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Star Collector: Windward Islands, Spanish Cities & Costa Rica
Nov 22, 2027 — Dec 13, 2027
Starting from
Complimentary All-In Package
Free Laundry for Collectors:
Reduced Deposit
SAN JUAN → PUERTO CALDERA, SAN JOSE'
21 Nights on Star Pride
Begin among the Windward Islands, sailing into St. George’s, Bequia, Mayreau, and Les Saintes, where coral-rich waters, quiet anchorages, and easygoing beaches set the tone for the opening days of your journey. Continue on toward Isla Catalina, Santo Domingo, and an overnight in Cartagena, exploring colonial plazas, sea-worn fortifications, and offshore islands known for excellent snorkeling and diving. From the San Blas Islands to Colón, the route carries you through remote stretches of coastline before your daylight transit of the Panama Canal offers a rare, close-up perspective. The voyage concludes along Costa Rica’s Pacific shore, with time in Isla Parida, Golfito, Puerto Jiménez, and Quepos—places where rainforest trails, calm bays, and abundant wildlife reward unhurried exploration.
Popular Highlights
Discover the remote and pristine coastlines of Panama and Costa Rica.
Watch scarlet macaws and coastal wildlife along the shoreline approaching Golfito’s lush green
Kayak the sheltered bays of Les Saintes, known for remarkably clear water and bright coral gardens.
Enjoy two full days in Cartagena with time for museums, plazas, and its famed walled city.
Explore Grenada’s spice markets where nutmeg, cinnamon, and cocoa are sold directly by island growers.
Snorkel Isla Catalina, Dominican Republic’s’s shallows, known for easy entry and abundant coral right off the beach.
Enjoy complimentary laundry during your cruise.
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.
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.
Available Excursions
St. George's
Time
9:30 AMDuration
3.5 HoursActivity Level
ModerateAdd during booking
$99
St. George's
Time
9:30 AMDuration
7.5 HoursActivity Level
EasyAdd during booking
$179
St. George's
Time
9:30 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$69
St. George's
Time
9:30 AMDuration
4.5 HoursActivity Level
ModerateAdd during booking
$289
St. George's
Time
9:30 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$79
St. George's
Time
9:30 AMDuration
2 HoursActivity Level
Moderate-StrenuousAdd during booking
$119
St. George's
Time
9:30 AMDuration
3.5 HoursActivity Level
Moderate-StrenuousAdd during booking
$109
St. George's
Time
9:30 AMDuration
3 HoursActivity Level
Moderate-StrenuousAdd during booking
$89
St. George's
Time
9:30 AMDuration
3.5 HoursActivity Level
Moderate-StrenuousAdd during booking
$229
St. George's
Time
9:30 AMDuration
3 HoursActivity Level
Easy-ModerateAdd during booking
$119
St. George's
Time
9:30 AMDuration
4.25 HoursActivity Level
Moderate-StrenuousAdd during booking
$329
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.
Available Excursions
Bequia
Time
10:00 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$169
Bequia
A guided walking and culinary tour through Bequia's waterfront restaurants, sampling authentic Caribbean dishes and cocktails.
Time
10:00 AMDuration
3.5 HoursActivity Level
Easy-ModerateAdd during booking
$149
Bequia
Time
8:30 AMDuration
2.5 HoursActivity Level
Easy-ModerateAdd during booking
$89
Bequia
Time
10:00 AMDuration
3 HoursActivity Level
Easy-ModerateAdd during booking
$109
Bequia
A scenic powerboat cruise along Bequia's coastline with a snorkeling stop at Petit Nevis.
Time
10:00 AMDuration
3 HoursActivity Level
StrenuousAdd during booking
$129
Bequia
A boat excursion to the exclusive island of Mustique for beach time, shopping, and a waterfront lunch at the famous Basil's Bar.
Time
10:00 AMDuration
6 HoursActivity Level
ModerateAdd during booking
$299
Mayreau is the smallest inhabited island of St. Vincent and the Grenadines, covering just about 1.5 square miles with a population of only a few hundred people. Tucked between Union Island and the Tobago Cays in the southern Grenadines, it's known for its laid-back, off-the-grid charm—there are no airports, no banks, and only one small village (Old Wall) perched on a hillside.
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.
Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world's most prestigious brands can be found. Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.
Available Excursions
Marigot, St. Martin
Time
8:30 AMDuration
5 HoursActivity Level
Easy-ModerateAdd during booking
$349
Marigot, St. Martin
Time
8:30 AMDuration
5 HoursActivity Level
EasyAdd during booking
$279
Marigot, St. Martin
Time
9:00 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$99
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.
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.
Available Excursions
Isla Catalina
Time
10:30 AMDuration
2.25 HoursActivity Level
Easy-ModerateAdd during booking
$155
Isla Catalina
Time
10:30 AMDuration
7 HoursActivity Level
Easy-ModerateAdd during booking
$399
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. 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.
Available Excursions
Santo Domingo
Time
7:30 AMDuration
2 HoursActivity Level
EasyAdd during booking
$89
Santo Domingo
Time
7:30 AMDuration
3.5 HoursActivity Level
Easy-ModerateAdd during booking
$249
Santo Domingo
Time
7:30 AMDuration
3 HoursActivity Level
Moderate-StrenuousAdd during booking
$139
Santo Domingo
Time
7:30 AMDuration
3.25 HoursActivity Level
ModerateAdd during booking
$165
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.
Available Excursions
Cartagena
Time
3:00 PMDuration
3.5 HoursActivity Level
Easy-ModerateAdd during booking
$55
Cartagena
Time
3:00 PMDuration
4 HoursActivity Level
Moderate-StrenuousAdd during booking
$59
Cartagena
Time
3:00 PMDuration
4.5 HoursActivity Level
ModerateAdd during booking
$189
Cartagena
Time
3:00 PMDuration
3.5 HoursActivity Level
ModerateAdd during booking
$229
Cartagena
Time
3:00 PMDuration
3 HoursActivity Level
ModerateAdd during booking
$129
Cartagena
Time
5:00 PMDuration
3 HoursActivity Level
ModerateAdd during booking
$105
Cartagena
Time
3:00 PMDuration
4 HoursActivity Level
Moderate-StrenuousAdd during booking
$69
Cartagena
Time
3:00 PMDuration
5.5 HoursActivity Level
Easy-ModerateAdd during booking
$165
Cartagena
Time
3:00 PMDuration
5 HoursActivity Level
Moderate-StrenuousAdd during booking
$89
Cartagena
Time
3:00 PMDuration
3.5 HoursActivity Level
ModerateAdd during booking
$39
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.
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.
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.
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.
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. In 2012 Balboa was ranked #1 in Latin America in the category of world'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.
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. In 2012 Balboa was ranked #1 in Latin America in the category of world'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.
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. 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's Signature Beach Party on a secluded beach that faces the Pacific Ocean. This port is accessed via a wet landing, where guests arrive by Zodiac and step directly into shallow water ashore. For more information, please visit our Wet Landings page under our Life On Board section.
Picture Jurassic foliage growing down steep hillsides all the way to the waterline, the hoots of monkeys echoing through trees choked by orchids. Golfo Dulce is one of Costa Rica'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. This port is accessed via a wet landing, where guests arrive by Zodiac and step directly into shallow water ashore. For more information, please visit our Wet Landings page under our Life On Board section.
Available Excursions
Golfo Dulce
Time
9:00 AMDuration
3.5 HoursActivity Level
EasyAdd during booking
$205
Golfo Dulce
Time
9:00 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$205
Golfo Dulce
Time
9:00 AMDuration
3.5 HoursActivity Level
ModerateAdd during booking
$185
Golfo Dulce
Time
9:00 AMDuration
3.5 HoursActivity Level
StrenuousAdd during booking
$149
Golfo Dulce
Time
9:00 AMDuration
6.5 HoursActivity Level
ModerateAdd during booking
$135
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.
Located on the Gulf of Nicoya, the small town of Puerto Caldera is one of Costa Rica's top attractions, perfect for travelers who like more off the beaten path destinations where the native Tico lifestyle can be experienced. It is the gateway to San Jose, Jaco and the big city of Puntarenas, plus Los Suenos and Tortuga Island. Carara National Park is nearby, the rainforest home to crocodiles, over 400 species of birds and is considered the most likely place to see scarlet macaws.
Staterooms
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