Milan Fashion & Lifestyle for Gentlemen

Milan Fashion & Lifestyle for Gentlemen
NOVEMBER 4 TO 8, 2026
Overview

Milan is one of the world’s essential destinations for discerning gentlemen with an appreciation for style, craftsmanship, and Italian excellence.
Now imagine experiencing the city alongside a native Italian fashion consultant who offers insider access to Milan’s most prestigious fashion districts, historic fashion houses, and exclusive stores and show-rooms. Few experiences compare to this—an immersion into the heart of Italian menswear and refined style.

Over the course of several days, you will explore areas seldom experienced by American travelers. Walk through the legendary Quadrilatero d’Oro, home to iconic Italian luxury brands such as Armani, Versace, Dolce & Gabbana, and Prada. Discover the relaxed sophistication of the Brera district, known for its master tailors, ateliers, and artisanal stores and show-rooms, and enjoy an exclusive private tailoring experience at Sartoria Milano with the Battista brothers.

Throughout the journey, you will be guided by the knowledgeable and personable duo of Rosa Agliata, professional style curator and Italian native, and Giovanna Chiti, Milan native and owner of Discover my Italy. Giovanna and her team are also available to arrange pre- or post-tour extensions, allowing you to further explore Milan or other regions of Italy.

Rosa Agliata is an Italian personal style curator with over a decade of experience helping clients refine their personal image through private consultations, personal shopping, and wardrobe refinement. Her expertise lies in enhancing confidence, authenticity, and individuality—translating personal style into a polished, timeless wardrobe.

Highlights
  • Benvenuto Reception with Milanese flair at a special private residence
  • Fashion tours of Milan’s most iconic shopping districts, from the refined stores of the elegant Quadrilatero d’oro “the golden rectangle” to the artistic, bohemian atmosphere of Brera
  • Custom Tailoring Experience: Exclusive, by-appointment tailoring at Sartoria Milano with the Fratelli Battista, combining tradition, precision, and modern technology
  • Group and independent shopping time (and more shopping time!) both before and after each district tour with style curator, Rosa Agliata who will take you to many of her favorite places as well as pre-selected distinctive stores and show-rooms to visit
  • Available for art lovers during free time is Milan’s brilliant Pinacoteca di Brera museum featuring Italian Renaissance masters Raphael, Bellini, Bramantino and Piero della Francesca
  • Superb dinners at some of Giovanna’s favorite places

Milan Fashion & Lifestyle for Gentlemen

Itinerary and pricing

 

Tour Price includes:
  • Hotel accommodation for 4 nights in a 4-star hotel
  • The service of your host, Giovanna Chiti, founder of Discover my Italy
  • The service of your Personal Style Curator, Rosa Agliata
  • All taxes
  • Gratuities at restaurants
Meals as Follows:
  • Welcome reception
  • Dinner at local restaurant
  • Farewell dinner

Tour Price based on double occupancy
Payable with credit card (Mastercard or Visa)

5 Days/4 Nights Milan

Price per person: 

$ 4,725

Single Supplement:

+$ 750

This tour requires a minimum of 5 participants to proceed, ensuring the best group experience for all travelers.

All aspects of the tour will be coordinated by Giovanna Chiti of Discover my Italy

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Contact information

Data Controller

Discover My Italy
2213 Locust St.,Philadelphia, PA 19103
Giovanna’s contact:
(+1) 215 460 7436

Owner's email address: giovanna@discovermyitaly.com