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Day 1: Puerto Caldera
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.
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Day 2: 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. 
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Day 3: Golfo Dulce
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 with a wet landing.
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Day 4: 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.  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.
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Day 6: 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.  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.
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Day 7: 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.
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Day 8: 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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Day 10: 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.
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Day 11: Santa Marta
Romantic Santa Marta has it all: history (Colombia’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  (“The Liberator”) is known as the George Washington of South America, and this was his Mount Vernon. Visit his beautiful estate or head to one of  the two UNESCO Biosphere Reserves nearby.
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Day 13: Oranjestad
Known for having some of the best beaches in the Caribbean, this Dutch port makes it easy to just … 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.
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Day 14: 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’s the perfect appetizer for a day of watersports or an adventure below ground at the magical Hato Caves—filled with eerie limestone formations and ancient petroglyphs.
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Day 17: 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.
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Day 18: Mayreau
With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you'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.
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Day 19: Bridgetown
Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Sat Mar 8
Puerto Caldera
Arrive:  
Depart:  6:00 PM
Watersports Platform: 
Sun Mar 9
Quepos
Arrive:  7:00 AM
Depart:  6:00 PM
Watersports Platform: 
Mon Mar 10
Golfo Dulce
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Tue Mar 11
Isla Parida
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Mar 12
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Thu Mar 13
Balboa / Fuerte Amador
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Mar 14
Panama Canal
Arrive:  4:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sat Mar 15
Colón
Arrive:  7:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sun Mar 16
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Mar 17
Cartagena
Arrive:  9:00 AM
Depart:  6:00 PM
Watersports Platform: 
Tue Mar 18
Santa Marta
Arrive:  11:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Mar 19
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Thu Mar 20
Oranjestad
Arrive:  10:00 AM
Depart:  11:00 PM
Watersports Platform: 
Fri Mar 21
Willemstad
Arrive:  9:00 AM
Depart:  9:00 PM
Watersports Platform: 
Sat Mar 22
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sun Mar 23
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Mar 24
St. George's
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Mar 25
Mayreau
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Wed Mar 26
Bridgetown
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Wind Star
Wind Star is a sleek, 4-masted sailing ship accommodating 148 guests. With four decks and a gross tonnage of 5,307, Wind Star feels like your own private yacht.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session