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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.
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Sat Mar 7
Bridgetown
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Sun Mar 8
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Mar 9
Basseterre
Arrive:  9:00 AM
Depart:  5:00 PM
Watersports Platform: 
Tue Mar 10
St. John's
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Mar 11
Les Saintes
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Mar 12
Roseau
Arrive:  8:00 AM
Depart:  1:00 PM
Watersports Platform: 
Fri Mar 13
Mayreau
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Mar 14
Anse Mitan
Arrive:  7:30 AM
Depart:  2:00 PM
Watersports Platform: 
Sun Mar 15
Bridgetown
Arrive:  7:00 AM
Depart:  6:00 PM
Watersports Platform: 
Mon Mar 16
Tobago Cays
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Tue Mar 17
Pigeon Island
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Wed Mar 18
Pigeon Island
Arrive:  
Depart:  6:00 AM
Watersports Platform: 
Wed Mar 18
Castries
Arrive:  8:00 AM
Depart:  3:00 PM
Watersports Platform: 
Wed Mar 18
The Pitons
Arrive:  5:30 PM
Depart:  6:30 PM
Watersports Platform: 
Thu Mar 19
Mayreau
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Fri Mar 20
Bequia
Arrive:  8:00 AM
Depart:  2:00 PM
Watersports Platform: 
Sat Mar 21
Bridgetown
Arrive:  5:00 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.
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