Milan Tours in Winter
Planning for a trip to Milan during Winter? We offer 80+ tour packages to Milan departing in Winter that have 1680+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Milan on your Winter holiday.
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10 Best Winter Tours in Milan
Join one of these handpicked Milan Winter tour packages, tailored to the season.
Travel from the shores of Venice to the ancient city of Rome on this 8-day guided tour of Italy. Begin your journey in Milan, where a festive feast complete with decadent Italian wines await you. In Venice, relax on a private boat as you pass by the iconic city to St Mark's Square, where you will see a gilded basilica anchoring the bustling piazza. Embark on a traditional gondola ride with your skilled Venetian gondolier, gliding along the canals while enjoying music. See the legendary Colosseum in Rome, then travel to the Vatican Museums, where a Local Expert will lead you through the papal art collection and to Michelangelo’s Sistine Chapel. Celebrate a fantastic trip over dinner in a local restaurant.
8 days
Embark on a captivating journey that takes you from the piazzas of Rome to the canals of Venice. Discover the rolling hills of the scenic Tuscan and Umbrian countryside. Explore medieval hill towns and visit Assisi, the birthplace of St. Francis. Spend time at a historic winery in the heart of the Chianti region and enjoy a chef-led cooking class with lunch. Discover the masterpieces of the Renaissance in Florence. See glass transformed into exquisite art on Murano Island. Linger in iconic Venice for 2 nights. Journey to the shores of glamorous Lake Como. Encounter a land rich in history, culture, art, and romance.
11 days
Set off from Rome on the 'Italy and Switzerland' tour, a 9-day sightseeing journey through Italy’s capital and beyond. With hotels, transportation, and meals all included, this guided group trip lets you discover the best of Italy in a relaxed, senior-friendly manner. The highlight of this tour is its cross-border perspective—offering a taste of Swiss culture alongside Italian classics, all without the challenges of a demanding itinerary. It’s an easy, enriching escape for those eager to broaden their horizons.
9 days
Discover the best of Milan and Rome on the 'Italian Holidays' tour, a 7-day city sightseeing trip thoughtfully designed for seniors. Enjoy the ease of included hotels, transportation, and meals as you explore these two vibrant cities. What makes this tour package unique is its concise yet rich itinerary, allowing seniors to experience Italy’s cultural highlights without overwhelming schedules or strenuous activity—making for a truly enjoyable holiday.
7 days
Italy’s finest cities await on the 'Treasures of Italy' tour, a 13-day sightseeing journey designed especially for seniors who appreciate comfort and culture. Starting and ending in Rome, you’ll travel through Florence, Milan, Siena, and more, enjoying curated experiences and rich history at every turn. All hotels, transportation, and meals are included, letting you focus on the scenery and stories. The true highlight of this trip is its comprehensive itinerary, offering seniors an easy-paced yet thorough exploration of Italy’s artistic and architectural masterpieces.
13 days
The perfect mix of group activities and all-important YOU time.Great expectations? You should have. This immense wintery adventure around Europe’s most enchanting cites and spellbinding landscapes is the REAL fairytale. Discover the legendary capitals of Paris, Rome, Berlin and Amsterdam. Mix in the myths of Eastern Europe. And sprinkle the snow-capped peaks of the Swiss AND Austrian Alps on top. This trip is pure magic. Trust us.
29 days
Experience the best of Italy and Switzerland on this eight-day city sightseeing tour, beginning and ending in Rome. The 'Italy and Switzerland ROT' package is designed for seniors seeking an easy-paced, immersive journey through two iconic European destinations.
Explore Rome’s ancient wonders before heading north to Switzerland’s pristine landscapes, with all accommodations, meals, and transport taken care of. Guided tours provide rich insights into the history and culture of each region, while comfortable hotels ensure restful nights after days of discovery.
The unique selling point? The effortless transition between Italy’s artistic treasures and Switzerland’s natural beauty, making this an ideal trip for those who value both culture and comfort.
8 days
Embark on the ultimate European adventure with the "Contrast of Europe end Paris" tour, a 26-day journey from Lisbon to Paris. Specially crafted for seniors, this city sightseeing trip covers Madrid, Zurich, Lisbon, and a host of other must-see destinations across nine countries. With accommodation, transport, and meals all taken care of, you’ll be free to enjoy each day’s discoveries at a relaxed pace. What sets this tour apart is its comprehensive itinerary, providing an in-depth experience of Europe’s diverse cultures within a single, easy-paced trip.
26 days
Italy’s timeless beauty unfolds on the Simply Italy tour, a 15-day journey designed for young adults seeking pure immersion in the country’s rich history and vibrant culture. Wander through Rome’s ancient streets, marvel at Florence’s Renaissance art, and glide along Venice’s romantic canals. Venture to Cinque Terre’s rugged coastlines, savor authentic pasta in the Amalfi Coast, and bask in the sun-drenched charms of Sorrento and Positano.
Every day blends historical discovery with irresistible cuisine and local color. This is the trip for those who crave the good life: art, architecture, food, and the Mediterranean spirit. With all logistics handled, your focus stays on soaking up la dolce vita at every turn.
What sets this tour apart is its all-encompassing itinerary—the best of Italy, from city icons to hidden coastal gems, in a single, unforgettable package.
15 days
Paris and Rome—two cities steeped in romance and history—await on the 'Joyful Treasures' tour. Over 11 days, you’ll move comfortably between France and Italy, enjoying the charms of both capitals with the support of expert guides and all-inclusive arrangements. Seniors will appreciate the relaxed sightseeing pace, curated hotel stays, and thoughtfully planned meals. The real appeal of this trip is the opportunity to savor iconic sights and local experiences without hurry, providing ample time to make meaningful memories in Europe’s most storied destinations.
11 days
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Top Milan Tour Activities for Winter
From city sightseeing tours to art and architecture and others, here are some popular tour activities in Milan with departures in Winter.
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Travel from the shores of Venice to the ancient city of Rome on this 8-day guided tour of Italy. Begin your journey in Milan, where a festive feast complete with decadent Italian wines await you. In Venice, relax on a private boat as you pass by the iconic city to St Mark's Square, where you will see a gilded basilica anchoring the bustling piazza. Embark on a traditional gondola ride with your skilled Venetian gondolier, gliding along the canals while enjoying music. See the legendary Colosseum in Rome, then travel to the Vatican Museums, where a Local Expert will lead you through the papal art collection and to Michelangelo’s Sistine Chapel. Celebrate a fantastic trip over dinner in a local restaurant.
8 days
The perfect mix of group activities and all-important YOU time.Great expectations? You should have. This immense wintery adventure around Europe’s most enchanting cites and spellbinding landscapes is the REAL fairytale. Discover the legendary capitals of Paris, Rome, Berlin and Amsterdam. Mix in the myths of Eastern Europe. And sprinkle the snow-capped peaks of the Swiss AND Austrian Alps on top. This trip is pure magic. Trust us.
29 days
Italy’s timeless beauty unfolds on the Simply Italy tour, a 15-day journey designed for young adults seeking pure immersion in the country’s rich history and vibrant culture. Wander through Rome’s ancient streets, marvel at Florence’s Renaissance art, and glide along Venice’s romantic canals. Venture to Cinque Terre’s rugged coastlines, savor authentic pasta in the Amalfi Coast, and bask in the sun-drenched charms of Sorrento and Positano.
Every day blends historical discovery with irresistible cuisine and local color. This is the trip for those who crave the good life: art, architecture, food, and the Mediterranean spirit. With all logistics handled, your focus stays on soaking up la dolce vita at every turn.
What sets this tour apart is its all-encompassing itinerary—the best of Italy, from city icons to hidden coastal gems, in a single, unforgettable package.
15 days
Savor every flavor of Italy with the "Italian Espresso" cultural tour—a 10-day journey for young adults who crave both the classics and the hidden gems. Starting and ending in Rome, you’ll wind through Venice’s canals, Florence’s Renaissance art, and the colorful villages of Cinque Terre. Along the way, indulge in antipasto, Chianti, and local trattorias, while exploring architectural marvels in Pisa, Verona, and Siena. The tour’s unique touch? A seamless blend of culinary delights and world-famous landmarks, all enjoyed with the comfort of included hotels, meals, and expert guidance.
10 days
Step aboard a European rail adventure like no other with Paris to Rome by Train. Over nine days, you’ll glide from the romance of Paris to the grandeur of Rome, with stops in Switzerland and the alluring streets of Venice. Tailored for young adults seeking both comfort and adventure, this city sightseeing trip is a feast for the senses.
Enjoy panoramic river cruises in Paris, indulge in fondue in Lausanne, sway on a gondola ride in Venice, and join walking food tours in Rome. With cozy hotel stays, included meals, and seamless train travel, you’ll have ample time to soak in each city’s unique beauty.
The key highlight? The freedom to explore Europe’s most enchanting cities at a relaxed pace, with all the logistics expertly handled—a tour package that lets you romance the rails and the continent in style.
9 days
Italy’s northern treasures shine brightest in the quieter months, and this 10-day low season tour invites you to discover them in comfort and style. Roam Rome’s ancient wonders, savor art and architecture in Florence and Venice, and indulge in the culinary delights of Parma and Tuscany. Explore hidden gems like Ferrara and Trento, then soak in the beauty of the Dolomites and the Italian Lake District. Ideal for seniors and experienced travelers, this tour’s unique value lies in its focus on off-peak travel—offering cultural depth, fewer crowds, and authentic flavors at every turn.
10 days
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Milan Winter Tour Types
Discover Milan Winter tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
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