Day 1 | Milan

Welcome to Milan! Meet our driver at Milan Airport and enjoy a private transfer to your hotel. Day at your disposal. Overnight.

Day 2 | Milan - Bernina Express - Milan

After breakfast, meet your driver and travel to St. Moritz for some free time. Then, board the Bernina Express and enjoy one of the world’s most scenic train rides through the Swiss Alps. Marvel at alpine villages, tunnels, and breathtaking mountain views as you cross the Bernina Pass toward Tirano. Upon arrival, your driver will be waiting to take you back to Milan for the evening to spend as you please after an incredible train experience. (B)

Day 3 | Milan

After breakfast, enjoy some free time to explore Milan at your own pace. In the afternoon, meet your local guide for a three-hour walking tour through the heart of the city. Begin at Porta Venezia, a historic gate with medieval and Roman origins, and continue to Corso Venezia. Walk through the Giardini Indro Montanelli, pass by the Galleria d’Arte Moderna and continue along Viale Manzoni. From the outside, see the iconic Teatro alla Scala and admire the majestic façade of the Milan Cathedral (Duomo).

The tour ends at Castello Sforzesco, a medieval fortress, followed by a relaxing and delicious aperitivo experience. Free time before returning to your hotel. Overnight stay in Milan. (B)

Day 4 | Milan - Peschiera del Garda - Trento - Kaltern an der Weinstraße - Bolzano

After breakfast, we depart and head towards Peschiera del Garda, a charming town located on the southern shore of Lake Garda. Next, we stop in Trento, where we’ll admire the impressive Castello del Buon Consiglio and the Santa Maria Maggiore Cathedral.

After a leisurely lunch (on your own), we continue along Italy’s oldest wine route, reaching Caldaro (Kaltern), known for its beautiful lake and wine. The day ends with our arrival in Bolzano. Overnight. (B)

Day 5 | Bolzano - Merano - Vipiteno - Bolzano

After breakfast, we travel to Merano, known for its Christmas market and rich cultural heritage. We’ll explore the old town and you’ll have free time to enjoy lunch. Next, we visit Vipiteno, a picturesque town with medieval architecture and Alpine charm. Stroll through its streets, enjoy local cuisine, and shop for souvenirs.

In the afternoon, we head to Bolzano to admire the Gothic-style Duomo and Via dei Portici, the heart of the city. Bolzano combines Alpine and Mediterranean influences, making it a must-visit destination. The evening is free for personal exploration or relaxation. Overnight in Bolzano. (B)

Day 6 | Bolzano - Bressanone-Brunico - Lake Braies or Anterselva - Cortina

Today, we start with a visit to Bressanone, a charming town in the Eisack Valley, known for its 10th-century medieval cathedral and Austrian-Italian blend. Enjoy local wines (on your own) and the serene Alpine atmosphere. Then, we head to Brunico, with its colorful medieval streets and panoramic views from Kronplatz mountain.

Afterward, we visit the stunning Lake of Braies, surrounded by towering Dolomite peaks, or Lake Anterselva if Braies is inaccessible due to weather or other factors. Both offer tranquil beauty and photo opportunities. Finally, we conclude the day in Cortina for dinner at the hotel and an overnight stay, surrounded by the breathtaking Dolomites. (B,D)

Day 7 | Cortina - Lake Misurina - Lake Dobbiaco - San Vito di Cadore - Cortina

Begin your day with a hearty breakfast at the hotel and get ready to explore the stunning surroundings of Cortina d’Ampezzo. Enjoy panoramic views of the Dolomite Mountains and spot the iconic Tre Cime di Lavaredo. Continue to Lake Misurina, the largest natural lake in the region, offering mesmerizing mountain views. Then, visit Lake Dobbiaco with its unique emerald-colored waters.

Drive to San Vito di Cadore, a charming village surrounded by UNESCO-listed mountains, Mount Antelao and Mount Pelmo. Afterward, return to Cortina for free time, relax, and enjoy dinner at the hotel before an overnight stay. (B,D)

Day 8 | Cortina - Bassano del Grappa - Milan

After breakfast, reach Bassano del Grappa, a charming town at the foot of the Venetian Prealps, known for its rich history and timeless charm. Walk its cobbled streets to see medieval towers, elegant Venetian palaces, and mountain traditions shaped by centuries of culture. Don’t miss the iconic Ponte degli Alpini, designed by Andrea Palladio, crossing the Brenta River with postcard views.

Visit the Museo della Grappa to explore Italy’s famous distillate origins. The experience includes a tasting session, offering insight into local craftsmanship. After Bassano, head to Milan. Overnight in Milan. (B)

Day 9 | Milan

Breakfast at the hotel and then a transfer to Milan airport for your flight home. (B)