

11-night Lake Como & Adriatic Romance Cruise/Land Package
Aboard
Wind Surf
From
Milan, Italy
4 Sailings
May 10 - Sep 16, 2026
Published prices from
$8,147
per person*
taxes & fees included
Milan is Italy’s fashion-forward metropolis where historic elegance meets modern sophistication and creative energy.

4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau




Aboard
Wind Surf
From
Milan, Italy
4 Sailings
May 10 - Sep 16, 2026
Published prices from
per person*
taxes & fees included


Aboard
Wind Surf
From
Milan, Italy
1 Sailing
Oct 12, 2026
Published prices from
per person*
taxes & fees included

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Overview
Known as the country’s style capital, Milan impresses with its chic boutiques, glamorous design scene, and effortlessly cool vibe. The city is home to high-end fashion houses, sleek architecture, and iconic landmarks like the awe-inspiring Duomo di Milano and the glass-covered Galleria Vittorio Emanuele II. Walking through the center feels like stepping into a perfect blend of past and present.
Beyond the designer storefronts, Milan is a cultural powerhouse. You can explore world-class museums, view Da Vinci’s The Last Supper, and enjoy a rich calendar of theater, opera, and exhibitions. The city’s many neighborhoods offer a mix of classic charm and trendy edge—from the bohemian canals of Navigli to the buzz of Brera’s art galleries and cafés.
Food in Milan is just as refined as its fashion. From aperitivo hours to risotto alla Milanese, the city’s culinary scene is both sophisticated and comforting. Whether you’re here to shop, sightsee, or simply soak in the style, Milan welcomes you with a modern pulse and timeless charm.

No visit to Milan is complete without seeing the iconic Duomo di Milano, the city’s stunning Gothic cathedral. This architectural masterpiece took nearly six centuries to complete and is one of the largest cathedrals in the world. Climb to the rooftop for breathtaking views of the city and a closer look at the intricate spires and statues.
Tip: Purchase your tickets online in advance to skip the lines. Wear comfortable shoes for the climb to the rooftop.

Next, head to the Santa Maria delle Grazie convent to see Leonardo da Vinci’s renowned mural, The Last Supper. This masterpiece is a must-see for art lovers and history enthusiasts alike. The painting depicts the moment Jesus announced that one of his disciples would betray him.
Tip: Book your tickets well in advance, as access to view The Last Supper is limited and highly sought after. Guided tours can provide insightful context about the artwork.

Take a leisurely stroll through the Galleria Vittorio Emanuele II, one of the world’s oldest shopping malls. This elegant 19th-century arcade is home to high-end boutiques, cafés, and restaurants. The stunning glass dome and mosaic floors make it a visual delight.
Tip: Treat yourself to a coffee at one of the historic cafés and take in the atmosphere. Don’t forget to spin on the bull mosaic for good luck!

Visit the Sforza Castle, a historical fortress that now houses several museums and art collections. The castle’s courtyards and grounds are perfect for a leisurely stroll. Inside, you can find works by Michelangelo, Leonardo da Vinci, and other Renaissance artists.
Tip: Allocate some time to explore the museums within the castle. The grounds are also a great spot for a picnic if the weather is nice.

Head to the Brera District, known for its bohemian vibe, art galleries, and charming streets. The Pinacoteca di Brera, an art gallery with an impressive collection of Italian Renaissance art, is a highlight. The district is also home to quaint cafés, boutique shops, and the beautiful Brera Botanical Garden.
Tip: Spend some time wandering the streets and soaking in the artistic atmosphere. The Brera Botanical Garden is a hidden gem worth visiting.

No trip to Italy is complete without indulging in some delicious gelato. Stop by La Gelateria della Musica for some of the best gelato in Milan. With a wide variety of flavors inspired by music, this gelateria offers a treat for your taste buds.
Tip: Try the pistachio and dark chocolate flavors—both are crowd favorites. Enjoy your gelato while strolling along the picturesque Navigli canals.

End your day with a relaxing visit to Parco Sempione, a large public park located next to Sforza Castle. The park features beautiful gardens, walking paths, and a picturesque pond. It’s a great place to unwind and enjoy the natural beauty of Milan.
Tip: Bring a blanket and have a picnic in the park. The nearby Arco della Pace (Arch of Peace) is also worth a visit.