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18-Night Trip on Wind Surf

STAR COLLECTOR: DEEP DIVE INTO THE BLUE: UNDERWATER WORLDS OF THE CARIBBEAN

Cruise, Ocean cruise, Small Ship/Yacht

Slideshow offer placeholder
Dive right into adventure in the underwater caverns of Cozumel’s Chankanaab eco-park - home to dolphins, manatees, and sea turtles. Then set sail for Isla Mujeres to wander the Mayan Temple of El Meco and Hacienda Mundaca ruins. On Grand Cayman, experience Stingray City, where you can feed and touch these mystical creatures. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and visit the marine life of Reach Falls from Port Antonio, Jamaica. Stroll the Caribbean’s oldest city and largest botanical garden in Santo Domingo, and discover white-sand beaches ringed by coral reefs on Isla Catalina. In Virgin Gorda, swim in the underground "Baths," and sample Dutch and French culture in St. Maarten. Barbuda brings its signature pink sand while Roseau offers snorkeling in the bubbly waters of Champagne Beach. On Pigeon Island take in the Pitons volcanic peaks and discover the distinctive French charm of Les Saintes with an underwater world that’s attracted the likes of Jacques Cousteau. Visit Brimstone Hill Fortress National Park in lovely Basseterre and the chic island of St. Barts (look for celebrities). Return to St. Maarten, the Cuisine Capital of the Caribbean, for one last treat before you say au revoir.
18 Nights Starting At
Per Person + $313.00 taxes/fees
February 17, 2026 through March 07, 2026
Book by:
February 11, 2026 7:00 PM
Category b
Inside Outside Balcony Suite
N/A $4,799.00
Cat: B
$266.61 per night
N/A $11,099.00
Cat: OS
$616.61 per night
More Pricing Information
Inside Outside
N/A $4,799.00
Cat: B
$266.61 per night
Balcony Suite
N/A $11,099.00
Cat: OS
$616.61 per night
More Pricing Information
Itinerary Overview
Day 1
Depart: 6:00 PM
Day 2
Day 3
Arrive: 8:00 AM
Depart: 6:00 PM
Day 4
Arrive: 7:00 AM
Depart: 1:00 PM
Day 5
Port Antonio
Depart: 6:00 PM
Day 6
Day 7
Arrive: 1:00 PM
Depart: 10:00 PM
Day 8
Arrive: 7:00 AM
Depart: 5:00 PM
Day 9
Day 10
Day 11
Virgin Gorda / Prickly Pear
Arrive: 8:00 AM
Depart: 5:00 PM
Day 12
Arrive: 6:00 AM
Depart: 7:00 PM
Day 13
Charlestown
Arrive: 8:00 AM
Depart: 5:00 PM
Day 14
Arrive: 8:00 AM
Depart: 5:00 PM
Day 15
Pigeon Island
Arrive: 8:00 AM
Depart: 5:00 PM
Day 16
Arrive: 8:00 AM
Depart: 5:00 PM
Day 17
Arrive: 8:00 AM
Depart: 10:00 PM
Day 18
Arrive: 8:00 AM
Depart: 9:00 PM
Day 19
Arrive: 6:00 AM
Loading Itinerary Content...

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 recently underwent a significant renovation in November 2019 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 $11,099.00 USD
TX Stateroom $6,599.00 USD
AX Stateroom $5,999.00 USD
A Stateroom $5,399.00 USD
BX Stateroom $5,199.00 USD
B Stateroom $4,799.00 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. Our attentive staff will take care of everything you need and anticipate anything you dream.

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.

Life on Windstar

World Class Dining Experience
We've upped the onboard dining game with our culinary program, featuring an array of fresh, seasonal ingredients sourced from each port along the journey. Each nightly menu is crafted to highlight the spectacular flavors of the regional cuisine.

Activities
Other cruise lines have bingo and trivia nights. Windstsar has a Watersports Platform that opens directly from the back of our ships and includes complimentary kayaks, paddleboards, water trampolines, and water skis. Spend time in the Lounge regaling your fellow guests about the bears you saw catching fish from the river or simply relax in the Library with an intriguing book. Take some "you" time in the tranquil World Spa by Windstar...enjoy a dip in the pool...work off that decadent dessert in the Fitness Center...and, of course, you are always welcome to visit the Bridge to examine navigation charts with the Captain.

Entertainment
A day on board your Windstar ship is a day of choices, all of them good. Perhaps you’ll begin with a relaxing massage in World Spa by Windstar. Or maybe an invigorating workout in the Fitness Center. Even better, why not both? After a sumptuous lunch in Veranda, make a splash from the Watersports Platform off the ship’s stern. Everything you can think of for fun in the water is there — swimming, kayaking, sail-boarding, even water skiing. And it’s all complimentary, of course. Sun yourself on deck, take a dip in the whirlpool, then catch up on email ororder a cheese plate for your stateroom or suite. After dinner, dance to live music in the Lounge. This is your yacht, so of course you’re welcome on the Bridge, where the Captain and officers are delighted to share charts, routes, and vistas with you.

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 recently underwent a significant renovation in November 2019 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 $11,099.00 USD
TX Stateroom $6,599.00 USD
AX Stateroom $5,999.00 USD
A Stateroom $5,399.00 USD
BX Stateroom $5,199.00 USD
B Stateroom $4,799.00 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. Our attentive staff will take care of everything you need and anticipate anything you dream.

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.

World Class Dining Experience
We've upped the onboard dining game with our culinary program, featuring an array of fresh, seasonal ingredients sourced from each port along the journey. Each nightly menu is crafted to highlight the spectacular flavors of the regional cuisine.

Activities
Other cruise lines have bingo and trivia nights. Windstsar has a Watersports Platform that opens directly from the back of our ships and includes complimentary kayaks, paddleboards, water trampolines, and water skis. Spend time in the Lounge regaling your fellow guests about the bears you saw catching fish from the river or simply relax in the Library with an intriguing book. Take some "you" time in the tranquil World Spa by Windstar...enjoy a dip in the pool...work off that decadent dessert in the Fitness Center...and, of course, you are always welcome to visit the Bridge to examine navigation charts with the Captain.

Entertainment
A day on board your Windstar ship is a day of choices, all of them good. Perhaps you’ll begin with a relaxing massage in World Spa by Windstar. Or maybe an invigorating workout in the Fitness Center. Even better, why not both? After a sumptuous lunch in Veranda, make a splash from the Watersports Platform off the ship’s stern. Everything you can think of for fun in the water is there — swimming, kayaking, sail-boarding, even water skiing. And it’s all complimentary, of course. Sun yourself on deck, take a dip in the whirlpool, then catch up on email ororder a cheese plate for your stateroom or suite. After dinner, dance to live music in the Lounge. This is your yacht, so of course you’re welcome on the Bridge, where the Captain and officers are delighted to share charts, routes, and vistas with you.

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.