Star Collector: Southern Caribbean Thanksgiving Jubilee
 
Lisbon to Colón
Tue Nov 10, 2026 - Sat Dec 5, 2026,
 25 days
 on Wind Star
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Starting from $4,799 USD
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Lisbon to Colón
This is a voyage for those who want to see and do things out of the ordinary. Cross the Atlantic relishing your “me time” and arrive in the Southern Caribbean, which is usually the last part of the Caribbean that cruisers explore. Because these tend to be smaller and less developed than other Caribbean islands, they’re meant for the savvy traveler to discover plus, you’ll be here at a time just before most tourists arrive. These islands are filled with unique sights, attractions, and activities. On arid Aruba, find odd-looking divi-divi trees that always point southwest, the direction of the trade winds. In the Grenadines and Grenada, discover rainforests, mountains, and waterfalls, and the privacy and seclusion of places like beautiful Mayreau with a population of less than 300 – still virtually free of development. Go snorkeling in the clear waters of Grenada to find an eerie undersea sculpture garden slowly being modified by sea creatures. See flocks of pink flamingos on Bonaire. Spend time in the UNESCO owns of St. George’s, Bridgetown, and Cartagena where gingerbread, forts, and Georgian architecture help unravel a complex past. And if you’re looking for more typical attractions like great beaches and clear waters, you’ll find those here too – some of the Caribbean’s best.
voyage map
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Day 1: Lisbon
The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.
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Day 15: 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.
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Day 16: Bequia
The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia’s whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island’s famed model boat builders at work on their miniature masterpieces.
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Day 17: St. George's
Inhale the intoxicating aroma of the “Isle of Spice” as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.
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Day 19: Kralendijk
The ice cream colors of the stucco houses will draw your lens, as will the pink flamingos on the salt pans. But you’ll need a waterproof camera to complete the portrait since more than 400 fish species and 50 types of coral wait beneath the surface
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Day 20: Willemstad
Savor the pastel colors of the historic UNESCO site Old Town and the way the elaborate Dutch gables cut baroque curlicues from the sky. It’s the perfect appetizer for a day of watersports or an adventure below ground at the magical Hato Caves—filled with eerie limestone formations and ancient petroglyphs.
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Day 21: Oranjestad
Known for having some of the best beaches in the Caribbean, this Dutch port makes it easy to just … take it easy. Walk through town to choose your favorite carved wooden door, or spend the day like the Arubans do playing dominos at a beachside table.
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Day 23: Cartagena
Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.
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Day 25: San Blas, Panama
The San Blas Islands of Panama is an archipelago comprising approximately 378 islands and cays, of which 49 are inhabited, some by the Kuna people.  Scattered over an area of about 100 square miles, the islands are the number 1 vacation destination in Panama although the Kuna work hard to protect their land against overwhelming tourism and keep the islands healthy and lovely, unique and untouched by culture. These white-sand and palm tree lined islands are encompassed by a coral reef and warm, crystal-clear water that is perfect for snorkeling and is home to a variety of marine life including dolphins, sharks and giant manta rays.
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Day 26: Colón
Explore the inner workings of the Panama Canal, head into the jungle to meet with Embera Indians, or take an aerial tram ride through the rainforest canopy.
Popular Highlights
Bequia
Visit the Old Hegg Turtle Sanctuary in Bequia, where over 2,000 hawksbill turtles have been released over the past 12 years
Cartagena
View the port and fortresses of Cartagena, a UNESCO World Heritage Site
crossing the Atlantic
Find time for your favorite indulgences – from a relaxing massage to breakfast in your room during your days crossing the Atlantic
Dive
Dive and snorkel in Bonaire's plentiful marine sanctuary
laundry
Pack light with complimentary daily laundry service
Willemstad
Tour Willemstad’s colonial town center, a UNESCO World Heritage Site
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Tue Nov 10
Lisbon
Arrive:  
Depart:  3:00 PM
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Wed Nov 11
AT SEA
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Thu Nov 12
AT SEA
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Fri Nov 13
AT SEA
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Sat Nov 14
AT SEA
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Sun Nov 15
AT SEA
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Mon Nov 16
AT SEA
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Tue Nov 17
AT SEA
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Wed Nov 18
AT SEA
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Thu Nov 19
AT SEA
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Fri Nov 20
AT SEA
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Sat Nov 21
AT SEA
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Sun Nov 22
AT SEA
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Mon Nov 23
AT SEA
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Tue Nov 24
Bridgetown
Arrive:  11:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Nov 25
Bequia
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Thu Nov 26
St. George's
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Nov 27
AT SEA
Arrive:  
Depart:  
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Sat Nov 28
Kralendijk
Arrive:  1:00 PM
Depart:  10:00 PM
Watersports Platform: 
Sun Nov 29
Willemstad
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Mon Nov 30
Oranjestad
Arrive:  6:00 AM
Depart:  3:00 PM
Watersports Platform: 
Tue Dec 1
AT SEA
Arrive:  
Depart:  
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Wed Dec 2
Cartagena
Arrive:  9:00 AM
Depart:  6:00 PM
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Thu Dec 3
AT SEA
Arrive:  
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Fri Dec 4
San Blas, Panama
Arrive:  8:00 AM
Depart:  5:00 PM
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Sat Dec 5
Colón
Arrive:  7:00 AM
Depart:  
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Accommodations & Pricing
Category B
Category B
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television, filtered water, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $4,799 per guest
? All-inclusive price from $4,799 per guest
Category BX Deluxe
Category BX Deluxe
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television, filtered water, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $5,299 per guest
? All-inclusive price from $5,299 per guest
Category A
Category A
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television, filtered water, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $5,499 per guest
? All-inclusive price from $5,499 per guest
Category AX Deluxe
Category AX Deluxe
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television, filtered water, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $6,249 per guest
? All-inclusive price from $6,249 per guest
Owner's Suite
Owner's Suite
With an expansive 220 square feet, the Owner’s Suite gives you everything offered in a stateroom, plus lots more, including a beautiful sitting area and separate in-room dining space.
? Cruise only from $10,799 per guest
? All-inclusive price from $10,799 per guest
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
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Early Booking Offer 2026 & 2027
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Tue, Nov 4 - Sat, Nov 29, 2025
WIND SPIRIT
$8,974
$6,499
Tue, Nov 10 - Sat, Dec 5, 2026
WIND STAR
$4,799
$4,799
THIS
SAILING