Star Collector: Caribbean Beats & Transatlantic Treats
 
Bridgetown to Lisbon
Sat Mar 21, 2026 - Sun Apr 12, 2026,
 22 days
 on Wind Spirit
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Starting from $4,099 USD
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Bridgetown to Lisbon
Unwind during this pleasant 22-day transatlantic crossing that includes Caribbean islands before you head to Portugal. This vacation offers the perfect opportunity to reconnect and spend quality time with the people who matter most to you or enjoy time by yourself, as you find true relaxation. In Basseterre, go for a safari zipline adventure through the rainforest or join a snorkel safari taking you to reefs teeming with tropical fish and coral life. Kayak through the pristine turquoise waters of Les Saintes.  Roseau offers unique experiences, like snorkeling through Champagne Reef, a stream of bubbles rising from a submerged volcanic vent in the sea floor creates the feeling of swimming in a glass of champagne. Take a spirited tour of a rum distillery or visit a traditional Creole village in Anse Mitan. After dining on Barbados delights in Bridgetown, plan out consecutive spa days and delicious indulgences from Windstar's award-winning menu, including dishes created by James Beard Foundation award winning chefs, during your Atlantic crossing bound for Portugal.
voyage map
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Day 1: Bridgetown
Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.
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Day 3: Basseterre
With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean’s small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.
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Day 4: Les Saintes
This is the Caribbean as you’ve always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.
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Day 5: Roseau
Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you’re up for an optional hike, don’t miss Boiling Lake and the Valley of Desolation at Dominica’s Morne Trois Pitons National Park, a UNESCO World Heritage Site.
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Day 6: Anse Mitan
Martinique offers a delightful and distinctive blend of French and Caribbean influences, with a bounty of historical sites, museums and a wide array of excellent shopping. Be sure to take a tour of the beautiful Jardin de Balata Botanical Gardens with exotic plants from around the world and a treetop walkway affording mountain views.
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Day 7: Mayreau
With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.
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Day 8: Bridgetown
Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.
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Day 23: Lisbon
The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.
Popular Highlights
Bridge
Dropping by the Bridge for an impromptu navigation lesson.
 
Dominica
Take a hike in Dominica’s Morne Trois Pitons National Park, a UNESCO site and see Trafalgar Waterfalls.
laundry
Pack light with complimentary daily laundry service.
Les Saintes
Even novice kayakers will delight in exploring the crystal-clear waters and coves of Les Saintes.
 
lifestyle
Private yacht lifestyle with no interruptions – read, write, watch movies and unwind. You have the freedom to do everything you’ve wanted or do nothing at all.
 
ocean vistas
Sweeping ocean vistas from your stateroom or suite.
 
Pitons
The UNESCO-site Pitons stand majestically above the beautiful beach of Pigeon Island where you will feast on the Signature Beach Barbecue
spa
Time for your favorite indulgences – from a relaxing massage to breakfast in bed.
 
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Sat Mar 21
Bridgetown
Arrive:  
Depart:  6:00 PM
Watersports Platform: 
Sun Mar 22
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Mar 23
Basseterre
Arrive:  9:00 AM
Depart:  5:00 PM
Watersports Platform: 
Tue Mar 24
Les Saintes
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Wed Mar 25
Roseau
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Thu Mar 26
Anse Mitan
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Mar 27
Mayreau
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Sat Mar 28
Bridgetown
Arrive:  7:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sun Mar 29
AT SEA
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Mon Mar 30
AT SEA
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Tue Mar 31
AT SEA
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Wed Apr 1
AT SEA
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Thu Apr 2
AT SEA
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Fri Apr 3
AT SEA
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Sat Apr 4
AT SEA
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Sun Apr 5
AT SEA
Arrive:  
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Mon Apr 6
AT SEA
Arrive:  
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Tue Apr 7
AT SEA
Arrive:  
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Wed Apr 8
AT SEA
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Thu Apr 9
AT SEA
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Fri Apr 10
AT SEA
Arrive:  
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Sat Apr 11
AT SEA
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Sun Apr 12
Lisbon
Arrive:  11:00 AM
Depart:  
Watersports Platform: 
Wind Spirit
The Wind Spirit is a sleek, 4-masted sailing yacht accommodating 148 guests. With four decks and a gross tonnage of 5,736, Wind Spirit feels like your own private yacht.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
Category B
Category B
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $4,099 per guest
? All-inclusive price from $6,277 per guest
Category BX Deluxe
Category BX Deluxe
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $4,399 per guest
? All-inclusive price from $6,577 per guest
Category A
Category A
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $4,699 per guest
? All-inclusive price from $6,877 per guest
Category AX Deluxe
Category AX Deluxe
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $5,099 per guest
? All-inclusive price from $7,277 per guest
Owner's Suite
Owner's Suite
With an expansive 220 square feet, the Owner’s Suite gives you everything offered in a stateroom, plus lots more, including a beautiful sitting area and separate in-room dining space.
? Cruise only from $9,599 per guest
? All-inclusive price from $11,777 per guest
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sat, Mar 21 - Sun, Apr 12, 2026
WIND SPIRIT
$6,277
$4,099
THIS
SAILING