From $4,578 per person
15 days
Ships: Wind Star, Wind Spirit
Day-by-day description of your cruise and cruise activities.
Athens, Greece
With 3,000 years of history, you can’t turn around in Athens without encountering the past. The Acropolis, a UNESCO site, the Plaka, and the Acropolis Museum are must-sees. But leave time if you can to climb Pnyx Hill for photos of the Parthenon at sunset, to buy your own set of Greek <em>komboloi</em> (worry beads), and to explore the metro stations that serve as mini-museums for the relics that are constantly being unearthed.
Monemvasia
This Gibraltar-like town tied to the mainland by a single thread of causeway holds treasures that are old even by Mediterranean standards, with town walls and several churches dating to the 12th century. Climb to the upper town for an up-close look at the castle and Agia Sophia, a Byzantine church. Wander the lanes of the lower town lined with Venetian mansions, many of which have been lovingly restored. Savor the sun on a smooth pebble beach.
Gythion
Cheerful pastel houses are littered among intriguing whitewashed lanes and staircases. Playful sculptures welcome you to the harbor’s cheerful shops, coffee houses, and waterfront cafés. This is a perfect place to enjoy a cup of rich coffee or a glass of ouzo while you watch the world go by. Or go exploring on an optional tour of Mystras, a UNESCO World Heritage Site.
Messina (Taormina)
The cobblestone streets of Messina, Sicily, are the perfect launching point for an optional visit to nearby Taormina. Stroll along flower-filled streets in search of a delightful lunch or an artist’s palette of colorful gelati. The ancient Greek Theater is an ideal place to sit back and admire shimmering waters below and Mount Etna, languidly smoking in the distance.
Sorrento
UNESCO World Heritage Sites abound in Sorrento. Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4<sup>th</sup> century B.C. city of Herculaneum. Perhaps your choice will be a boat ride to Positano, the legendary home of the Sirens. Perched on a terrace on the spectacular Amalfi Coast, Sorrento offers exceptional views of the Bay of Naples and Mount Vesuvius.
Sorrento
UNESCO World Heritage Sites abound in Sorrento. Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4<sup>th</sup> century B.C. city of Herculaneum. Perhaps your choice will be a boat ride to Positano, the legendary home of the Sirens. Perched on a terrace on the spectacular Amalfi Coast, Sorrento offers exceptional views of the Bay of Naples and Mount Vesuvius.
Rome
In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history. A good place to begin is the Vatican, with its Sistine Chapel and St. Peter’s Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins—Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.
Portoferraio
Pine-scented forests and miles of sandy beach await your arrival on the tranquil island of Elba. Enjoy a glass of local Moscato with the fresh catch of the day before pondering your next move. Perhaps you’ll visit the nearby countryside with its small fishing villages and dramatic mountain passes. Or see the calming beauty of Tuscan Archipelago National Park, a UNESCO Biosphere Reserve. Or maybe you’ll decide to walk to the nearest beach and dip your toes into the warm Mediterranean.
Bastia
As the principal port of Corsica, Bastia has vibrant historical neighborhoods with narrow streets and alleys between ancient shuttered buildings of the 18<sup>th</sup> century. One of the main squares is the Place du Marche, home of a morning market and the impressive 16<sup>th</sup> century Saint-Jean-Baptiste church. On the other side of the harbor sits the substantial citadel, the beautiful gardens of Jardin Romieu and the once very-elegant houses of the Terra Nova district.
Calvi
The popular tourist spot of Calvi with its crescent-shaped bay and gorgeous beaches, is distinguished by a large medieval citadel that overlooks the marina. Built between the 13th to the 16th centuries, it is basically an entire small town enclosed by fortified walls but offering panoramic views of the harbor and the Corsican coast. Another must-see is the “Big Pink Church,” Orthodox-style L’Eglise Santa Maria and make time to take a walk along the Quai Landry esplanade, lined with interesting restaurants.
Mahon
What an entrance you will make as you cruise into one of the deepest natural harbors in the world. Picturesque Mahon is home to lovely white-sand beaches and delightful architecture, a gin distillery, and a dairy plant where delicious white cheese is made.
Palma de Mallorca
Mallorca is steep, green, and fringed with enticing coves and more than 200 lush beaches. But all that natural beauty is just the beginning. Stroll along the tree-shaded Paseo de Born in search of tapas. Shop for a Siurell; a traditional red, green, and white clay whistle dating back to the time of the Moors. Watch the street performers on the piazza around the church, or cross the island to beautiful Sóller. Not to be missed is the cultural landscape of the Serra de Tramuntana, a UNESCO World Heritage Site.
Barcelona
The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you’re greeted by the warm, welcoming smiles of the fashionable locals. Don’t miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky.
Select year & month:
Unavailable dates are greyed out
Available dates:
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.