Star Collector: Captivating Caribbean

 
Bridgetown to Oranjestad
Fri Nov 27, 2026 - Sat Dec 12, 2026,
 15 days
 on Star Legend
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Starting from $4,099 USD
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Bridgetown to Oranjestad
Begin in Barbados with a visit to the fairyland magic of Harrison’s Cave before setting sail for the French-Caribbean splendor of Martinique, where Empress Josephine spent her childhood. In St. Lucia enjoy shopping in the bustling capital of Castries, scenic Morne Fortune, and an overnight on Pigeon Island with plenty of beach time and a chance to visit the majestic volcanic Pitons. Follow your nose through the aromatic open-air markets of beautiful St. George’s on the “Isle of Spice.” Enjoy the exclusive Signature Beach Party on Mayreau and walk up Mount Pleasant to witness the amazing view from Fort Hamilton on Bequia. Swim with sea turtles in Tobago Cays Marine Park and listen for the conch beckoning fishing boats home. In Soufriere, feel the heart and soul of St. Lucia when you stroll by street vendors and hike to secluded waterfalls. Bonaire begs you to bring binoculars for bird watching — from flamingos to native parakeets to Amazon parrots. Savor the pastel colors of Old Town Willemstad and explore the limestone formations and ancient petroglyphs of Hato Caves. Complete your voyage in Aruba where you can relax and take in some of the Caribbean’s best beaches or play dominoes with locals.
voyage map
Popular Highlights
Anse Mitan
In Anse Mitan find the Anse Cafard Slave Memorial commemorating the lives of 20 slaves who were not provided a proper burial
 
Beach Party
Enjoy the exclusive Signature Beach Party on Mayreau
 
Bonaire
Bring out your binoculars for Bonaire birdwatching as you look for flamingos, native parakeets and Amazon parrots
 
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Fri Nov 27
Bridgetown
Arrive:  
Depart:  6:00 PM
Watersports Platform: 
Sat Nov 28
Anse Mitan
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sun Nov 29
Pigeon Island
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Mon Nov 30
Pigeon Island
Arrive:  
Depart:  6:00 AM
Watersports Platform: 
Mon Nov 30
Castries
Arrive:  8:00 AM
Depart:  3:00 PM
Watersports Platform: 
Mon Nov 30
The Pitons
Arrive:  5:30 PM
Depart:  6:30 PM
Watersports Platform: 
Tue Dec 1
Mayreau
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Dec 2
St. George's
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Dec 3
Bequia
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Dec 4
Bridgetown
Arrive:  5:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sat Dec 5
Rodney Bay
Arrive:  3:00 PM
Depart:  8:00 AM
Watersports Platform: 
Sat Dec 5
The Pitons
Arrive:  5:30 PM
Depart:  6:30 PM
Watersports Platform: 
Sun Dec 6
Scarborough, Tobago
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Mon Dec 7
Bequia
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Dec 8
Mayreau
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Dec 9
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Thu Dec 10
Kralendijk
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Fri Dec 11
Willemstad
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sat Dec 12
Oranjestad
Arrive:  6:00 AM
Depart:  
Watersports Platform: 
Accommodations & Pricing
Guaranteed Suite** (chosen by Windstar)
Guaranteed Suite** (chosen by Windstar)
Guaranteed Suite** (chosen by Windstar)
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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
2026 & 2027 Early Booking Offer
Go All-Inclusive — On Us
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 18 - Sun, Feb 1, 2026
WIND SURF
$6,099
$6,099
Fri, Nov 27 - Sat, Dec 12, 2026
STAR LEGEND
$4,099
$4,099
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SAILING