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Day 1: San Juan
The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Fri Jan 23
San Juan
Arrive:  
Depart:  7:00 PM
Watersports Platform: 
Sat Jan 24
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sun Jan 25
Basseterre
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Mon Jan 26
Gustavia
Arrive:  7:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Jan 27
Philipsburg, St. Maarten
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Wed Jan 28
Jost Van Dyke, Great Harbour
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Jan 29
Virgin Gorda / Prickly Pear, British Virgin Islands
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Jan 30
San Juan
Arrive:  7:00 AM
Depart:  7:00 PM
Watersports Platform: 
Sat Jan 31
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sun Feb 1
Bequia
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Mon Feb 2
Mayreau
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Tue Feb 3
Soufriere
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Feb 4
Les Saintes
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Thu Feb 5
Marigot, St. Martin
Arrive:  8:00 AM
Depart:  2:00 PM
Watersports Platform: 
Fri Feb 6
San Juan
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Star Seeker
A New All-suite Star on the Horizon
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Accommodations & Pricing
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