Gucci, Prada, Versace, Armani, Valentino, Bottega...ready to explore where they all began? Listen, Italy might be small, but its fashion game is HUGE, and this trip is all about diving deep into its legendary scene. Think Milan's trendsetting vibes and designer boutiques, plus Florence’s next-level craftsmanship and luxe leather goods.

Are you ready to immerse yourself in the heart of luxury as we explore designer ateliers and luxury fashion houses, learn about fashion history, enjoy VIP access to fashion museums? This is THE trip for anyone obsessed with all things style and ready to explore and get inspired by where it all began. Get ready to live la dolce vita, fashionista-style.

Introducing The Italian Fashion Experience

💎 August 24th-31st, 2025 💎

This transformational retreat is hosted by Forbes 30 Under 30 celebrity stylist Brittany Diego.

No flakey group chats over here! If you’re a lover of all thing style and fashion and want to make more like-minded friends, then mark your calendars for this experience happening from August 24th-31st, 2025.

We’ve curated the perfect itinerary for an unforgettable trip, you don’t have to lift a finger.

All you have to do is show up in your cutest fits and enjoy yourself!

With only 20 spots up for grabs, seize the moment and apply now for an unforgettable experience.

>> Scroll down for the itinerary<<

ITINERARY

DAY 1

Welcome to Italia! Today is the day for arrivals and check-ins at your breathtaking Rome hotel. Once everyone’s settled, you’ll get to meet all the fashionistas at our Meet & Greet dinner ; we always want to make sure each person feels welcomed, and enjoys their first night in a new country.

DAY 2

Did you even go to Rome if you didn’t get a pic at the Trevi fountain? Didn’t think so. Today is the day you step into your Lizzie McGuire era (#iykyk) where we’ll explore the eternal city and all its iconic sites on a private sightseeing tour including the Spanish Steps. And of course, the luxury shopping areas—after all, fashion is the reason we are here! Afterwards, we’ve arranged for a fun pasta making class, you can’t leave Italy without it. I mean, when in Rome right?

DAY 3

In the morning, you will say “arrivederci” to Rome—and sit back and relax while we take the speed train to Milan. Once you check into your Milan hotel, settle in before we head to the Giorgio Armani museum for a deep dive into this iconic designer’s fashion archives.

Milan is a buzzing city with electric energy and no shortage of things to do. After our private tour, you may choose to hang out with your new friends or rest up before our packed next day. We always provide a “Know Before You Go Guide” with recs of places to go and things to do on your free time, to make the most of your time.

DAY 4

We start early in the morning! The day starts with us meeting up at the Duomo for some iconic views, then stroll through the famous Galleria that leads us into one of Milan’s most exclusive fashion districts. Every luxury brand is in this area, but first we will soak up fashion history knowledge as you explore one of the world’s most important centres of fashion: Milan's Quadrilatero della Moda.

You already have an idea of how big of an influence Italy has on the fashion industry (Versace, Prada, Dolce & Gabbana, Gucci, Bottega, Valentino, Loro Piana.. should we go on?). You will learn exactly how Italy plays a part in moving the needle of fashion as a whole and learn all about Milan's fashion history during a specially curated tour for our group. Afterwards, the rest of the day free to explore Italy’s fashion capital and if your heart desires, do some shopping. Whether your vibe is high-end luxury or vintage thrifting we have some recs for you!

DAY 5

Time to move on to our next city- Florence- or as the locals call in: Firenze. It’s just a quick train ride from Milan. Once you arrive, get your fashion fix at the Gucci Museum to learn more about the iconic fashion house in the very city the brand started. The museum is located upstairs from the Gucci store itself so feel free to treat yourself…or you can visit the secret Gucci outlet that is only in Florence…but shhhh you didn’t hear it from me.

DAY 6

One thing you will learn during our Fashion History Tour is what area of the fashion industry each Italian region dominates in and leather is where Florence takes the cake! After exploring the craftsmanship on a leather factory, tour, you will participate in a leather-accessory making class while learning about the traditional Florentine techniques that have influenced fashion.

DAY 7

Enjoy the final morning in beautiful Florence. It’s never the right time to say goodbye…but like most good things, our fashion adventure comes to an end with taking the 1hr train ride back to Rome where we’ll have dinner together for the final night. We’ll say our goodbyes, share favorite trip memories, and dine together as one big fashion family.  We like to do our final dinners big, so prepare to eat GOOD. The best thing about this goodbye is that it won’t last forever.

day 8

Time to check out of your Rome hotel! Although we’ve taken the time to say goodbye, we only hope that you’ll leave feeling like you’ve experienced the trip of a lifetime. We couldn’t wait to have this fashion experience with you and will be overjoyed seeing it come to life and close on the best note possible. Until next time, xo.

FAQS

Q: What is included in my ticket?

YOUR TICKET INCLUDES: 

➖ Luxury Hotel Accommodations in each city (double occupancy room shared with a fellow attendee. Limited private rooms available at an additional fee, more details below)

➖Welcome Dinner

➖Train rides between Florence, Milan and Rome

➖Giorgio Armani and Gucci Museum Entries

➖Tours of iconic Paris, Milan, and London sites and landmarks

➖Pasta making class

➖Farewell dinner

➖All tours & related entry fees

Q: What is NOT included in my ticket?

- Travel Visas. Attendees are responsible for ensuring that they have the proper travel documents and MUST CHECK with the respective consulate(s) or visa agency to determine whether any visas or passports are required. Check visa requirements here
- Flights
- Travel insurance

-Hotel incidentals

PS. Make sure your passport does not expire within 6 months of September 2025.

Q: What is the Italian Fashion Experience registration cost?

The price for this experience is $3550. There are Klarna and Affirm payment plan options available at checkout. Full balance is due 30 days before the trip starts.

Q: Is there a payment plan?

Yes there are Klarna and Affirm payment plan options available at checkout. If you do not qualify for Affirm, contact us at hello@fashionmentor.co for our in-house payment plan option.

Q: What is your refund policy?

We understand life happens however please note there is a no refund policy. 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. 

Q: I’m interested but don’t feel comfortable sharing space with another person, are there private room options?

There are limited private rooms available at an additional fee. Please email hello@fashionmentor.co to inquire.

Q: When/where will this event be held?

This Italian Fashion Experience will be held from August 24th-31st, 2025 in the Italian cities:

• Rome

• Milan

• Florence
  

Q: Are flights included?

No, you are responsible for your flight to and from Rome. However, your hotels stay is included with your ticket. Hotel accommodations are shared within a shared room with another attendee who you will be carefully matched with using our compatibly process. You will be able to connect with other attendees before the trip starts.

Q: Which Airport should I fly into?

Rome Fiumicino Airport (FCO) it also known as the Leonardo da Vinci Rome Fiumicino Airport.

Q: What flight schedule do you suggest?

Arrivals: We suggest arrival at Rome Fiumicino Airport (FCO) no later than 4pm, so that you will have time to settle in and attend our Meet and Greet dinner. 

Departures: We suggest that you plan to depart from Rome Fiumicino Airport (FCO) the morning or afternoon of August 31st, 2025, as hotel check out is at 11am. 

Q: How are we getting to the different cities?

We will be taking train rides between cities, it is very easy and efficient going between cities in Italy (or Europe in general) and we will be there to guide you every step of the way.

Q: What happens if I miss a payment?

You should make every effort to make a payment every month. If you find yourself not being able to make a payment, please send us an email at hello@fashionmentor.co. If you fail to make a payment for 60 days without any communication to us, your reservations will automatically cancel.

Q: After I make my first reservation, how do I start making monthly payments?

Monthly payments will be withdrawn on an outlined schedule when you sign up with Affirm. If you register under our in-house payment plan, monthly payments are withdrawn automatically on the same date originally registered. For example if you signed up on September 15th, the payments will be due the 15th of every month until paid in full. You will also receive reminder emails in advance regarding your upcoming payments

Q: What day should I fly in/out Rome?

You will want to check into the hotel on August 24th. That means if you’re coming from Los Angeles and the flight is 11 hours, your flight would leave August 23rd and you would land the 24th. It is your responsibility to ensure your flight arrives on the correct date. Checkout will be August 31st. .

Q: Who is this Fashion experience for?

This trip is geared towards the interests of fashion stylists, designers (whether aspiring or experienced), or just fashionistas who want to learn more about the International style scene while making new-like minded friends and checking Italian sights off their vision board.

Q: Will there be time to explore on my own?

Absolutely! There will be enough time for you to explore each city at your leisure, we provide tips and recommendations before your trip to make the most of your time there.

Q: Will I get the opportunity to chat with other attendees before the trip?

Yes! We have a group chat and host a Zoom meet and greet before every trip so we can put faces to the names and build connections before we land.

Q: When will I receive the day-to-day itinerary for my trip?

Detailed itineraries with the day-to-day schedule are sent no later than 30 days before the trip via email.

Due to the exclusive nature of this retreat, only a few spots are available. Secure your place now to avoid missing out on this once-in-a-lifetime opportunity to learn, connect, and indulge in the magic of the Italian fashion scene.

Register today to reserve your spot among the select few at our Italian Fashion Experience!

Can’t wait to see you there!