DAY 1 – MILAN
Arrive in Milan and head to the hotel, where you’ll meet your Travel Director and the small group joining you on this journey. Then step into the city’s story with a local historian, standing before the marble sweep of the Duomo, the iconic halls of La Scala and the glass-covered elegance of the Galleria Vittorio Emanuele II. As evening settles, come together over dinner at a local restaurant, the perfect setting to connect with your fellow travellers.
Experience: Milan walking tour with a local historian.
Meals: Dinner
Accommodation: Duo Milan Porta Nuova
DAY 2 – TRENTO
Cross the plains of Lombardy to Verona, known for its Roman heritage and literary ties. Explore a network of elegant squares and see the well-preserved Roman Arena, still used for opera. Next, your Travel Director will lead you on a guided walk to Dante’s statue and the Scala family tombs or follow a Shakespeare-focused route linked to the story of Romeo and Juliet. Travel onwards to Trento, a northern city appreciated for its strong local character.
Meals: Breakfast
Accommodation: NH Trento
DAY 3 – CORTINA D’AMPEZZO (Dolomites)
Follow the Adige River north into the magnificent mountains and distinctive limestone peaks of the Dolomites. Arrive in Bolzano, where Italian and Austrian cultures meet, and visit the South Tyrol Museum of Archaeology to see Ötzi the Iceman, the remarkably preserved mummy discovered in the Ötztal Alps. Continue along the scenic route to Cortina d’Ampezzo, Italy’s exclusive ski resort and a beautiful alpine haven in summer.
Experience: Visit the South Tyrol Museum of Archaeology.
Meals: Breakfast, Dinner
Accommodation: Hotel de la Poste

DAY 4 – CORTINA D’AMPEZZO (Dolomites)
Spend the day at leisure in Cortina d’Ampezzo, long regarded as a fashionable alpine playground for the rich and famous. You can stroll along the pedestrianised Corso Italia, lined with shops and cafes, and spot the distinctive green-and-white bell tower of the parish church. Why not ascend to the summit of one of the nearby peaks for magnificent panoramic views of the Dolomites?
Meals: Breakfast
Accommodation: Hotel de la Poste
DAY 5 – VENICE
Today, you’ll travel through more Dolomite scenery with your small group to one of Italy’s notable wine regions. The vineyards around Conegliano Veneto sit between Alpine shelter and warmer Adriatic air, creating conditions well suited to prosecco production. Stop in Conegliano to gain close access to the winemaking process and note how it differs from Champagne. Taste the crisp, aromatic style before continuing to Venice, the island city known as the Queen of the Adriatic.
Meals: Breakfast
Accommodation: Eurostar Residenza Cannaregio
