Star Collector: Ivory Beaches & Sapphire Seas of the Caribbean
 
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Tue Dec 2, 2025 - Sun Dec 14, 2025,
 12 days
 on Wind Surf
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Starting from $3,399 USD
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Philipsburg, St. Maarten to Philipsburg, St. Maarten
Escape on an extraordinary tropical vacation on this twelve-day cruise to hidden harbors and secluded beaches throughout the Lesser Antilles in the Caribbean. Board a catamaran bound for Norman Island off Tortola and listen to pirate legends and treasure tales prior to your secluded snorkeling excursion among pristine reefs and tropical fish. Set a course in your own rigid inflatable boat (RIB) across bays and inlets near Jost Van Dyke before hopping off for swimming and snorkeling near Great Harbour's scenic coastline. Cast deep lines for tuna, mahi-mahi, barracudas, and other delicious blue-water trophies off Nevis. Sample the sweetest of amber island ingredients in the thoughtful company of eco-minded beekeepers on St. Lucia. Admire sweeping harbor views as you sip local island rum with sweet cakes on a tasting tour of Fort Napoleon above Les Saintes. Sip Dominica’s Sea Moss non-alcoholic seaweed drink. Indulge your senses in classic Cuban cigars paired with spirits, wines, and cocktails at Basseterre, on St. Kitts.
voyage map
Popular Highlights
Champagne Beach
Snorkel alongside brilliant parrot fish in the bubbly waters of Dominica’s Champagne Beach.
Complimentary laundry
Pack light with complimentary daily laundry service
 
Fort Napoleon
Find the 19th century Fort Napoleon overlooking Les Saintes bay
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Tue Dec 2
Philipsburg, St. Maarten
Arrive:  
Depart:  7:00 PM
Watersports Platform: 
Wed Dec 3
Soper's Hole
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Dec 3
Jost Van Dyke, Great Harbour
Arrive:  7:00 PM
Depart:  
Watersports Platform: 
Thu Dec 4
Jost Van Dyke, Great Harbour
Arrive:  
Depart:  10:00 PM
Watersports Platform: 
Fri Dec 5
Virgin Gorda / Prickly Pear, British Virgin Islands
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Dec 6
Gustavia
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Sun Dec 7
Philipsburg, St. Maarten
Arrive:  6:00 AM
Depart:  7:00 PM
Watersports Platform: 
Mon Dec 8
Charlestown
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Tue Dec 9
Roseau
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Wed Dec 10
Mayreau
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Thu Dec 11
Les Saintes
Arrive:  12:00 PM
Depart:  6:00 PM
Watersports Platform: 
Fri Dec 12
Basseterre
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Sat Dec 13
Gustavia
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Sun Dec 14
Philipsburg, St. Maarten
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
Tue, Dec 2 - Sun, Dec 14, 2025
WIND SURF
$4,587
$3,399
THIS
SAILING