After a leisurely brunch at the waterfront Ristorante La Darsena, wander the promenade to admire the pastel façades of Piazza Cavour and the elegant gardens of Villa Olmo, then catch the regional train from Como San Giovanni to Tirano, where you'll board the legendary Bernina Express for the alpine adventure ahead.
Glide past turquoise alpine lakes as the train climbs the Bernina Pass, then step off at St. Moritz for a quick bite at the historic Badrutt's Palace Hotel before catching the swift Glacier Express to Zermatt. From the car-free mountain village, board the cogwheel line to the summit of Jungfraujoch, where you'll marvel at the icy expanse of the Aletsch Glacier and sip hot chocolate at the Sphinx Observatory before beginning your descent back to Como.
As twilight settles, glide aboard a historic paddle-steamer from Como Harbor for a shimmering sunset cruise across the lake, then delight in fresh lake fish and risotto at Ristorante Mistral in Cernobbio; finish the night with a ride on the Funicolare Como-Brunate up to Brunate, where panoramic views showcase the glittering waters and the illuminated silhouette of Villa del Balbianello across the horizon.