From $3,720 per person
12 days
Ships: Wind Star, Wind Spirit
Day-by-day description of your cruise and cruise activities.
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.
Bequia
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.
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.
Kralendijk
The ice cream colors of the stucco houses will draw your lens, as will the pink flamingos on the salt pans. But you’ll need a waterproof camera to complete the portrait since more than 400 fish species and 50 types of coral wait beneath the surface
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.
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.
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.
San Blas, Panama
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.
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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Wind Star is a sleek, four-masted sailing yacht that captures the romance of classic seafaring with the comfort and polish of modern small-ship cruising. Carrying just 148 guests, this intimate vessel offers a unique blend of nautical tradition and contemporary luxury, designed for travelers who seek immersive, off-the-beaten-path journeys and the joy of true sailing.
Originally launched in 1986 and fully refurbished in 2023, Wind Star is equipped with computer-assisted sails that respond to the wind in real time, creating a quiet and graceful cruising experience. The yacht’s shallow draft and nimble size allow it to reach secluded harbors and lesser-known ports inaccessible to larger cruise ships, offering a more authentic connection to each destination.
Accommodations aboard Wind Star include 74 ocean-view staterooms, each designed to feel warm, inviting, and well-appointed. Rich wood finishes, soft lighting, and premium linens create a tranquil environment, while modern amenities such as flat-screen televisions, Bose sound systems, and marble bathrooms with L’Occitane products provide a level of comfort that rivals luxury hotels. The spacious Owner’s Suite adds even more room to unwind, with a dedicated sitting area and enhanced amenities.
Dining on Wind Star reflects Windstar’s commitment to quality, creativity, and a relaxed culinary atmosphere. The main restaurant, Amphora, serves seasonal, globally inspired dishes in an elegant open-seating format. Candles transforms the outdoor deck into a romantic venue for steaks and seafood under the stars. For casual daytime meals, Veranda offers both buffet and à la carte options, served with ocean views and a gentle sea breeze. In-suite dining is available 24 hours a day for added convenience and privacy.
Life onboard balances discovery and serenity. Guests can take advantage of the watersports platform at the ship’s stern, which offers complimentary access to kayaks, paddleboards, snorkeling gear, and more when conditions allow. A small pool and whirlpool on deck provide space for relaxation, while the fitness center and onboard spa cater to wellness and rejuvenation. The onboard library and lounge create cozy spaces for reading, conversation, and evening entertainment.
Wind Star sails to handpicked destinations across the Mediterranean, Caribbean, and Central America. Its design and scale are particularly well suited for itineraries that highlight coastal beauty, cultural richness, and hidden gems—such as the Greek Isles, the shores of Costa Rica, or the quieter harbors of the Lesser Antilles.
With its graceful lines, attentive service, and authentic sailing ambiance, Wind Star offers a deeply personal way to explore the world. It’s a yacht built not just for where you’re going, but how you choose to get there.
Reach out to our travel concierges today to create your perfect journey.