The Perfect 7 Night Itinerary to the Dolomites from Milan

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Advisor - Caitlyn Johnston
Curated By

Caitlyn Johnston

  • Milan

  • Venice

  • Italy

  • Europe

  • Food & Wine

  • Luxury Travel

  • Arts & Culture

  • Local Food

  • Sightseeing

  • Outdoors

An old styled church at dusk
Curator’s statement

Italy is a fantastic destination for families, couples, and groups to enjoy. Start in Venice for a stay like no other city in the world. Then ski or hike in the Dolomite mountain range for some of the most amazing views in all of Italy. Finish your trip in Milan with some of the best shopping in the world!

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Day 1: Arrive in Milan

Galleria Milan

Arrive in Milan in the morning and take a private car or train to Venice. Ride in a water taxi to your hotel and take a tour of the city. Climb to the top of Champanile di San Marco for a fantastic view of the city. Go for an early dinner at Zanze XVI.

Day 2: Venetian Waterway Adventure

A person looking at sunset on a body of water.

Hop on a water taxi to take a tour of the Murano Glass Tour museum. Visit San Giorgio Maggiore Island after your tour. Once back in Venice, visit the Rialto Bridge and grab a coffee or cocktail at Caffe Florian. Visit Basilica di Santa Maria Della Salute and climb the dome for another fantastic view of the city. Check out El Magazen for dinner before heading back to your hotel.

Day 3: Cortina Retreat Day

Outdoor sitting of a restaurant on a street.

Grab a coffee and breakfast at Caffe Lavena before hopping in a water taxi and private car over to your hotel in Cortina. Check into your hotel and explore the area. Next, pay a visit Il Vizietto for a delicious dinner.

Day 4: Mountain Adventure

Pink flowers in front of a lake with white boats on blue water in Lake Como, Italy.

Spend three or four days (depending on your timeline) hiking or skiing throughout the mountains. In the evening you can find dinner at a few different restaurants in downtown Cortina including Ristorante Ariston, Sanbrite, Tivoli, Alajmo, Baita Fraina, or Ra Stua.

Day 5: Milanese Exploration

Duomo di Milano, Milan, Italy

Take private transportation to your hotel in Milan. Explore and shop the streets of Milan while admiring all of the architecture and fashion in the city. Go on a tour of the Last Supper and the Duomo before heading to dinner at Paper Moon.

Advisor - Caitlyn Johnston

Travel Advisor

Caitlyn Johnston

Get in touch with Caitlyn

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For more travel tips, check out Fora Advisor Scott Ritter’s guide, Best Places to Visit in Northern Italy. This itinerary is part of our ongoing series on travel to Italy.