From $5,581 per person
15 days
Ships: Wind Surf, Star Legend
Day-by-day description of your cruise and cruise activities.
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.
Palamos
Palamos is famous for the locally caught prawns found in the beautiful bay it sits beside, also known for the excellent swimming, surfing, snorkeling and windsurfing there. Here is the place to try fresh local Catalan cuisine. Two great highlights near Palamos are the Dali Museum, located in his home town of Figueres, and the UNESCO city of Girona, with its medieval architecture, walled Old Quarter and the Roman remains of Forca Vella Fortress.
Sanary-sur-Mer
France’s sunniest city, located on the French Riviera, was originally a small fishing village and still is adorned by a large collection of traditional wooden fishing boats. This is the home of a group of local artisan fisherman who sell their catch daily on the pier and where Jacques Cousteau had a residence, the Villa Baobab.
Monte Carlo
Glide into port in one of Europe’s most exclusive harbors. Mingle with other privileged yachtsmen or step ashore and start walking. The glittering Grand Casino, legendary for its exotic setting on screen and off, is a must see, as is the royal family’s palace and the tomb of Philadelphia-born Princess Grace in the Cathedral.
Cannes
Spend a day wandering among the rich and famous in the chic epicenter of the French Riviera — a world of exclusive boutiques, palm-fringed boulevards, sun-drenched beaches, and elegant sidewalk cafés. Be sure to visit the Avenue of the Stars, where you can place your hands in the prints of international celebrities. An optional escorted walking tour guides you through the best of this extraordinary and stylish city.
Portofino
With its golden ochre and terracotta buildings, designer shops, and chic cafés, Portofino represents the height of Italian artistry and sophistication. Sip a cappuccino along the fabled marina or enjoy a day of shopping in one of the town’s tempting little boutiques. As you look out over the harbor from the famous Hotel Splendido, it’s hard not to admire the sleek, streamlined beauty of your Windstar ship.
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.
Porto Ercole
One of Italy’s best secrets and the gateway to Tuscany is charming Porto Ercole with its spectacular sunsets and lovely beaches with amazing snorkeling and diving spots. It is highly encouraged that you find Pizza Grano for an unforgettable slice of pizza and take a stroll on the seaside promenade full of restaurants, artisan shops and fresh seafood.
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.
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.
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.
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.
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.
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.
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Wind Surf is the crown jewel of Windstar’s fleet—a majestic five-masted sailing yacht that delivers the romance of classic seafaring paired with the elegance and comfort of a modern small ship. As the largest vessel in Windstar’s collection, Wind Surf carries just 342 guests, preserving the line’s commitment to intimacy while offering generous space, upscale amenities, and a truly immersive style of travel.
Originally built in 1990 and acquired by Windstar in 1998, Wind Surf has undergone a series of thoughtful refurbishments that honor her graceful nautical lines while updating the interiors and onboard offerings to reflect a contemporary, boutique-luxury standard. Her soaring sails—automated yet fully functional—allow guests to experience the beauty of wind-powered cruising, often sailing into port with a sense of drama and authenticity no larger ship can replicate.
The ship features 154 ocean-view accommodations, including 31 suites and two deluxe Bridge Suites. Each stateroom is designed with timeless materials and a calm, coastal-inspired aesthetic. Marble bathrooms, L’Occitane amenities, premium linens, and well-appointed sitting areas provide comfort and functionality, while the larger suites offer expanded living space and additional privileges, including preferred dining reservations and personalized service.
Dining aboard Wind Surf is a sophisticated yet unpretentious affair, with multiple restaurants that celebrate culinary variety and regional inspiration. Amphora, the main dining venue, offers a nightly menu of gourmet dishes in an elegant, open-seating setting. Stella Bistro showcases refined French cuisine with modern flair, while Candles transforms the deck into a romantic, open-air grill under the stars. The Veranda is a casual breakfast and lunch spot overlooking the sea, and the Yacht Club Café offers light bites, specialty coffees, and ocean views throughout the day.
The onboard experience is as much about rejuvenation as it is exploration. Guests can unwind in the full-service World Spa by Windstar, exercise in the fitness center, or enjoy a swim in the pool followed by a soak in one of several hot tubs. A signature feature of the yacht is its watersports platform, which opens directly onto the sea and provides complimentary access to paddle boards, kayaks, snorkel gear, and more when anchored in select locations.
Wind Surf sails to some of the world’s most enchanting coastal regions, including the Mediterranean, the Caribbean, and Northern Europe. Her size allows her to slip into smaller ports and scenic harbors inaccessible to larger cruise ships, enabling more meaningful encounters with local culture, history, and natural beauty.
Elegant yet relaxed, polished but never pretentious, Wind Surf is designed for travelers who appreciate the thrill of the open sail, the comfort of spacious suites, and the rewards of authentic, unhurried discovery. She is not just a ship, but a sailing experience reimagined for the modern world.
Reach out to our travel concierges today to create your perfect journey.