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Jewels of the Windward Islands
 
Bridgetown to Bridgetown
Sat Mar 7, 2026 - Sat Mar 14, 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 7
Bridgetown
Arrive:
Depart:5:00 PM
Watersports Platform: 
11 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.
11 Shore Excursions Available
+
_
Bridgetown: Beach Break Beach | Refreshments | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelEasy
$39
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Bridgetown: Beautiful Barbados Culture | Sightseeing | refreshment | Essentials Collection
Duration3.5 Hours
Activity LevelEasy
$89
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Bridgetown: St. Nicholas Abbey and Scenic DriveEssentials Collection | Sightseeing
Duration4 Hours
Activity LevelEasy-Moderate
$55
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Bridgetown: Bajan Foodie Tour *Culture | Dining | Essentials Collection | Sightseeing
Duration5 Hours
Activity LevelEasy
$219
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Bridgetown: UNESCO World Heritage Site with Tunnels Sightseeing | UNESCO | Refreshments | Walking | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$119
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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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Bridgetown, Mt Gay Rum Visitor Center & Island DriveEssentials Collection | Sightseeing | Refreshments
Duration4 Hours
Activity LevelModerate
$85
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Bridgetown: Nature's BestEssentials Collection | Sightseeing | Refreshments | UNESCO | Walking
Duration3.5 Hours
Activity Level(not specified)
$155
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Bridgetown: Bajan Rum & BeerEssentials Collection | Refreshments | UNESCO | Walking
Duration4 Hours
Activity LevelEasy
$169
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Bridgetown: Island Splendor Culture | Refreshments | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelEasy
$89
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Sun Mar 8
AT SEA
Arrive:
Depart:
Watersports Platform: 
Mon Mar 9
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 10
St. John's
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
St. John’s is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors.  The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you.  Sites to see include St. John’s Cathedral with its white Baroque towers, the Botanical Garden, St. John’s Antigua Lighthouse, and Fort James.
Wed Mar 11
Les Saintes
Arrive:9:00 AM
Depart:10:00 PM
Watersports Platform: 
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.
Thu Mar 12
Roseau
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
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.
Fri Mar 13
Pigeon Island
Arrive:8:00 AM
Depart:4:00 PM
Watersports Platform: 
10 Available
+_
The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
10 Shore Excursions Available
+
_
Pigeon Island, Aerial Tram Park Wildlife | Refreshments | Walking | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$155
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Pigeon Island, Catamaran Cruise to the PitonsBeach | Boating | Essentials Collection | Sightseeing | Refreshments | UNESCO
Duration5 Hours
Activity LevelEasy
$139
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Pigeon Island, St. Lucian Walking Food TourCulture | Essentials Collection | Sightseeing | Refreshments | Walking
Duration3.5 Hours
Activity LevelEasy-Moderate
$179
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Pigeon Island, Mt. Pimard Nature Trail & HikeEssentials Collection | Hiking | Sightseeing
Duration2.5 Hours
Activity LevelModerate
$109
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Pigeon Island, Panoramic St. LuciaSightseeing | Refreshments
Duration3 Hours
Activity LevelEasy
$55
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Pigeon Island, Discover Sailing Boating | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$129
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Pigeon Island, Off Road Segway Adventure Outdoors | Refreshments | Sightseeing | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$149
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Pigeon Island, Rainforest Canopy Zip Line Adventure Wildlife | Refreshments | Sightseeing | Essentials Collection
Duration4.5 Hours
Activity LevelStrenuous
$115
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Pigeon Island, Concierge Collection: Half Day Private Car & Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$399
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Pigeon Island, Concierge Collection: Half Day Private Van & Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$499
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Sat Mar 14
Bridgetown
Arrive:7:00 AM
Depart:
Watersports Platform: 
10 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.
10 Shore Excursions Available
+
_
Bridgetown: Beach Break Beach | Refreshments | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelEasy
$39
VIEW DETAILS
Bridgetown: Beautiful Barbados Culture | Sightseeing | refreshment | Essentials Collection
Duration3.5 Hours
Activity LevelEasy
$89
VIEW DETAILS
Bridgetown: St. Nicholas Abbey and Scenic DriveEssentials Collection | Sightseeing
Duration4 Hours
Activity LevelEasy-Moderate
$55
VIEW DETAILS
Bridgetown: UNESCO World Heritage Site with Tunnels Sightseeing | UNESCO | Refreshments | Walking | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$119
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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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Bridgetown, Mt Gay Rum Visitor Center & Island DriveEssentials Collection | Sightseeing | Refreshments
Duration4 Hours
Activity LevelModerate
$85
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Bridgetown: Nature's BestEssentials Collection | Sightseeing | Refreshments | UNESCO | Walking
Duration3.5 Hours
Activity Level(not specified)
$155
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Bridgetown: Bajan Rum & BeerEssentials Collection | Refreshments | UNESCO | Walking
Duration4 Hours
Activity LevelEasy
$169
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Bridgetown: Island Splendor Culture | Refreshments | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelEasy
$89
VIEW DETAILS