Star Collector: Grand Caribbean & Panamanian Adventure

From $9,515 per person

29 days

Ship: Wind Spirit

A panoramic view of a Caribbean coastal town with turquoise waters and green mountains in the background.
Windstar Cruises logo

Get acquainted with the Caribbean’s most iconic and little-known vacation destinations during this comprehensive and romantic 28-port, 20-country voyage to the Windward and Leeward Islands, Colombia, and a guided daylight transit of the Panama Canal. Zipline through the shady Antigua Rainforest near Falmouth Harbour. Savor deep-fried pastries filled with warm and tasty seafood on Bonaire. Board a semi-submersible bound for underwater marine parks and sunken ships off the shores of St. Barts. Master delicious Creole cuisine during a beachside cooking class with a local Martinique chef. Swim and snorkel prior to an overnight stay in Jost Van Dyke. Cook up decadent chocolate confections from locally grown cocoa nibs near Castries. See Cartagena’s colonial architecture from a classic horse-drawn carriage perspective. Relax during a narrated daylight transit of the Panama Canal as you uncover how early engineers overcame formidable and deadly challenges.  Linger on deck on warm, moonlight nights with the gentle lapping of the water below and the sparkling plethora of stars above.

Journey Summary

  • Day 1 - Feb. 21, 2026, Sat. - Philipsburg, St. Maarten
  • Day 2 - Feb. 22, 2026, Sun. - St. John's
  • Day 3 - Feb. 23, 2026, Mon. - Road Bay
  • Day 4 - Feb. 24, 2026, Tue. - Virgin Gorda / Prickly Pear, British Virgin Islands
  • Day 5 - Feb. 25, 2026, Wed. - Soper's Hole
  • Day 6 - Feb. 26, 2026, Thu. - Soper's Hole
  • Day 7 - Feb. 27, 2026, Fri. - Jost Van Dyke, Great Harbour
  • Day 8 - Feb. 28, 2026, Sat. - Gustavia
  • Day 9 - Mar. 1, 2026, Sun. - Philipsburg, St. Maarten
  • Day 10 - Mar. 2, 2026, Mon. - Basseterre
  • Day 11 - Mar. 3, 2026, Tue. - Gustavia
  • Day 12 - Mar. 4, 2026, Wed. - Falmouth Harbour
  • Day 13 - Mar. 5, 2026, Thu. - Les Saintes
  • Day 14 - Mar. 6, 2026, Fri. - Roseau
  • Day 15 - Mar. 7, 2026, Sat. - Mayreau
  • Day 16 - Mar. 8, 2026, Sun. - Bridgetown
  • Day 17 - Mar. 9, 2026, Mon. -
  • Day 18 - Mar. 10, 2026, Tue. - Basseterre
  • Day 19 - Mar. 11, 2026, Wed. - St. John's
  • Day 20 - Mar. 12, 2026, Thu. - Les Saintes
  • Day 21 - Mar. 13, 2026, Fri. - Roseau
  • Day 22 - Mar. 14, 2026, Sat. - Mayreau
  • Day 23 - Mar. 15, 2026, Sun. - Anse Mitan
  • Day 24 - Mar. 16, 2026, Mon. - Bridgetown
  • Day 25 - Mar. 17, 2026, Tue. - Tobago Cays
  • Day 26 - Mar. 18, 2026, Wed. - Pigeon Island
  • Day 27 - Mar. 19, 2026, Thu. - Pigeon Island
  • Day 28 - Mar. 20, 2026, Fri. - Castries
  • Day 29 - Mar. 21, 2026, Sat. - The Pitons

Detailed Itinerary

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

Day 1 - February 21, 2026

Philipsburg, St. Maarten

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

Day 2 - February 22, 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 3 - February 23, 2026

Road Bay

With its protected shoreline, calm surf, spectacular coral reefs and sugar-soft beaches, Road Bay has become a destination for boaters, with its delightful restaurants, bars, and shops. Anguilla has some of the most beautiful sunsets and delicious rum punch to be found in the Caribbean.  It is also home to Cuban tree frogs, red-footed tortoise, green iguanas and five species of bats.  Worth checking out is Wallblake House, a heritage plantation house and museum said to be the oldest building on the island and located nearby.

Day 4 - February 24, 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 5 - February 25, 2026

Soper's Hole

Arrive at the boardwalk of Pusser&rsquo;s Landing and mingle with other yachtsmen in the utterly charming marina at Soper&rsquo;s Hole. Find a deserted stretch of beach to kick back and ponder this tiny port&rsquo;s rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime romantic sunset Sail Away.&nbsp;

Day 6 - February 26, 2026

Soper's Hole

Arrive at the boardwalk of Pusser&rsquo;s Landing and mingle with other yachtsmen in the utterly charming marina at Soper&rsquo;s Hole. Find a deserted stretch of beach to kick back and ponder this tiny port&rsquo;s rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime romantic sunset Sail Away.&nbsp;

Day 7 - February 27, 2026

Jost Van Dyke, Great Harbour

For an island comprised of a mere eight square miles, it&rsquo;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 &nbsp;Drake Waterway. After all that, you&rsquo;ll be ready for an evening drink on the beach &mdash; where you can admire your Windstar ship aglow in the harbor.

Day 8 - February 28, 2026

Gustavia

Affectionately known as St. Barts, the Caribbean&rsquo;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&rsquo;s signature ti punch as kite surfers fly by.

Day 9 - March 01, 2026

Philipsburg, St. Maarten

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

Day 10 - March 02, 2026

Basseterre

With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean&rsquo;s small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.

Day 11 - March 03, 2026

Gustavia

Affectionately known as St. Barts, the Caribbean&rsquo;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&rsquo;s signature ti punch as kite surfers fly by.

Day 12 - March 04, 2026

Falmouth Harbour

It&rsquo;s said that Antigua has 365 beaches &ndash; one for every day of the year. See how many you can discover as our stay in port stretches into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.

Day 13 - March 05, 2026

Les Saintes

This is the Caribbean as you&rsquo;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 14 - March 06, 2026

Roseau

Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you&rsquo;re up for an optional hike, don&rsquo;t miss Boiling Lake and the Valley of Desolation at Dominica&rsquo;s Morne Trois Pitons National Park, a UNESCO World Heritage Site.

Day 15 - March 07, 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 16 - March 08, 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 17 - March 09, 2026

Day 18 - March 10, 2026

Basseterre

With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean&rsquo;s small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.

Day 19 - March 11, 2026

St. John's

St. John&rsquo;s is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors.&nbsp; 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.&nbsp; Sites to see include St. John&rsquo;s Cathedral with its white Baroque towers, the Botanical Garden, St. John&rsquo;s Antigua Lighthouse, and Fort James.

Day 20 - March 12, 2026

Les Saintes

This is the Caribbean as you&rsquo;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 21 - March 13, 2026

Roseau

Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you&rsquo;re up for an optional hike, don&rsquo;t miss Boiling Lake and the Valley of Desolation at Dominica&rsquo;s Morne Trois Pitons National Park, a UNESCO World Heritage Site.

Day 22 - March 14, 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 23 - March 15, 2026

Anse Mitan

Martinique offers a delightful and distinctive blend of French and Caribbean influences, with a bounty of historical sites, museums and a wide array of excellent shopping. Be sure to take a tour of the beautiful Jardin de Balata Botanical Gardens with exotic plants from around the world and a treetop walkway affording mountain views.

Day 24 - March 16, 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 25 - March 17, 2026

Tobago Cays

Sail, snorkel, or beachcomb in complete seclusion in this unspoiled tropical paradise accessible only by boat. Quiet coves like Horseshoe Reef are home to fantastic coral reefs, while nearby Baradel offers an excellent opportunity to observe the area&rsquo;s famous sea turtles. Crystalline waters and perfect weather make this an ideal spot to play in the sea

Day 26 - March 18, 2026

Pigeon Island

The UNESCO site Pitons&rsquo; 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 27 - March 19, 2026

Pigeon Island

The UNESCO site Pitons&rsquo; 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 28 - March 20, 2026

Castries

The capital and largest city of St. Lucia is a bustling port where shoppers flock.&nbsp; Most of the city&rsquo;s historic buildings were destroyed in major fires between 1785 and 1948 but you&rsquo;ll see the beautiful, scenic backdrop of Morne Fortune (elev. 2,795 ft.) and the bustling harbor.&nbsp; Visit the Castries Market for handicrafts, fruits and vegetables, see the murals painted by a local artist and housed in the Cathedral of the Immaculate Conception, and check out one of the many restaurants or Derek Walcott Square.

Day 29 - March 21, 2026

The Pitons

Located near the town of Soufriere, St. Lucia the Pitons are a UNESCO World Heritage Site and a spectacular landmark. Gros Piton is 2,619 feet high (798 meters) and Petit Piton is 2,438 feet high (743 meters). Gros Piton is home to at least 148 plant species and 27 bird species (5 of them endemic) and Petit Piton has 97 plant species with 8 rare tree species.

Dates and Prices

Select year & month:

Unavailable dates are greyed out

JanFebMarAprMayJunJulAugSepOctNovDec

Available dates:

Feb 21, 2026

Ship

Your cruise ship

The Wind Spirit sails through tranquil waters, flanked by lush green mountains under a clear sky.
Windstar Cruises logo

consultation

Need information to make a decision?

Reach out to our travel concierges today to create your perfect journey.