Italy Fashion Experience
September 5-12, 2026
Rome, Florence, & Milan
Gucci, Prada, Versace, Armani, Valentino, Bottega...ready to discover the birthplace of Italian fashion?
Join us for an exclusive 7-day luxury journey through the birthplace of iconic brands, curated for fashion lovers
This isn’t a typical sightseeing trip, it’s a fashion lover’s immersion into Italy, a journey where every day balances luxury, creativity, history, and discovery.
From the moment you arrive, you step into a world where cobblestone streets become your runway, historic palaces whisper stories of artistry, and every boutique, atelier, and museum has been curated for those who truly appreciate the craft, heritage, and magic of fashion.
Imagine tracing the origins of legendary brands in Florence, witnessing artisans in Tuscany craft leather handbags with decades of expertise, and standing in awe beneath the spires of the Duomo.
Picture yourself:
Riding a Vespa through Rome’s bustling streets
Slipping into exclusive boutiques in fashion capital Milan where every piece tells a story
And sipping espresso in sun-drenched piazzas, soaking in the culture that inspires every stitch, silhouette, and accessory.
This journey is as much about learning and inspiration as it is about indulgence. Each day is meticulously designed to give you insider access to fashion’s most iconic cities and brands, while also leaving room for serendipitous discoveries, local adventures, and personal moments of style and reflection.
By the end of the week, you’ll not only carry home souvenirs and snapshots—you’ll carry a deeper understanding of Italian craftsmanship, a refined sense of style, and memories that blend fashion, luxury, and culture in ways only Italy can deliver.
This isn’t just a trip, it’s a celebration of the art of fashion, curated for those who live and breathe style.
This isn’t a typical sightseeing trip, it’s a fashion lover’s immersion into Italy. Every day is designed to balance luxury, creativity, history, and discovery:
Fashion & Heritage
Step inside iconic ateliers and fashion museums, including Gucci in Florence, and see where Italy’s most celebrated brands were born.
Visit Tuscan leather workshops, witnessing artisans craft handbags and shoes with unmatched skill.
Explore Milan’s fashion districts and Rome’s hidden boutiques, with insider guidance on trends, styling, and heritage.
Luxury & Lifestyle
Enjoy curated shopping experiences at flagship stores and hidden gems, from Florence to Milan.
Sip wine in sunlit piazzas, glide across Lake Como on a private boat, or indulge in gourmet meals that celebrate Italian culinary artistry.
Capture photo-worthy moments in every city—from cobblestone streets to iconic architecture.
Culture & History
Stand in awe at the Colosseum, Duomo, and historic squares.
Ride a Vespa through quaint neighborhoods, connecting with the cities like a local.
Explore the stories behind the streets, the brands, and the art that shaped Italy’s identity.
Takeaways You’ll Bring Home
A deeper understanding of Italian craftsmanship and brand heritage.
Insider knowledge of shopping districts and styling secrets.
Memories, stories, and experiences that blend fashion, culture, and luxury.
Inspiration to elevate your personal style and appreciation for design.
This is more than a trip, it’s an opportunity to experience Italy through the lens of fashion, luxury, and creativity, curated for those who truly appreciate the art of style.
Who This Trip Is For
✔Fashion lovers, trendsetters, and tastemakers ready to experience luxury firsthand.
✔Anyone curious about the heritage behind iconic Italian brands.
✔ Anyone craving an unforgettable, curated Italian escape
What’s included:
7 night hotel stay (check in Sept 5, check out Sept 12)
Welcome Gift Bag
Milan fashion district tour
Gucci & Armani museum entries
Trains in between cities
Leather accessory factory tour
Trevi fountain (before the crowds)
Private sightseeing tours in each city
Pasta making class
Vespa Tour
Welcome & Farewell Dinner
Dedicated on-site host and concierge support
Total: $3550 EARLY BIRD RATE
Flexible payment plans available through Affirm and Klarna through the link below. Very limited spots to keep the experience intimate and intentional.
Not Included:
Flights
Travel Insurance
Meals and excursions not mentioned on inclusions list
Souvenirs
Gratuities for tour guides and drivers
Secure Your Spot For The Experience Of A Lifetime
=
The Itinerary At-A-Glance
Detailed, day-by-day schedule will be sent to registered attendees
Day 1: Arrival in Rome + welcome dinner
Day 2: Colosseum + Vespa ride + Pasta making class
Day 3: Trevi Fountain + Spanish Steps + Via Del Corso (shopping district)
Day 4: Florence + Gucci Museum + walking tour
Day 5: Tuscany – leather factory tour
Day 6: Milan – fashion district + atelier visit
Day 7: Free day + farewell dinner
Day 8: Check-out
FAQs
-
Your hotel stay, tours, activities, and selected meals, and transportation to/from activities to ensure you have a stress-free experience. Specific inclusions are listed above.
-
Arrive at Rome Fiumicino Airport (FCO) no later than 4pm on September 5th, 2026
-
Yes! The itinerary is balanced between curated group experiences and spacious free time so you can explore and wander as your heart desires.
-
Yes it’s required. Life happens, and insurance will protect your investment in case of unexpected changes. We’ll recommend a few trusted options after you book.
-
There will be a moderate amount of walking involved. Comfortable shoes are a must, but nothing is overly strenuous.
-
If you're a U.S. passport holder, you currently do not need a visa for stays under 90 days in Europe. There is a new system called ETIAS (kind of like an entry authorization) that may go into effect in late 2026 (after the trip), but as of now, it’s not something to worry about. We’ll keep all guests updated if anything changes.
-
Yes! Our partners at Affirm and Klarna offer flexible payment plans so you can secure your spot now and pay over time.
-
Either or! The great thing about these group trips is that they’re a wonderful opportunity to connect with other like-minded travelers and make new friendships. 90% of our guests on past trips came solo and made new, lifelong friends there!
-
Please note that all purchases are non-refundable and non-transferable. Please try to make sure that you can attend the trip before booking it. We strongly recommend you purchase comprehensive cancel for any reason insurance (CFAR) within 10 days of your purchase. If you need to cancel your booking, you’ll be able to recover your investment from your insurance provider.
-
We do not provide airfare as part of our package. This allows our travelers the flexibility to choose their preferred airline, schedule, and seating preferences.
-
Flights, travel insurance, any applicable visas (Note: US citizens do NOT need a visa to visit Europe)
-
We will be seeing the best Rome, Milan, Florence have to offer during our time together
WE ❤️ REVIEWS
-
![]()
“This was an unforgettable experience. Thank you so much Brittany!”
Sibelis from New York
-
![]()
"I had such a wonderful time with some wonderful ladies!"
Rickie from South Carolina
-
![]()
"I had such a blast!"
Myah from Arizona
-
![]()
"This was a life changing experience!"
Keshia from Atlanta
-
![]()
“Thanks to Brittany for making this trip so very special for all of us”
Gigi, from Saudi Arabia
-
![]()
"This was an incredible trip thank you Brittany!"
Kaylae from New Jersey
Meet Your Host, Brittany Diego:
Entrepreneur and World Traveler
Hi, I’m Brittany!
Your host for this much needed escape to the South of France.
I planned this retreat because I know what it’s like to go, go, go until your body forces you to stop. As women, especially those of us who are ambitious and constantly pouring into others, we don’t always give ourselves permission to rest until we’ve reached the point of burnout. But the truth is: we don’t have to earn our rest. We are worthy of it just because. And we don’t need anyone’s permission.
I discovered this part of France on one of my solo trips and instantly fell in love. It’s nothing like the hustle of Paris-it’s luxurious and calm in a way that honestly caught me- a *Type A* Aries off guard.
As someone who’s always on 100, this place forced me to slow down… and I’m so glad it did. It reminded me that I don’t always have to be in work mode to be worthy of rest.
Now, I want to share that feeling with you. Whether you’re a fashion lover, poet, stylist, designer, a writer, or simply a woman craving a reset, this experience is a space for you to reconnect with your creativity, your intuition, and your joy without pressure or performance.
Every detail of this journey has been thoughtfully designed and curated by international fashion expert Brittany Diego.
From the ateliers to the museums, the luxury accommodations to the curated shopping stops, every element is handpicked to give you the perfect balance of fashion, culture, and indulgence.
You won’t need to stress about logistics, language barriers, or how to navigate Italy’s fashion capitals, all of that is taken care of for you. All you have to do is show up and enjoy yourself!