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Milan · Lake Como · Cortina

Italian Winter Escape

9Days
$6,750From, per person
3Destinations
ITLX-003Trip code
The Journey

Experience northern Italy in winter on this journey through Milan, Lake Como, and Cortina d’Ampezzo. Explore Milan’s Duomo, the Galleria Vittorio Emanuele II, and its famous Fashion Quarter, join a guided escape to Lake Como, then travel by private driver to Cortina for alpine luxury, a ski day, and relaxing days at your own pace.

Day by Day

Your Itinerary

  1. Milan: ArrivalDay1
    Day 1

    Milan: Arrival

    Your Italian adventure begins as you land in Milan Malpensa International Airport where you will meet your private transfer who will take you to your hotel in Milan’s City Center. We will request an early check-in for your room. In the event that your room is not ready you may store your luggage and explore your surroundings. Enjoy your day at your leisure and get on Italian time! As you enjoy a relaxing walk, visit the Cathedral of Milan and the iconic Galleria Vittorio Emanuele II, full of trendy cafés and shops. Wander throughout the boutiques of Italy’s most renowned fashion designers.

  2. Landmarks Private Walking TourDay2
    Day 2

    Landmarks Private Walking Tour

    Today, discover Milan’s most famous landmarks on a private walking tour with your guide.

    Overnight: Milan (4-star centrally located hotel or similar) with breakfast included

  3. Lake Como Half-day Guided TourDay3
    Day 3

    Lake Como Half-day Guided Tour

    Today, after breakfast, join your guide for a small group escape to Lake Como, just one hour from Milan by train. A perfect blend of culture, scenery, and elegance awaits. You will travel together to Como and upon arrival, enjoy a guided walking tour of the historic city center. Marvel at the magnificent white-marble Duomo, wander along the charming Via Vittorio Emanuele, admire the ancient medieval walls, and discover the Romanesque beauty of Sant’Abbondio Church. The true highlight of the tour is the breathtaking 600-year-old cathedral, a masterpiece of history and architecture. Como’s quaint streets are lined with boutiques offering regional products and artisanal treasures. Piazza Cavour, Via Plinio, and the lakefront promenade provide unforgettable views of the surrounding mountains and shimmering waters.

    Continue along the scenic lakeside promenade to Villa Olmo, where elegant gardens and panoramic views of Lake Como offer a peaceful moment to relax and reflect before your return.

    Overnight: Milan (4-star centrally located hotel or similar) with breakfast included

  4. Leisure DayDay4
    Day 4

    Leisure Day

    Today enjoy a relaxing day in Milan at your leisure! Explore Italy’s fashion capital and its several shopping areas. Start at the luxurious Fashion Quarter (Quadrilatero della Moda) and stroll Via Montenapoleone, admiring elegant window displays from Prada, Gucci, and Valentino, before turning onto Via della Spiga, with refined boutiques like Dolce & Gabbana and Bulgari. After a light espresso at a chic café, continue to Via Sant’Andrea and Via Manzoni to browse the latest from Chanel, Armani, and Bottega Veneta. Then explore the more budget-friendly Corso Buenos Aires, packed with over 350 stores including Zara, H&M, Nike, and Calzedonia. Enjoy the rest of your day at leisure.

    Overnight: Milan (4-star centrally located hotel or similar) with breakfast included

  5. Travel to Cortina by Private DriverDay5
    Day 5

    Travel to Cortina by Private Driver

    Today, avoid the somewhat cumbersome standard trip to Cortina (transfer, train, connection, transfer) by being picked up at your hotel by your private driver who will whisk you away to your hotel in Cortina (approx. 4h). We will request the same driver that will pick you up at the airport which is a professional driver our company has used for many years. Arrive in Cortina and settle into your hotel.

    Overnight: Cortina d’Ampezzo (5-star centrally located hotel or similar) with breakfast included

  6. Leisure DayDay6
    Day 6

    Leisure Day

    Today, enjoy a relaxing day at the bustling Cortina. Spend a leisurely day enjoying a stroll along Corso Italia with its boutiques, cafés, and artisan shops, or relax at a mountain café with stunning Dolomite views. Take a cable car up Faloria, Tofana, or Cinque Torri for breathtaking panoramas, explore scenic walking paths, visit local museums like the Museo d’Arte Moderna Mario Rimoldi, or unwind at a spa for a touch of alpine luxury.

    Overnight: Cortina d’Ampezzo (5-star centrally located hotel or similar) with breakfast included

  7. Ski DayDay7
    Day 7

    Ski Day

    Today, enjoy an exhilarating ski day at Super G Mountain, where powdery slopes and panoramic alpine views promise a day full of adventure. The mountain offers runs for every level, from gentle cruisers to challenging descents. Take in the crisp mountain air as you carve through perfectly groomed pistes, pause at a cozy mountain hut for a warm drink and local treats, and admire the stunning Dolomite scenery stretching in every direction. With a mix of thrilling skiing and breathtaking surroundings, a day on Super G Mountain is pure alpine excitement from first lift to last run.

    We will assist in purchasing your ski/lift pass as well as renting skis.

    Overnight: Cortina d’Ampezzo (5-star centrally located hotel or similar) with breakfast included

  8. Leisure DayDay8
    Day 8

    Leisure Day

    Enjoy your day at leisure!

    Overnight: Cortina d’Ampezzo (5-star centrally located hotel or similar) with breakfast included

  9. Buon Viaggio!Day9
    Day 9

    Buon Viaggio!

    This morning, head to the station to board your Express Motorcoach Transfer to Venice Airport. Sit back and relax as you make your way to Venice Marco Polo International Airport with plenty of time to board your flight home. Arrivederci!

    Customizable with optional upgrades, additional nights, etc…

    What’s Included:

    • 8 nights in 4-star & 5-star Hotels
    • Daily breakfast
Make It Yours

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