Welcome to Milan, Italy’s stylish gateway to the north. Upon arrival, you’ll be met and transferred to your hotel. The rest of the day is yours to relax or discover the city’s energy at your own pace. Wander beneath the Gothic spires of the Duomo di Milano, admire the grandeur of the Galleria Vittorio Emanuele II, or indulge in an aperitivo as locals do. The evening light glows over the rooftops, offering a first taste of northern Italy’s quiet sophistication. Overnight in Milan.

After breakfast, embark on a day of scenic wonder as you travel north to board the Bernina Express in Tirano. This world-famous train winds through breathtaking Alpine landscapes, crossing stone viaducts and glacier-fed valleys en route to St. Moritz. Snow-capped peaks glisten in the sunlight as you traverse the Bernina Pass, a UNESCO World Heritage route that blends engineering brilliance with natural beauty. After time for a stroll in St. Moritz, return to Milan, inspired by the grandeur of the Alps. Overnight in Milan. (B)

Begin your day with a guided walking tour through the cultural heart of Milan. Explore the Teatro alla Scala, Castello Sforzesco, and Piazza del Duomo, where history, fashion, and art coexist harmoniously. Continue to the elegant Galleria Vittorio Emanuele II, Italy’s oldest shopping arcade. Later, enjoy a local food experience, tasting authentic Milanese dishes such as saffron risotto or ossobuco, paired with a fine Lombard wine. The rest of the afternoon is free to shop or simply soak in the city’s cosmopolitan charm. Overnight in Milan. (B, L)

After breakfast, depart Milan for Peschiera del Garda, a town surrounded by the serene waters of Lake Garda. Enjoy time to wander its quaint streets or sip espresso along the waterfront. Continue north to Trento, known for its Renaissance architecture and stunning mountain backdrop. Visit the Castello del Buonconsiglio and admire the frescoed façades of Piazza Duomo. Travel along the Weinstrasse (Wine Route), passing vineyards and orchards that carpet the South Tyrolean hills. Stop in Kaltern, famed for its crisp white wines, before arriving in Bolzano for your overnight stay. (B)

After breakfast, explore the region’s Alpine gems. Visit Merano, a picturesque spa town embraced by mountains and gardens. Stroll its elegant promenades before continuing to Vipiteno, one of Italy’s most charming medieval towns. Its pastel façades and Gothic tower create a fairytale atmosphere. Return to Bolzano, where Alpine and Mediterranean cultures blend seamlessly. This evening, enjoy dinner on your own at one of the city’s cosy taverns. Overnight in Bolzano. (B)

Today’s journey is a panorama of mountain majesty. Begin in Bressanone, a baroque gem surrounded by vineyards, before continuing to Brunico in the Puster Valley, where medieval towers overlook lush meadows. Next, travel to the Dolomites, a UNESCO World Heritage Site, and visit the turquoise jewel of Lake Braies, one of Italy’s most photographed lakes. Stroll along its wooden pier or simply breathe in the crisp mountain air. Continue to Cortina d’Ampezzo, the “Queen of the Dolomites,” for an overnight stay surrounded by alpine splendour. (B, D)

After breakfast, enjoy a scenic drive through some of Italy’s most breathtaking alpine lakes. Visit Lake Misurina, reflecting the mighty Tre Cime di Lavaredo, then continue to Lake Dobbiaco, with its serene turquoise hues. Stop in San Vito di Cadore, a tranquil mountain village surrounded by dramatic peaks. Return to Cortina, where you’ll have time to explore boutique shops, sip mulled wine, or simply relax amid the Dolomite panorama. Overnight in Cortina. (B)

Depart Cortina and travel through Veneto’s rolling landscapes to Bassano del Grappa, where the wooden Ponte degli Alpini spans the Brenta River. Visit a local distillery for a grappa tasting, learning about the artistry behind this Italian spirit. Explore the historic centre with its frescoed façades, artisan boutiques, and Renaissance charm before returning to Milan. Enjoy your final evening reminiscing over a farewell dinner or a moonlit walk through the city. Overnight in Milan. (B, D)

After breakfast, transfer to the airport for your onward journey. Carry home the unforgettable images of soaring peaks, alpine lakes, and Italy’s northern soul a journey that lingers long after it ends. (B)