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Arrive in style with your included airport transfer and settle into your hotel for a relaxing overnight stay—your Italian adventure begins here.
Accommodation at the Hotel Concorde, Milan, or similar
After breakfast, meet your driver and head to St. Moritz, where you’ll have some free time to explore this elegant alpine resort town. Then, board the Bernina Express for one of the world’s most breathtaking train journeys through the Swiss Alps. Enjoy spectacular views of alpine villages, dramatic tunnels, and soaring mountain peaks as you cross the Bernina Pass toward Tirano. Upon arrival, your driver will be waiting to transfer you back to Milan for the evening. Meals: B
Accommodation at the Hotel Concorde, Milan, or similar
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 Roman and medieval roots, and stroll along Corso Venezia. Walk through the Giardini Indro Montanelli, pass by the Galleria d’Arte Moderna, and continue along Viale Manzoni. From the outside, admire the iconic Teatro alla Scala and the magnificent Milan Cathedral (Duomo). The tour concludes at the Castello Sforzesco, a grand medieval fortress, followed by a relaxing aperitivo. Enjoy free time before returning to your hotel. Overnight stay in Milan. Meals: B
Accommodation at the Hotel Concorde, Milan, or similar
Depart for the charming lakeside town of Peschiera del Garda. Continue to Trento to admire the impressive Castello del Buon Consiglio and the Cathedral of Santa Maria Maggiore. After a leisurely lunch, travel along Italy’s oldest wine route to Caldaro, renowned for its scenic lake and fine wines. Arrive in Bolzano for an overnight stay. Meals: B
Accommodation at the Stadt Hotel, Bolzano, or similar
Travel to Merano, famed for its festive Christmas market and cultural charm. Explore the historic old town and enjoy free time for lunch. Continue to Vipiteno, a picturesque town with medieval architecture and Alpine character. In the afternoon, return to Bolzano to admire the Gothic Duomo and stroll along Via dei Portici, the vibrant heart of the city. The evening is at leisure. Overnight in Bolzano. Meals: B
Accommodation at the Stadt Hotel, Bolzano, or similar
Begin the day in Bressanone, a charming Eisack Valley town known for its 10th-century cathedral and unique Austrian-Italian character. Savor local wines and soak in the serene Alpine ambiance. Continue to Brunico, where colorful medieval streets and views from Kronplatz await. Later, visit the stunning Lake Braies—renowned for its emerald waters and dramatic Dolomite backdrop—or Lake Anterselva, a peaceful alpine gem, if Braies is inaccessible. End the day in Cortina d’Ampezzo with dinner at the hotel and an overnight stay amid the breathtaking Dolomites. Meals: B, D
Accommodation at the B&B Hotel Passo Tre Croci Cortina, Cortina, or similar
Start with breakfast at the hotel before setting out to explore the stunning landscapes surrounding Cortina d’Ampezzo. Take in sweeping views of the Dolomites and spot the iconic Tre Cime di Lavaredo. Continue to Lake Misurina, the region’s largest natural lake, followed by the emerald-hued waters of Lake Dobbiaco. Journey to the picturesque village of San Vito di Cadore, nestled between the majestic Mount Antelao and Mount Pelmo. Return to Cortina for leisure time, then enjoy dinner at the hotel and an overnight stay. Meals: B, D
Accommodation at the B&B Hotel Passo Tre Croci Cortina, Cortina, or similar
After breakfast, travel to Bassano del Grappa, a charming town nestled at the foot of the Venetian Prealps. Stroll through cobbled streets lined with medieval towers and Venetian palaces, and soak in the cultural blend shaped by centuries of Alpine tradition. Admire the iconic Ponte degli Alpini, designed by Andrea Palladio, offering postcard-worthy views over the Brenta River. Visit the Museo della Grappa to discover the origins of Italy’s renowned spirit, complete with a tasting experience. In the afternoon, continue to Milan for an overnight stay. Meals: B
Accommodation at the Hotel Concorde, Milan, or similar
After breakfast, transfer to the airport for your onward journey. Arrivederci! Meals: B