Star Collector: Antilles Adventures
 
Philipsburg, St. Maarten to Bridgetown
Sun Jan 11, 2026 - Sun Jan 25, 2026,
 14 days
 on Wind Surf
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Starting from $4,199 USD
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Philipsburg, St. Maarten to Bridgetown
Discover less-traveled roads and concealed refuges throughout the Caribbean on this 14-day cruise that blends iconic destinations and little-known shorelines like a favorite beachside cocktail. Search for green sea turtles and watch iridescent fish flit among sunken freighter wreckage from the dry side of a porthole in a Gustavia-based, semi-submersible. Sail past St. Kitts uncrowded southeast shores before slipping silently beneath the surface to snorkel among exotic fish and colorful coral. Savor sweet, shredded coconut cakes washed down with local sun rum amid Fort Napoleon’s cool shadows above Les Saintes, Guadeloupe. Meet local artists at St. Lucia’s Rodney Bay Village and rediscover your creative brushstrokes in an island scenery painting class. Raise the sails on a catamaran outbound from Mayreau to quiet Saline Bay for uncrowded hours of swimming and sunbathing. Relax in the Balthazar River’s swirling currents as you float in tubes through a shady tropical forest on Grenada.
voyage map
Popular Highlights
Beach Party
Indulge yourself at Windstar's Signature Beach Party with plenty of Caribbean flavors and spirit to savor and share
 
 
Bequia
Stroll through uncrowded, peaceful Montserrat, and walk up Mount Pleasant and see the amazing view from Fort Hamilton on Bequia
 
Complimentary laundry
Pack light with complimentary daily laundry service
 
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Sun Jan 11
Philipsburg, St. Maarten
Arrive:  
Depart:  7:00 PM
Watersports Platform: 
Mon Jan 12
Basseterre
Arrive:  8:00 AM
Depart:  9:00 PM
Watersports Platform: 
Tue Jan 13
Gustavia
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Wed Jan 14
St. John's
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Jan 15
Les Saintes
Arrive:  8:00 AM
Depart:  1:00 PM
Watersports Platform: 
Fri Jan 16
Mayreau
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Jan 17
Kingstown
Arrive:  7:00 AM
Depart:  2:00 PM
Watersports Platform: 
Sun Jan 18
Bridgetown
Arrive:  5:00 AM
Depart:  6:00 PM
Watersports Platform: 
Mon Jan 19
Anse Mitan
Arrive:  9:00 AM
Depart:  11:00 PM
Watersports Platform: 
Tue Jan 20
Castries
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Tue Jan 20
Pigeon Island
Arrive:  6:00 PM
Depart:  
Watersports Platform: 
Wed Jan 21
Pigeon Island
Arrive:  
Depart:  6:00 PM
Watersports Platform: 
Thu Jan 22
Bequia
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Fri Jan 23
Mayreau
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sat Jan 24
St. George's
Arrive:  7:00 AM
Depart:  2:00 PM
Watersports Platform: 
Sun Jan 25
Bridgetown
Arrive:  6:00 AM
Depart:  
Watersports Platform: 
Accommodations & Pricing
Guaranteed Cabin** (chosen by Windstar)
Guaranteed Cabin** (chosen by Windstar)
Guaranteed Cabin** (chosen by Windstar) 
? Call for Availability
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
ALL DATES &
FARES
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited select beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sun, Jan 11 - Sun, Jan 25, 2026
WIND SURF
$5,585
$4,199
THIS
SAILING
Sat, Feb 28 - Sun, Mar 15, 2026
WIND SPIRIT
$5,484
$3,999