Star Collector: Windward Islands & Spanish New World

From $4,999 per person

16 days

Ship: Wind Surf

Star Collector: Windward Islands & Spanish New World
Windstar Cruises

Your journey begins in Bridgetown, a city with Jolly Ole England flavor and two UNESCO sites before an opportunity to swim with sea turtles in Tobago Cays Marine Park. Save your appetite for the exclusive Signature Beach Party on Mayreau and feel the heart and soul of St. Lucia in Soufriere as you wander the vendor-filled streets. Savor a day at sea before bird watching for flamingos and parrots in Bonaire. Delight in the pastel colors of UNESCO site Old Town Willemstad and explore the limestone formations and petroglyphs of Hato Caves. In Aruba, laze on some of the Caribbean’s best beaches or interact with the locals while they play dominos. Romantic Santa Marta boasts coastal mountain beauty and museums full of pre-Colombian gold and jewelry while the 400-year-old walls of Cartagena invite reflections on conquistadors and plundering pirates. Relax at sea en route to the multicultural, multicolored town of Bocas del Toro, Panama where Columbus visited in 1502. Head to the jungle to meet Embera Indians or take an aerial tram ride through the rainforest canopy and experience daylight transit through the impressive Panama Canal.

Journey Summary

  • Day 1 - Jan. 25, 2026, Sun. - Bridgetown
  • Day 2 - Jan. 26, 2026, Mon. - Man-O-War Bay
  • Day 3 - Jan. 27, 2026, Tue. - Mayreau
  • Day 4 - Jan. 28, 2026, Wed. - Soufriere
  • Day 5 - Jan. 29, 2026, Thu. -
  • Day 6 - Jan. 30, 2026, Fri. - Kralendijk
  • Day 7 - Jan. 31, 2026, Sat. - Willemstad
  • Day 8 - Feb. 1, 2026, Sun. - Oranjestad
  • Day 9 - Feb. 2, 2026, Mon. -
  • Day 10 - Feb. 3, 2026, Tue. - Santa Marta
  • Day 11 - Feb. 4, 2026, Wed. - Cartagena
  • Day 12 - Feb. 5, 2026, Thu. -
  • Day 13 - Feb. 6, 2026, Fri. - Bocas del Toro
  • Day 14 - Feb. 7, 2026, Sat. -
  • Day 15 - Feb. 8, 2026, Sun. - Colón
  • Day 16 - Feb. 9, 2026, Mon. - Colón

Itinerary Highlights

Visit Mayreau, the smallest island of the Grenadines and enjoy the exclusive Signature Beach Party<br />
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Detailed Itinerary

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

Day 1 - January 25, 2026

Bridgetown

Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you&rsquo;ll find historic sugar plantations and the fairyland magic of Harrison&rsquo;s Cave.

Day 2 - January 26, 2026

Man-O-War Bay

Listen for the sound of a conch announcing the return of the fishing boats. Bobbing next to us are flotillas of pelicans &ndash; hinting at the excellent snorkeling waiting for you here and in neighboring Pirate&rsquo;s Bay.

Day 3 - January 27, 2026

Mayreau

With fewer than 300 inhabitants and miles of secluded beaches, it&#39;s easy to feel as if you&#39;re on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.

Day 4 - January 28, 2026

Soufriere

Nestled in the shadows of the UNESCO Pitons, Soufriere represents the heart and soul of St. Lucia. The tiny town center is full of street vendors and stores and some of the best resorts on the island can be found here. Nearby are secluded waterfalls and the waters here boast some of the best diving around. Sights to see include the Edmund Rainforest Trail, fond Doux Holiday plantation, Robot Estate and the Gros Piton Nature Trail.

Day 5 - January 29, 2026

Day 6 - January 30, 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&rsquo;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 7 - January 31, 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&rsquo;s the perfect appetizer for a day of watersports or an adventure below ground at the magical Hato Caves&mdash;filled with eerie limestone formations and ancient petroglyphs.

Day 8 - February 01, 2026

Oranjestad

Known for having some of the best beaches in the Caribbean, this Dutch port makes it easy to just &hellip; 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 9 - February 02, 2026

Day 10 - February 03, 2026

Santa Marta

Romantic Santa Marta has it all: history (Colombia&rsquo;s oldest city), natural beauty (from gentle bays and beaches to the highest coastal mountain range in the world), and its very own celebrity. Simon Bolivar &nbsp;(&ldquo;The Liberator&rdquo;) is known as the George Washington of South America, and this was his Mount Vernon. Visit his beautiful estate or head to one of &nbsp;the two UNESCO Biosphere Reserves nearby.

Day 11 - February 04, 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 12 - February 05, 2026

Day 13 - February 06, 2026

Bocas del Toro

Bocas del Toro on Bastimentos island was visited by Columbus in 1502 and then built up with colorful and Caribbean-style clapboard houses by the United Fruit Company in the early 20<sup>th</sup> century.&nbsp;&nbsp; Situated on the beautiful Bocas del Toro archipelago, the laid-back and friendly community is a great combination of races and ethnicities living harmoniously. West Indians, Latinos and <em>Extraneros </em>(the resident gringos) make this an easy place to feel right at home and embrace the relaxed Caribbean vibe of the town. Not far from town is the Smithsonian Tropical Research Institute, as well as two national parks, La Amistad and many banana plantations.

Day 14 - February 07, 2026

Day 15 - February 08, 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.

Day 16 - February 09, 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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Jan 25, 2026

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