Jewels of the Windward Islands
 
Bridgetown to Bridgetown
Sat Mar 21, 2026 - Sat Mar 28, 2026,
 7 days
 on Wind Spirit
?All-inclusive from
$3,222
?Cruise Only From
$2,599
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ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

Date
Port
Arrive
Depart
Watersports
Platform
Shore
Excursions
Expand
Sat Mar 21
Bridgetown
Arrive:
Depart:6:00 PM
Watersports Platform: 
2 Available
+_
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.
2 Shore Excursions Available
+
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Bridgetown: Barbados Island Tour with Airport Transfer Dining | Sightseeing | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$119
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Bridgetown: Barbados Island Tour with Transfer to Windstar Hotel Sightseeing | Dining | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$119
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Sun Mar 22
AT SEA
Arrive:
Depart:
Watersports Platform: 
Mon Mar 23
Basseterre
Arrive:9:00 AM
Depart:5:00 PM
Watersports Platform: 
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.
Tue Mar 24
Les Saintes
Arrive:9:00 AM
Depart:10:00 PM
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
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_
Les Saintes, Blue Escape Kayaking *Boating | Essentials Collection | Outdoors | Sightseeing | Refreshments
Duration3.5 Hours
Activity LevelModerate
$149
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Les Saintes, Sample Culinary Treasures of GuadeloupeBeach | Concierge Collection | Culture | Dining
Duration3 Hours
Activity LevelEasy-Moderate
$209
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Les Saintes, Explore Terra de Haut by FootCulture | Essentials Collection | Refreshments | Walking
Duration1.25 Hours
Activity LevelModerate
$109
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Les Saintes, Sailing the BayBoating | Concierge Collection | Refreshments
Duration3 Hours
Activity LevelModerate
$209
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Les Saintes, Historic Tastes & Treasures of Fort NapoleonCulture | Essentials Collection | Sightseeing | Refreshments
Duration2.5 Hours
Activity LevelModerate
$129
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Les Saintes, Terre de Haut Panoramic TourEssentials Collection | Sightseeing
Duration Hour
Activity LevelEasy
$119
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Les Saintes, Snorkel Experience in Les Saintes *Boating | Essentials Collection | Refreshments | Snorkeling | Wildlife
Duration2 Hours
Activity LevelStrenuous
$119
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Les Saintes, Relax & Snorkel *Beach | Boating | Essentials Collection | Refreshments | Snorkeling
Duration3 Hours
Activity LevelModerate-Strenuous
$169
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Wed Mar 25
Roseau
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
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Roseau, 4X4 Waterfall & RainforestBeach | Essentials Collection | Outdoors | Refreshments
Duration3 Hours
Activity LevelModerate
$89
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Roseau, Whale & Dolphin Adventure Wildlife | Refreshments | Boating | Essentials Collection
Duration3.5 Hours
Activity LevelEasy-Moderate
$159
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Roseau, Champagne Reef Snorkel AdventureEssentials Collection | Snorkeling | Wildlife
Duration2 Hours
Activity LevelStrenuous
$79
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Roseau, Concierge Collection: Cooking Caribbean Flavors & Lifestyles Culture | Dining | Sightseeing | Concierge Collection
Duration3.5 Hours
Activity LevelEasy
$129
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Roseau, Indian River Rowboat Wildlife | Culture | Walking | Boating | Essentials Collection
Duration4.5 Hours
Activity LevelModerate
$89
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Roseau, River Tubing AdventureEssentials Collection | Outdoors | Refreshments | Watersports
Duration4 Hours
Activity LevelModerate
$109
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Roseau, Trafalgar Falls & Hot Springs Outdoors | Wildlife | Refreshments | Walking | Essentials Collection
Duration3 Hours
Activity LevelModerate
$99
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Roseau, Concierge Collection: Wet & Rugged DominicaConcierge Collection | Dining | Hiking | Sightseeing | Walking
Duration5.5 Hours
Activity LevelStrenuous
$225
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Thu Mar 26
Anse Mitan
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
5 Available
+_
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.
5 Shore Excursions Available
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Anse Mitan, VIP Experience at La Mauny Plantation and Rum TastingConcierge Collection | Culture | Refreshments
Duration3.5 Hours
Activity LevelEasy-Moderate
$259
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Anse Mitan, Martinique Heritage Refreshments | Culture | Sightseeing | Essentials Collection
Duration4 Hours
Activity LevelModerate
$169
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Anse Mitan, Kayaking Mangrove DiscoveryBoating | Essentials Collection | Sightseeing
Duration2.5 Hours
Activity LevelModerate-Strenuous
$139
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Anse Mitan, Southern Panoramic MartiniqueCulture | Sightseeing | Refreshments
Duration3.75 Hours
Activity LevelModerate
$149
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Anse Mitan, Creole VillageCulture | Essentials Collection | Sightseeing | Walking
Duration2.75 Hours
Activity LevelModerate-Strenuous
$99
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Fri Mar 27
Mayreau
Arrive:8:00 AM
Depart:4:00 PM
Watersports Platform: 
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.
Sat Mar 28
Bridgetown
Arrive:7:00 AM
Depart:
Watersports Platform: 
2 Available
+_
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.
2 Shore Excursions Available
+
_
Bridgetown: Barbados Island Tour with Airport Transfer Dining | Sightseeing | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$119
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Bridgetown: Barbados Island Tour with Transfer to Windstar Hotel Sightseeing | Dining | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$119
VIEW DETAILS