Star Collector: Historic Caribbean: Legendary Islands, Colombia and Panama

From $11,838 per person

25 days

Ship: Star Seeker

Star Collector: Historic Caribbean: Legendary Islands, Colombia and Panama
Windstar Cruises

Set sail on a 24-day journey, visiting 20 different ports, to experience endless adventures. Begin in the Caribbean, visiting the U.S.V.I., Antigua & Barbuda, Guadeloupe, St. Lucia, Grenada, St. Barthelemy, B.V.I., Puerto Rico, and the Dominican Republic. Savor fresh seafood, walk the cobblestone streets of Old San Juan and Santo Domingo, learn about local rum production, snorkel or scuba dive exquisite coral reefs, and lounge on the most beautiful beaches across the Caribbean. Your journey continues to Colombia, Panama, and Costa Rica for even cultural wonders. Enjoy a taste of Colombian coffee, take a cooking class that highlights local ingredients and traditional recipes, and explore Getsemani in Cartagena, known for its vibrant street art. Celebrate the mid-journey with a Windstar Signature Beach Party in the San Blas Islands, meeting the Kuna Tribe and relaxing on Panama’s beautiful beaches. Witness the engineering marvel of the Panama Canal, one of the Seven Wonders of the Modern World, as you transit through on your way to Costa Rica. Explore a variety of wellness activities once you arrive in Costa Rica, from yoga and paddling to nature walks and birdwatching. You’ll end your voyage with a deeper understanding of the unique cultures and natural beauty that can be found across the Caribbean Sea.

Journey Summary

  • Day 1 - Mar. 27, 2026, Fri. - San Juan
  • Day 2 - Mar. 28, 2026, Sat. - CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
  • Day 3 - Mar. 29, 2026, Sun. - St. John's
  • Day 4 - Mar. 30, 2026, Mon. - Les Saintes
  • Day 5 - Mar. 31, 2026, Tue. - Pigeon Island
  • Day 6 - Apr. 1, 2026, Wed. - St. George's
  • Day 7 - Apr. 2, 2026, Thu. -
  • Day 8 - Apr. 3, 2026, Fri. - Gustavia
  • Day 9 - Apr. 4, 2026, Sat. - Jost Van Dyke, Great Harbour
  • Day 10 - Apr. 5, 2026, Sun. - Virgin Gorda / Prickly Pear, British Virgin Islands
  • Day 11 - Apr. 6, 2026, Mon. - San Juan
  • Day 12 - Apr. 7, 2026, Tue. - Isla Catalina
  • Day 13 - Apr. 8, 2026, Wed. - Santo Domingo
  • Day 14 - Apr. 9, 2026, Thu. -
  • Day 15 - Apr. 10, 2026, Fri. - Cartagena
  • Day 16 - Apr. 11, 2026, Sat. - Cartagena
  • Day 17 - Apr. 12, 2026, Sun. - San Blas, Panama
  • Day 18 - Apr. 13, 2026, Mon. - Colón
  • Day 19 - Apr. 14, 2026, Tue. - Panama Canal
  • Day 20 - Apr. 15, 2026, Wed. - Balboa / Fuerte Amador
  • Day 21 - Apr. 16, 2026, Thu. - Balboa / Fuerte Amador
  • Day 22 - Apr. 17, 2026, Fri. -
  • Day 23 - Apr. 18, 2026, Sat. - Isla Parida
  • Day 24 - Apr. 19, 2026, Sun. - Golfo Dulce
  • Day 25 - Apr. 20, 2026, Mon. - Quepos

Detailed Itinerary

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

Day 1 - March 27, 2026

San Juan

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Day 2 - March 28, 2026

CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)

Cruz Bay is a vibrant waterfront town located on St. John, one of the U.S. Virgin Islands. Known for its stunning beaches, crystal-clear waters, and laid-back atmosphere, it's a popular destination for tourists seeking relaxation, hiking, and water sports. As the island's main port and hub, Cruz Bay offers a charming blend of local shops, restaurants, and historical sites.

Day 3 - March 29, 2026

St. John's

St. John’s is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors.  The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you.  Sites to see include St. John’s Cathedral with its white Baroque towers, the Botanical Garden, St. John’s Antigua Lighthouse, and Fort James.

Day 4 - March 30, 2026

Les Saintes

This is the Caribbean as you’ve always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

Day 5 - March 31, 2026

Pigeon Island

The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.

Day 6 - April 01, 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 7 - April 02, 2026

Day 8 - April 03, 2026

Gustavia

Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by.

Day 9 - April 04, 2026

Jost Van Dyke, Great Harbour

For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.

Day 10 - April 05, 2026

Virgin Gorda / Prickly Pear, British Virgin Islands

<ul>
<li><strong>The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Although uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called &ldquo;The Baths,&rdquo; which form huge underground pools and caverns.</strong></li>
</ul>
&nbsp;<br />
<strong>Please note: only guests with shore excursions booked through Windstar can be tendered to Gun Creek.</strong>

Day 11 - April 06, 2026

San Juan

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Day 12 - April 07, 2026

Isla Catalina

Small Isla Catalina boasts gleaming white-sand beaches ringed by coral reefs beckoning snorkelers. The island is a protected Natural Park where one beach is completely protected from the wind and the sea is delightfully calm. While beaches occupy more than 2/3 of the coastline, Isla Catalina also has unique rocky coasts and cliffs. One of the best diving sites of the Dominican Republic, Muro, can be found here. It boasts an impressive underwater wall over 328 feet deep. Isla Catalina is also the only place in the D.R. where raccoons and wild hares can be found.

Day 13 - April 08, 2026

Santo Domingo

La Capital, as Santo Domingo is affectionately known, is a UNESCO site and one of the oldest cities in the Caribbean, with Zona Colonial buildings dating back to the 1500s. Santo Domingo is also considered the most modern metropolis in the Caribbean doing a great job of converging old and new.&nbsp; At the heart of the Zona Colonial, a pedestrian-friendly maze of cobblestones and interesting architecture is the first cathedral built in the New World. Find time to sample the aromatic coffee and cacao.

Day 14 - April 09, 2026

Day 15 - April 10, 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 16 - April 11, 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 17 - April 12, 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. &nbsp;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 18 - April 13, 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 19 - April 14, 2026

Panama Canal

At nearly 48 miles long, on your transit through the Panama Canal you will enter three sets of locks that raise and lower the vessel 85 feet between the calm Pacific Ocean and the shimmering waters of the Atlantic. Your voyage features a daylight hours transit with numerous observation vantage points for outside viewing and comfortable indoor air-conditioned lounges. Expert onboard commentary enhances your journey as you watch the day to day workings of this bucket list experience.

Day 20 - April 15, 2026

Balboa / Fuerte Amador

One of the entrances to the Panama Canal on the Pacific side, Balboa/Fuerte Amador was founded in 1519 and is a short distance from Panama City. &nbsp;In 2012 Balboa was ranked #1 in Latin America in the category of world&#39;s busiest container ports. Sightseeing highlights include the colonial homes, the Administration Building, the Goethals Memorial, the Prado, and the local handicraft markets of traditional Panamanian crafts.

Day 21 - April 16, 2026

Balboa / Fuerte Amador

One of the entrances to the Panama Canal on the Pacific side, Balboa/Fuerte Amador was founded in 1519 and is a short distance from Panama City. &nbsp;In 2012 Balboa was ranked #1 in Latin America in the category of world&#39;s busiest container ports. Sightseeing highlights include the colonial homes, the Administration Building, the Goethals Memorial, the Prado, and the local handicraft markets of traditional Panamanian crafts.

Day 22 - April 17, 2026

Day 23 - April 18, 2026

Isla Parida

Located within a Nature Preserve of 50 islands, and part of Chiriqui Marine National Park lovely Isla Parida boasts magnificent beaches, one of which is over 1,300 feet long.&nbsp; The crystal clear waters stay at 82 degrees year round and are filled with marine life. There are numerous hardwood trees like teak, mahogany, and eucalyptus, and fruit trees like mango, banana and coconut trees. Here you will be treated to Windstar&#39;s Signature Beach Party on a secluded beach that faces the Pacific Ocean.

Day 24 - April 19, 2026

Golfo Dulce

Picture Jurassic foliage growing down steep hillsides all the way to the waterline, the hoots &nbsp;of monkeys echoing through trees choked by orchids. Golfo Dulce is one of Costa Rica&rsquo;s most biodiverse areas, where both the jungle and the sea brim with life. Explore the canals by kayak in search of javelinas, butterflies, and more bird species than in all of North America.&nbsp;<em>This port is accessed with a wet landing.</em>

Day 25 - April 20, 2026

Quepos

The former banana-exporting town of Quepos is your basecamp for a day of rainforest adventure. Take a walk along trails that weave up to waterfalls, or ride horseback to a beautiful jungle pool. A float trip through a mangrove swamp populated by monkeys, crocodiles, egrets, and herons is also available. Or you may choose a nature walk through Manuel Antonio National Park, with its lovely beaches, easy trails, and abundant animal life.&nbsp;

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