Milan Dress-Up Season: Top Styles and Where to Wear Them

Craving a taste of runway life? The new nine-night, 10-day Italy in Vogue tour from luxury travel specialist Zicasso Handcrafted Travel offers an immersive fashion-focused experience across Italy. The itinerary is fully customizable, but scheduling your trip to coincide with Milan Fashion Week (for example, Feb. 21–27 or Sept. 19–25 in select years) unlocks special privileges typically reserved for VIP guests.

Guests can expect exclusive, behind-the-scenes access to Italy’s top luxury houses and cultural institutions. Highlights tied to official shows may include a private Bulgari workshop with the opportunity to view rare pieces from the collection, and a perfumery master class that ends with a personalized bottle to take home. The program also features a private after-hours tour of the Rolex laboratory, a visit to the Italian Institute of Fashion, and a curated shopping expedition at The Mall in Tuscany, a destination for Italian and international luxury brands. Evenings include standout cultural experiences such as an opera performance at the Teatro dell’Opera di Roma.

The tour blends fashion, history and luxury hospitality. In Florence, guests attend a private VIP fashion show and enjoy aperitifs at the Ferragamo Boutique, followed by an overnight stay at a private villa in the Tuscan hills once owned by the Ferragamo family. The itinerary includes a visit to the Armani Silos galleries to explore archives and past collections, plus a guided shopping walk led by a professional English-speaking fashion shopper to navigate couture houses and boutique ateliers.

Throughout the trip, nine privately guided visits provide tailored access to renowned labels such as Bulgari, Armani, Fendi, Prada and Ferragamo. Accommodations are in premier rooms with breakfast included, and private transfers are provided in Mercedes vehicles. Practical amenities are included as well: participants receive a mobile phone and Italian SIM card with 4G service for use during the tour, along with entrance tickets to museums and other attractions specified in the itinerary.

Pricing begins at $9,899 per person, based on double occupancy and excluding international airfare. The price reflects the curated private experiences, exclusive access, luxury lodging and private transportation that define this fashion-focused Italian journey.