Windstar Cruises
STAR COLLECTOR: COFFEE, CANAL & CALLALOO: CENTRAL AMERICA, COLOMBIA & THE CARIBBEAN
Combine Central America’s majestic natural scenery with Caribbean small-port charms during this 2-week cruise through Costa Rica, Panama, Colombia, the Dominican Republic and Puerto Rico. Learn the ecological importance of cloudforests from an engaging naturalist as you search leafy rainforest canopies for sleepy sloths, rare birds and skittering primates. Dive, swim and hike among the refreshing tropical splendors of Windstar’s Signature Beach Party on Panama’s Isla Parida archipelago. Discover the engineering challenges and triumphs during a narrated daylight transit of the Panama Canal. Sink your teeth in doughy, cheese-stuffed Arepas paired with rich, fresh-roasted artisan coffees at a Colombian café. Wander the length of El Morro’s fortress walls in San Juan, Puerto Rico, a former sanctuary for New World seafarers and daring smugglers aligned with the Spanish Empire.
Day 1 |
From spectacular beaches, to impressive monuments, to electrifying nightlife, San Juan, Puerto Rico is bursting with historical and cultural attractions that are sure to inspire and exhilarate. A former Spanish colony established by explorer Ponce de León, San Juan is replete with monuments dating back to the sixteenth century. Originally built to fortify the Spanish military against attacks from native Taíno peoples and rival European colonial powers, both the Castillo San Cristóbal and Castillo San Felipe del Morro fortresses are popular sites for educational tours detailing the island’s extensive colonial history. These expansive bastions sit on San Juan’s rocky seaside cliffs and offer spectacular views of the Atlantic Ocean. San Juan’s many beaches beckon you! Relax with warm sands, snorkel in glittering turquoise waters, and marvel at vast lines of palm trees on Condado Beach, Ocean Park Beach, Carolina Beach, and a host of other coastal havens. Better yet, go for a nighttime boat ride in one of Puerto Rico’s three bio-luminescent bays, Laguna Grande, where dinoflagellates illuminate the water in hues of neon aqua. The city’s nearby natural parks and ecological wonders are equally worth a visit, including the limestone caves of Cueva Ventana and the lush tropical ecosystem of El Yunque National Rainforest. Your stay in San Juan won’t be complete without experiencing the city’s thrilling nightlife scene. San Juan boasts a number of bars, breweries, and dance clubs with delicious cocktails and mouthwatering (and authentically Puerto Rican!) culinary creations. Sip on the sweet coconut flavor of a classic piña colada, a Puerto Rico original, or sample some mofongo, a staple dish made of chicharrón and fried plantain. Unwind in this vibrant Caribbean capital and let San Juan regale you with its many charms! |
Day 2 |
The capital city of the Dominican Republic is rich in history and beauty, boasting 16th-century Spanish architecture and the oldest cathedral in the Americas. The narrow streets of the old colonial city are a testament to the complex mixture of forces that contributed to the construction of the first European city in the Western Hemisphere. The capital of the Dominican Republic is home to some outstanding examples of colonial architecture, including the Catedral Santa Maria la Menor and the viceregal residence, El Alcazar. In the early days of the empire, Spain administered many of its possessions
from Santo Domingo, but as Spanish power waned, other nations took control. In the early part of the 20th century, the United States played an important role in the history of the city, which was occupied by U.S. Marines from 1916 to 1924. Despite the long list of occupying nations, the Spanish influence has remained strong and Spanish is the official language. The pre-Hispanic native people, the Tainos, have also had a strong influence on the culture, and many words from their language have passed into common use. |
Day 3 |
Enjoy this day at sea as you travel to your next port of call. This is an opportunity to swim, catch some sun on deck or take advantage of the many activities that are onboard your ship. Eat heartily, take a nap and get ready for the next port of call ! This is what makes cruising so great. |
Day 4 |
A true gem on the Caribbean coast, the port city of Cartagena (Cartagena de Indias) welcomes visitors with its charming old town, colonial buildings, and exceptional beaches. A popular cruise ship stop, many seafarers find themselves honorary Cartagenans, as they stroll shady, cobblestone lanes and gaze upon impressive churches. Must-see attractions here include the dramatic fortress Castillo de San Felipe Barajas, Las Bóvedas Market (once a dungeon, now hosting souvenir stores), and the striking, 19th century Clock Tower Monument. |
Day 5 |
A true gem on the Caribbean coast, the port city of Cartagena (Cartagena de Indias) welcomes visitors with its charming old town, colonial buildings, and exceptional beaches. A popular cruise ship stop, many seafarers find themselves honorary Cartagenans, as they stroll shady, cobblestone lanes and gaze upon impressive churches. Must-see attractions here include the dramatic fortress Castillo de San Felipe Barajas, Las Bóvedas Market (once a dungeon, now hosting souvenir stores), and the striking, 19th century Clock Tower Monument. |
Day 6 |
San Blas, Panama, known locally as Guna Yala, is a paradise of untouched beauty and indigenous culture, nestled along Panama's Caribbean coast. Comprising an archipelago of over 365 islands, San Blas offers a new adventure for every day of the year. Crystal-clear turquoise waters, pristine white sand beaches, and coral reefs teeming with marine life make it a haven for snorkeling, diving, and sailing enthusiasts. The natural beauty of the region is perfectly complemented by the rich culture of the Guna people, who manage the territory and preserve their way of life. Visitors are often enchanted by the vibrant, handcrafted molas—intricate textiles made by Guna women, which are sold as colorful souvenirs that embody the spirit of San Blas. The allure of San Blas lies not only in its idyllic scenery but also in its commitment to sustainable tourism. The Guna Yala territory is one of the few places in the world where indigenous people govern their own land. This autonomy allows the Guna to protect their cultural heritage and the natural environment from overdevelopment, ensuring that travelers experience the islands in their purest form. A visit to a traditional Guna village offers a glimpse into their unique customs, such as communal living, traditional dances, and storytelling. Local guides often share insights about the Guna's deep connection with nature, adding depth to the visitor experience. The islands are mostly undeveloped, with accommodations ranging from rustic beach huts to eco-friendly lodges that blend seamlessly with the natural surroundings. For those seeking a digital detox, this is the ideal destination. Days in San Blas are spent hopping from one serene island to another, kayaking through mangroves, and dining on freshly caught seafood prepared by local chefs. Evenings bring the chance to stargaze under some of the clearest skies in the region, free from the glare of city lights. Fun fact: The Guna people have one of the highest rates of albinism in the world, which has led to albinos being revered as "Children of the Moon." During full moons, they often participate in special ceremonies, celebrating their unique place in Guna society. Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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Day 7 |
Northwest of Panama City lies the capital city of Colón, a gateway to the Panama Canal. Arrive Time: 7:00 AM – Depart Time: 6:00 PM
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Day 8 |
Balboa, Panama rests on the Southern tip of the Panama Canal, with the capital city of Panama lying just on the opposite side. It is a wonderful tourist community for anyone visiting the Panama Canal. |
Day 9 |
An essential passageway between the Atlantic and Pacific Oceans, the Panama Canal is an extraordinary technological landmark and a testament to human innovation. Built in the early twentieth century by American engineers, the canal weaves through the Panamanian isthmus and allows easy access for commercial freighters and cruise ships alike. This stretch of Central America, with lush rain forests and glittering water, makes for an enjoyable cruise. Arrive Time: 4:00 AM – Depart Time: 6:00 PM
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Day 10 |
Balboa, Panama rests on the Southern tip of the Panama Canal, with the capital city of Panama lying just on the opposite side. It is a wonderful tourist community for anyone visiting the Panama Canal. |
Day 11 |
Enjoy this day at sea as you travel to your next port of call. This is an opportunity to swim, catch some sun on deck or take advantage of the many activities that are onboard your ship. Eat heartily, take a nap and get ready for the next port of call ! This is what makes cruising so great. |
Day 12 |
Arrive Time: 8:00 AM – Depart Time: 6:00 PM
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Day 13 |
Nestled between the Osa Peninsula and Costa Rica’s south Pacific Coast is Golfo Dulce (Sweet Gulf), a large bay ringed by secluded beaches and the wonderful biodiversity of the region. Of the many tourist attractions Costa Rica has to offer, Golfo Dulce is the perfect destination for nature lovers, both those seeking adventure and those who want only to relax under a palm tree on the beach. Arrive Time: 8:30 AM – Depart Time: 5:00 PM
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Day 14 |
Arrive Time: 6:00 AM – Depart Time: 6:00 PM
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Day 15 |
Puerto Caldera is a small port city on the coast of Costa Rica and a frequent stop for cruises in Central America. Visitors to Puerto Caldera can sample authentic eats at a number of local restaurants, stroll the beach at Caldera Bulevar, or try their hand at surfing or fishing. |
Golfo Dulce
Nestled between the Osa Peninsula and Costa Rica’s south Pacific Coast is Golfo Dulce (Sweet Gulf), a large bay ringed by secluded beaches and the wonderful biodiversity of the region. Of the many tourist attractions Costa Rica has to offer, Golfo Dulce is the perfect destination for nature lovers, both those seeking adventure and those who want only to relax under a palm tree on the beach.
Travel Dates | Price | ||
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12/07/25 - 12/20/25 |
Starting At $3,899 |
Get A Quote |