights from CALL
Category b
December 01, 2025 7:00 PM
Category b
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CALL

7 Nights from CALL
Category b
December 15, 2025 7:00 PM
Category b
CALL
CALL
CALL
CALL
Additional
Offers



Inside
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Outside
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Balcony
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Suite
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About Wind Surf

Ship Overview
Wind Surf

Windstar's Flagship Sailing Yacht
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful 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.

Wind Surf underwent a significant renovation of public spaces and suites, including an expanded lounge with new lights and sound for upcoming stage performances. Relax into the destinations you’re visiting at the new World Spa by Windstar, which will offer regional spa treatments, including massage styles like Swedish, Japanese Shiatsu and Hawaiian Lomi Lomi. A new Officer’s Suite, which might be the only one of its kind, provides you the chance to stay in the heart of the officer quarters tucked right behind the Bridge.

Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself.

Ship Details
Ship Class
Windstar
Ship's Registry
Bahamas
Ship Length
617 ft
Ship Beam
66 ft
Cruising Speed
10-12 knots
Gross Tonnage
14,745
Total Capacity
342
Crew Size
210
Crew-to-Passenger Ratio
1 to 1.75
Suites
21
Oceanview Rooms
150
Hot Tubs
2
Pools
1
Laundromats
Number of Decks
6
Deck Plan Details
Ship small image
Cabin Categories
OS Officer's Suite $5,399.00 USD
TX Stateroom $3,199.00 USD
AX Stateroom $2,799.00 USD
A Stateroom $2,599.00 USD
BX Stateroom $2,499.00 USD
B Stateroom $2,299.00 USD
Symbol Legend
Legend Image for Public Space Public Space
Legend Image for Stairs-Elevator Stairs-Elevator
Deck plans are not yet available
Wind Surf Amenities

ONBOARD SPACES

  • Reception
  • Amphora Restaurant
  • Stella Bistro
  • Candles
  • Veranda
  • Yacht Club Sandwich & Espresso Bar
  • Compass Rose
  • The Lounge
  • Terrace Bar
  • Pool Bar
  • Watersports Platform
  • Pool
  • Two Whirlpools
  • Fitness Center
  • Nautilus Room
  • Signature Shop
  • WindSpa
  • Photo Gallery
  • The Bridge (with Windstar's Open Bridge Policy)
What's Included on Windstar

We strive to provide you the best experience at sea. We believe in taking care of our guests and making them feel welcome, and so we've included all the things you'd want on your cruise.

All Meals
All meals in all venues at all times, including room service menu available 24 hours.

Non-Alcoholic Beverages
All non-alcoholic beverages, including cappucino, espresso, and other specialty non-alcoholic drinks.

Welcome Cocktail
Welcome cocktails at reception.

Water Sports Equipment
Unlimited use of all water sports equipment.

Entertainment
All onboard entertainment.

Fitness Center & Classes
Unlimited use of Fitness Center and Exercise Classes.

Destination Briefings
Informative nightly port talks and destination briefings.

Ship Overview
Ship Overview
Wind Surf

Windstar's Flagship Sailing Yacht
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful 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.

Wind Surf underwent a significant renovation of public spaces and suites, including an expanded lounge with new lights and sound for upcoming stage performances. Relax into the destinations you’re visiting at the new World Spa by Windstar, which will offer regional spa treatments, including massage styles like Swedish, Japanese Shiatsu and Hawaiian Lomi Lomi. A new Officer’s Suite, which might be the only one of its kind, provides you the chance to stay in the heart of the officer quarters tucked right behind the Bridge.

Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself.

Ship Details
Ship Class
Windstar
Ship's Registry
Bahamas
Ship Length
617 ft
Ship Beam
66 ft
Cruising Speed
10-12 knots
Gross Tonnage
14,745
Total Capacity
342
Crew Size
210
Crew-to-Passenger Ratio
1 to 1.75
Suites
21
Oceanview Rooms
150
Hot Tubs
2
Pools
1
Laundromats
Number of Decks
6
Deck Plan Details
Ship small image
Cabin Categories
OS Officer's Suite $5,399.00 USD
TX Stateroom $3,199.00 USD
AX Stateroom $2,799.00 USD
A Stateroom $2,599.00 USD
BX Stateroom $2,499.00 USD
B Stateroom $2,299.00 USD
Symbol Legend
Legend Image for Public Space Public Space
Legend Image for Stairs-Elevator Stairs-Elevator
Deck plans are not yet available

ONBOARD SPACES

  • Reception
  • Amphora Restaurant
  • Stella Bistro
  • Candles
  • Veranda
  • Yacht Club Sandwich & Espresso Bar
  • Compass Rose
  • The Lounge
  • Terrace Bar
  • Pool Bar
  • Watersports Platform
  • Pool
  • Two Whirlpools
  • Fitness Center
  • Nautilus Room
  • Signature Shop
  • WindSpa
  • Photo Gallery
  • The Bridge (with Windstar's Open Bridge Policy)

We strive to provide you the best experience at sea. We believe in taking care of our guests and making them feel welcome, and so we've included all the things you'd want on your cruise.

All Meals
All meals in all venues at all times, including room service menu available 24 hours.

Non-Alcoholic Beverages
All non-alcoholic beverages, including cappucino, espresso, and other specialty non-alcoholic drinks.

Welcome Cocktail
Welcome cocktails at reception.

Water Sports Equipment
Unlimited use of all water sports equipment.

Entertainment
All onboard entertainment.

Fitness Center & Classes
Unlimited use of Fitness Center and Exercise Classes.

Destination Briefings
Informative nightly port talks and destination briefings.

About Windstar Cruises
Windstar Cruises logo

THE WORLD'S BEST SMALL SHIP CRUISE LINE

NO ONE ELSE GOES SO FAR TO GET TRAVELERS SO CLOSE …
You’re closer to secluded coves, tiny villages, misty fjords. To ancient ruins, medieval alleyways, quaint marinas. To unspoiled beaches, unfamiliar cultures, undiscovered atolls. To enlivening your curiosity and awakening your sense of wonder. You’re closer than ever to the kind of authentic and unforgettable experiences that you travel to find in the first place. You’re about to board Windstar. And you’re closer to all the places that larger ships can’t reach.

SEE A WORLD FEW WILL EVER SEE …
Welcome to a world of understated elegance and uncommon beauty. A world that leaves crowds and commonplace behind to find unique ports of call, and local, exotic cultures that are at once fascinating and wondrous. A world that’s equal parts intimate, indulgent and inspiring. Where the allure and beauty and magic of the places you sail to is equaled only by the ship that takes you there.
 

Read More

About Windstar Cruises

THE WORLD'S BEST SMALL SHIP CRUISE LINE

NO ONE ELSE GOES SO FAR TO GET TRAVELERS SO CLOSE …
You’re closer to secluded coves, tiny villages, misty fjords. To ancient ruins, medieval alleyways, quaint marinas. To unspoiled beaches, unfamiliar cultures, undiscovered atolls. To enlivening your curiosity and awakening your sense of wonder. You’re closer than ever to the kind of authentic and unforgettable experiences that you travel to find in the first place. You’re about to board Windstar. And you’re closer to all the places that larger ships can’t reach.

SEE A WORLD FEW WILL EVER SEE …
Welcome to a world of understated elegance and uncommon beauty. A world that leaves crowds and commonplace behind to find unique ports of call, and local, exotic cultures that are at once fascinating and wondrous. A world that’s equal parts intimate, indulgent and inspiring. Where the allure and beauty and magic of the places you sail to is equaled only by the ship that takes you there.
 

Read More

Prices are per-person based on double occupancy, unless otherwise noted.