Star Collector: Southern Caribbean Thanksgiving Jubilee

From $4,799 per person

25 days

Ship: Wind Star

Star Collector: Southern Caribbean Thanksgiving Jubilee
Windstar Cruises

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.

Journey Summary

  • Day 1 - Nov. 10, 2026, Tue. - Lisbon
  • Day 2 - Nov. 11, 2026, Wed. -
  • Day 3 - Nov. 12, 2026, Thu. -
  • Day 4 - Nov. 13, 2026, Fri. -
  • Day 5 - Nov. 14, 2026, Sat. -
  • Day 6 - Nov. 15, 2026, Sun. -
  • Day 7 - Nov. 16, 2026, Mon. -
  • Day 8 - Nov. 17, 2026, Tue. -
  • Day 9 - Nov. 18, 2026, Wed. -
  • Day 10 - Nov. 19, 2026, Thu. -
  • Day 11 - Nov. 20, 2026, Fri. -
  • Day 12 - Nov. 21, 2026, Sat. -
  • Day 13 - Nov. 22, 2026, Sun. -
  • Day 14 - Nov. 23, 2026, Mon. -
  • Day 15 - Nov. 24, 2026, Tue. - Bridgetown
  • Day 16 - Nov. 25, 2026, Wed. - Bequia
  • Day 17 - Nov. 26, 2026, Thu. - St. George's
  • Day 18 - Nov. 27, 2026, Fri. -
  • Day 19 - Nov. 28, 2026, Sat. - Kralendijk
  • Day 20 - Nov. 29, 2026, Sun. - Willemstad
  • Day 21 - Nov. 30, 2026, Mon. - Oranjestad
  • Day 22 - Dec. 1, 2026, Tue. -
  • Day 23 - Dec. 2, 2026, Wed. - Cartagena
  • Day 24 - Dec. 3, 2026, Thu. -
  • Day 25 - Dec. 4, 2026, Fri. - San Blas, Panama
  • Day 26 - Dec. 5, 2026, Sat. - Colón

Itinerary Highlights

Visit the Old Hegg Turtle Sanctuary in Bequia, where over 2,000 hawksbill turtles have been released over the past 12 years

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Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - November 10, 2026

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.

Day 2 - November 11, 2026

Day 3 - November 12, 2026

Day 4 - November 13, 2026

Day 5 - November 14, 2026

Day 6 - November 15, 2026

Day 7 - November 16, 2026

Day 8 - November 17, 2026

Day 9 - November 18, 2026

Day 10 - November 19, 2026

Day 11 - November 20, 2026

Day 12 - November 21, 2026

Day 13 - November 22, 2026

Day 14 - November 23, 2026

Day 15 - November 24, 2026

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.

Day 16 - November 25, 2026

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.

Day 17 - November 26, 2026

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.

Day 18 - November 27, 2026

Day 19 - November 28, 2026

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

Day 20 - November 29, 2026

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.

Day 21 - November 30, 2026

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.

Day 22 - December 01, 2026

Day 23 - December 02, 2026

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.

Day 24 - December 03, 2026

Day 25 - December 04, 2026

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.

Day 26 - December 05, 2026

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.

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Nov 10, 2026

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