Oranjestad to Puerto Caldera from Oranjestad, Aruba, 12 Dec 2026 (16 nights)


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Your itinerary
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When it comes to the Caribbean, many islands are blessed with sugar-white beaches, tall palm trees, and friendly bartenders serving up umbrella-topped drinks. But Aruba is like no other island. Over the years, its Dutch West Indies mix of ethnicities has nurtured a deep and interesting cultural mélange—as well as fine cuisine, refined shopping, and vibrant stage shows. Add to that an outdoor world of internationally significant locations for fun-seeking folks of all ages. There is simply no better place on the planet to learn and enjoy windsurfing. The world-renowned steady breezes that fill the sails also keep us cool in a deep Caribbean location that is blissfully below the hurricane path. Sun always shines on our pristine beaches, and that brings a truly global group of travelers to our shores.
Cartagena is a port city on Colombia’s Caribbean coast. By the sea is the walled Old Town, founded in the 16th century, with squares, cobblestone streets and colorful colonial buildings. With a tropical climate, the city is also a popular beach destination. Reachable by boat are Isla de Barú, with white-sand beaches and palm trees, and the Islas del Rosario, known for their coral reefs.
Cartagena is a port city on Colombia’s Caribbean coast. By the sea is the walled Old Town, founded in the 16th century, with squares, cobblestone streets and colorful colonial buildings. With a tropical climate, the city is also a popular beach destination. Reachable by boat are Isla de Barú, with white-sand beaches and palm trees, and the Islas del Rosario, known for their coral reefs.
Bocas del Toro is a province of Panama comprising an island chain off the Caribbean coast, plus a section of nearby mainland with biodiverse rainforest. Isla Colón, the main island, is home to the capital, Bocas Town, a central hub with restaurants, shops and nightlife. Popular beaches include Boca del Drago. Also on Isla Colón is Starfish Beach, named for the numerous sea stars on its ocean floor
Renowned as the Eighth Wonder of the World, marvel as your ship is raised, then lowered, 85 feet to sail gracefully through three massive locks in the Canal.
Renowned as the Eighth Wonder of the World, marvel as your ship is raised, then lowered, 85 feet to sail gracefully through three massive locks in the Canal.
The port of Fuerte Amador is located right at the Pacific entrance of the Panama Canal in the Pacific Ocean.
The Paridas archipelago, an emerald scatter of over 50 uninhabited tropical islands in Panama's Pacific coast, about 35 miles south of the border with Costa Rica. Many native Panamanians are not even aware of the islands' existence and this is how the chain came to be known as the "Lost Islands of Barú".
Puerto Jiménez is a district of the Golfito canton, in the Puntarenas province of Costa Rica. It is also the largest town on the Osa Peninsula, Puntarenas Province, Costa Rica. The town is located on the Golfo Dulce near the Corcovado National Park.
Shore Excursion Port Tips 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 animal life.
Curu Reserve: Spend a morning exploring the Curu National Wildlife Refuge—a private reserve of which two-thirds is preserved as primary forest. The reserve includes 4.5 kilometers of coastline, with tiny coves and three beautiful white-sand beaches. Although it is small, there is an abundance of wildlife to be seen in this reserve—including up to 200 species of birds! There is good swimming and snorkeling close to shore, where lobsters and conches are plentiful. Be on the lookout for capuchin and howler monkeys, as well as sloths and anteaters.
Playa Flamingo is one of Costa Rica's most popular beaches with fine white sand. It has pristine clear blue waters, lagoons, vegetation and abundance of activities. The Playa Flamingo area offers a wide variety of secluded beaches and lagoons due to the mountain formations reaching into the sea.
Tiny Caldera is situated between the volcanic beaches of Golfo de Nicoya and some of the country's highest mountain peaks.
What's included
Fare overview
This sailing is shown as a cruise-only guide fare with Windstar Cruises. The fare is linked to the ship, itinerary and cabin category you choose. Drinks packages, gratuities, Wi-Fi, flights, transfers and shore experiences are only treated as included where they are confirmed before booking.

Sailing aboard
Star Legend
Your ship
With only 212 guests, a Star Legend cruise will make you feel like you're on board your own private small ship almost as soon as you step aboard. The sitting area of your spacious, newly refurbished suite gives you an expansive ocean view — making it a welcome retreat. When you're ready to make an appearance, the lounges, club, and library are waiting to be explored. Take some "you" time in the tranquil WindSpa . . . enjoy a dip in the pool . . . work off that decadent dessert in the Fitness Center . . . and, of course, you are always welcome to visit the Bridge to examine navigation charts with the Captain. Star Legend is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach. Take a tour to see her beautiful spaces.
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