JUNE 9 - JUNE 15, 2026
6 Nights / 7 Days
Naples & Beyond: A Transformational Week of Style,
Culture & La Dolce Vita
I’ve designed this journey to reflect how I believe Naples should be experienced:
with presence, depth, and heart.
Naples is not polished or restrained and that’s exactly its gift.
It’s a city of contrast and soul, where beauty and chaos coexist, and where life is lived in full color. It asks you to slow down, to engage, and to reconnect not just with a place, but with yourself.
This week is not about seeing everything.
It’s about seeing well.
For seven days, I’ll host you in my hometown, guiding you through Naples, Capri, Caserta, and Sorrento in a way that feels personal, thoughtful, and unhurried. You won’t experience these places as a visitor checking boxes, but as someone being welcomed into the rhythm of daily life.
My role is not to fill every hour of your day.
It’s to curate experiences with intention — creating the conditions for beauty, connection, and clarity to emerge naturally.,,
Why Naples
Naples is where I learned what community truly means.
It’s expressive, generous, imperfect, and deeply human.
Here, people linger. They talk. They eat together. They notice one another.
Many guests tell me that Naples feels different from anywhere else they’ve been in Italy — not because it’s more beautiful, but because it’s more alive. There is a sense of belonging here that’s hard to articulate and impossible to manufacture.
One guest shared:
“Italy was part of the experience — but it was everything together. Food, people, clothes, connection. You don’t leave it there. You bring it back with you.”
— Laura
That’s exactly why Naples matters.
How I Design These Experiences
Every Rosa Experience is guided by the same philosophy:
Quality over quantity
Access over spectacle
Integration over acquisition
I prepare deeply before you arrive , considering pace, balance, and how each experience fits into the whole. I filter so you don’t have to. I leave space where space matters.
This is not about luxury for its own sake.
It’s about ease.
My client Laura also reflected:
“I felt carried. I didn’t have to think or stress, everything felt calm, thoughtful, and intentional.”
Before We Ever Set Foot in Naples
One of the reasons this experience feels so personal is the work I do before we arrive.
Naples & Beyond begins well ahead of our time together in Italy. I take time to get to know each guest individually, how you live, how you dress, what you’re drawn to, and what you’re hoping to experience, so that every recommendation feels considered and relevant.
Complimentary Pre-Trip Consultation
Before departure, you’ll enjoy a private 30-minute Zoom consultation with me, where we’ll prepare thoughtfully for the week ahead. During this conversation, I’ll:
Curate a personal fashion wishlist
Ensuring the boutiques and artisans we visit align with your style, lifestyle, and goals — not trends or impulse purchases.
Offer packing guidance
Helping you pack with ease, confidence, and intention, so you arrive feeling prepared rather than overpacked.
Tailor recommendations just for you
From wardrobe considerations to personal preferences, this allows the experience to feel truly individualized once we’re on the ground.
This conversation is a key part of how I curate the shopping and styling portion of the journey — and why it feels effortless rather than overwhelming.
Your Departure Package
Prior to departure, you’ll also receive a comprehensive Departure Package designed to support a smooth and relaxed arrival, including:
A detailed itinerary
A custom suggested packing list
Accommodations overview and essential trip details
This conversation is a key part of how I curate the shopping and styling portion of the journey — and why it feels effortless rather than overwhelming.
By the time we meet in Naples, the groundwork has already been laid — allowing you to step into the experience with clarity, ease, and anticipation.
Here’s what one of my clients shared about this process:
“By the time we arrived, I already felt completely at ease. Rosa truly knew me — my style, my comfort level, even what I didn’t need. It was the easiest packing I’ve ever done for a trip, thanks to her guidance, and I was honestly shocked (in the best way). I finally understood why my friend so strongly recommended Rosa and this experience. Everything felt thoughtful, calm, and completely personal.” - Mary
Our Journey:
DAY 1
TUESDAY, JUNE 9
WELCOME TO NAPLES
AFTERNOON
Benvenuti a Napoli.
Arrive in Naples and check into our four-star boutique hotel, your home for the next six nights. Thoughtfully selected for its comfort, character, and location, it offers a calm and elegant place to settle in and begin to shift into the rhythm of the city.
Naples has a way of meeting you immediately. You feel it in the light, the movement of the streets, the sound of conversation drifting through open windows. This first afternoon is intentionally unstructured — time to rest after travel, take a gentle walk, or sit with an espresso and begin observing daily life as it unfolds around you.
There’s nothing to do yet except arrive.
EVENING - A First Taste of Naples
As the evening unfolds, we gather for a welcome dinner, an intimate and beautifully chosen setting that introduces you to Naples in the most meaningful way: around a table.
The meal is generous and thoughtfully prepared, reflecting the spirit of Neapolitan hospitality, expressive, warm, and deeply rooted in tradition. Conversation flows easily, stories begin to surface, and without realizing it, the pace softens.
Every dish carries a sense of place. Every moment invites connection.
This first dinner marks the beginning of our time together, a gentle immersion into a week shaped by presence, beauty, and the pleasure of being well cared for.
DAY 2
WEDNESDAY, JUNE 10
NAPLES: HISTORY, CRAFT & LIVING CULTURE
MORNING — Walking the City's Story
This morning, we step into the historic heart of Naples with a private local guide, not simply to see the city, but to understand it.
As we walk through centuries-old streets, past Palazzo Reale and Teatro San Carlo, Naples reveals itself layer by layer. Ancient foundations support modern life. Tradition is not preserved behind glass, but practiced daily, debated, celebrated, and lived.
This experience offers context, the kind that changes how you see the city. It’s often here that guests begin to understand why Naples feels so different from anywhere else in Italy: expressive, unapologetic, and deeply human.
AFTERNOON — Discernment, Not Acquisition
After lunch, I guide you through a curated shopping experience, visiting selected boutiques and showrooms known for craftsmanship, quality, and individuality.
These are places I return to because they reflect how Italians actually dress and live thoughtfully, sustainably, and with intention. We move at a comfortable pace, with time to explore, try, and consider.
This is not about buying more.
It’s about discovering what truly belongs.
As my client Laura once shared:
“It wasn’t shopping. It was finding how to express myself, and how to live more beautifully with who I am.”
I help filter choices, simplify decisions, and gently encourage you to try what you may not have reached for on your own, always with your real life in mind.
EVENING — Dining, the Neapolitan Way
Tonight, we gather for dinner at a traditional Neapolitan restaurant: lively, welcoming, and unmistakably local.
This is where Naples shines: food as culture, dining as connection, and hospitality that feels generous rather than formal. You’re not rushed. You’re not performing. You’re simply part of the evening.
By the end of the evening, many guests notice something subtle but important. Decisions feel lighter. Conversation flows more easily. You’re no longer managing the experience, you’re inside it.
It’s often after a day like this that guests realize something has shifted. Naples is no longer something you’re learning about, it’s something you’re beginning to feel.
DAY 3
THURSDAY, JUNE 11
SORRENTO: COASTAL ELEGANCE
MORNING — Along the Coast
We travel by private driver to Sorrento, where the coastline opens wide and the atmosphere shifts once again. The day combines history, shopping, and tastings — including olive oil and limoncello — all experienced at a relaxed, coastal pace.
AFTERNOON — Lunch & Time to Wander
Lunch is enjoyed at a well-regarded local restaurant, chosen for both its setting and sense of place. The afternoon that follows is intentionally unstructured, allowing time for a walk, a coffee, or a quiet pause. These are the hours when small details tend to leave the strongest impression.
EVENING - Time to Absorb
We return to Naples in the late afternoon. The evening is intentionally left open, time to rest, wander, or enjoy the city in your own way.
By now, many guests notice something important: the experience isn’t rushed. There’s space to absorb, reflect, and let each day settle before moving on to the next.
DAY 4
FRIDAY, JUNE 12
CAPRI: LA DOLCE VITA
MORNING — Arriving the Italian Way
Today, we set sail for Capri on a private boat, arriving by sea, just as the island is meant to be experienced. The water opens up, the air shifts, and the pace naturally slows.
There’s a sense of lightness here, movement, sunshine, and that unmistakable Mediterranean ease. This is Capri at its best: elegant, effortless, and timeless.
AFTERNOON — Beauty Without Urgency
We enjoy lunch at one of Capri’s most beautiful restaurants, where the setting is as memorable as the food. Afterward, the afternoon is yours.
You may choose to explore Capri’s boutiques and artisan sandal makers, wander its winding streets, pause for a swim, or simply sit and take it all in. There’s no agenda to follow only an invitation to enjoy the island in whatever way feels right to you.
EVENING:
As the day winds down, we return to Naples by private boat, arriving just as the sun begins to set. It’s a quiet, cinematic moment, one that tends to stay with people long after the trip ends.
That evening, we gather for dinner at one of my favorite Neapolitan restaurants, elegant yet welcoming, and always memorable.
A NOTE ON THE EVENINGS:
"Can I take a moment to share about the dinners? I've had the blessing to dine in some of the most iconic restaurants around the world, but there was something so remarkable about Rosa's dining experiences in Naples. They weren't pretentious, but when you arrived, you were treated as a VIP... pulled from the line and ushered to the best seating, whether on the water overlooking the Bay of Naples, or in a special section being serenaded by an incredible Italian singer and his Mandolin Guitar. And the food, incredible. Every. Single. Time. " ~ Maureen
DAY 5
SATURDAY, JUNE 13
NAPLES: LAYERS OF HISTORY & LIVING TRADITION
MORNING — Beneath the City
This morning, we explore two of Naples’ most extraordinary sites: The Veiled Christ, one of the most moving sculptures in the world, and Naples Underground, where the city’s ancient layers reveal themselves beneath your feet.
These experiences offer a deeper understanding of Naples, not just its beauty, but its resilience, complexity, and continuity across centuries.
AFTERNOON — Craft Passed Through Generations
In the afternoon, we visit a family-owned glove factory, where tradition and craftsmanship have been passed down through generations. It’s a reminder that true luxury is often quiet, rooted in skill, patience, and pride in one’s work.
This is the kind of experience that shifts how you look at what you wear and why it matters.
EVENING — Naples After Dark
Tonight, we dress to have fun.
Dinner is at another of my favorite spots in Naples, a pizzeria with a view, a place known for incredible food, spontaneous music, and joyful energy. This is Naples fully alive: expressive, warm, and unforgettable.
It’s often during evenings like this that guests realize they’re no longer “on a trip.” They’re simply in it.
DAY 6
SUNDAY, JUNE 14
Napoli, on a Sunday (Farewell Day)
MORNING — A Neapolitan Sunday
Sunday in Naples unfolds at a gentler pace. The day begins slowly, reflecting the tradition of il pranzo della domenica, when families gather and time is shared. We visit Villa Pignatelli Cortes, a historic residence along the Riviera di Chiaia, where gardens and architecture offer a quiet moment within the city.
AFTERNOON — Cooking & Shared Time
From there, we gather for a hands-on Neapolitan cooking class focused on a traditional Sunday meal. This is not performance, but practice, food prepared together, shaped by routine, and meant to be enjoyed at the table. The afternoon continues with a gentle walk through one of Naples’ panoramic areas, allowing space to take in the city without agenda.
EVENING — A Thoughtful Farewell
That evening, we gather for our farewell dinner with a view, a moment to reflect on the week we’ve shared.
This dinner is celebratory, but unforced. There’s laughter, gratitude, and often a quiet sense that something meaningful has taken place, something that doesn’t end when the trip does.
DAY 7
MONDAY, JUNE 15
CIAO NAPLES
MORNING — Departing, But Not Leaving It Behind
After breakfast, departures begin.
You’ll leave Naples with beautiful pieces and unforgettable memories — but more importantly, with a renewed sense of clarity, confidence, and ease.
As one guest reflected:
“I came home different. I don’t do beautiful things fast anymore. I do them slowly.”
Naples has a way of staying with you.
Once you’ve experienced it this way, it never truly leaves.
INVESTMENT
Double Occupancy: $6,594 per person
Single Occupancy Supplement: $1,095 (Séjours / City Tax is included)
Please Note:
The single supplement must be paid at the time of booking to secure a private room for the full experience.
Group size is intentionally limited to preserve the intimacy of the experience.
Pricing is based on a minimum of 6 participants and a maximum of 10.
PAYMENT TERMS
This experience is offered on a payment-in-full basis.
Full payment is required at the time of booking
Space is confirmed once payment is received
Due to the curated and limited nature of this experience, all payments are non-refundable
This policy allows each journey to be planned with intention, commitment, and the highest level of care for all participants.
OPTIONAL ADD-ONS (AVAILABLE UPON REQUEST)
Guests may choose to enhance their experience with additional curated offerings, subject to availability
Tickets for a performance at Teatro di San Carlo
Spa deluxe afternoon
An additional personal shopping day with me
Designed for those who wish to spend extra time exploring boutiques, artisans, and ateliers at a relaxed, individualized pace.
Details and pricing for add-ons will be shared upon request.
GETTING TO NAPLES
Travel Logistics & Planning Notes
Naples is well connected and easy to reach from many parts of the world.
Flying into Naples (NAP):
During the summer months, there are direct flight options into Naples from several major cities including PHL, EWR and JFK, making arrival straightforward.Flying into Rome (FCO):
Many guests choose to fly into Rome, where flight options are more plentiful and often competitively priced. From Rome, the high-speed train to Naples takes just over one hour and is comfortable, efficient, and easy to navigate.
An additional personal shopping day with me
Designed for those who wish to spend extra time exploring boutiques, artisans, and ateliers at a relaxed, individualized pace.
Some guests enjoy arriving in Rome a day or two before the experience and then traveling on to Naples, or extending their time in Italy afterward. Either option works beautifully with this itinerary.
If you’d like guidance as you plan your arrival or extension, I’m always happy to offer recommendations.
IMPORTANT NOTES & TERMS
This journey requires a minimum of 6 participants to proceed.
In the unlikely event the minimum is not met, participants will be notified and alternative options will be discussed.
The itinerary is thoughtfully curated in advance; however, minor adjustments may be made if needed to preserve the quality and flow of the experience.
By reserving your place, you acknowledge and accept these terms, designed to support a seamless and enriching experience for everyone involved.
Please email: [email protected] with any additional questions.
A Few Things You May Be Wondering
Frequently Asked Questions (FAQs)
Is this Naples experience right for me if I’m not a “shopper”?
Yes. This experience is not about shopping for the sake of buying — it’s about discernment, expression, and living well. Many guests arrive thinking they aren’t “shoppers” and leave realizing the experience was about confidence, culture, and ease rather than acquisition. The shopping and styling elements are thoughtfully curated and always optional.
Do I need to attend with a partner or friend?
Not at all. Many guests join on their own. The small-group format creates a welcoming, natural sense of connection through shared meals and experiences — without pressure or expectation.
What kind of group can I expect on this Italy experience?
The group is intentionally small and thoughtfully curated, designed for a meaningful small-group Italy experience. Guests tend to be curious, open, and appreciative of quality, culture, and depth. Many arrive as individuals and leave with lasting connections.
How physically demanding is the trip?
The pace is intentionally unhurried. There will be walking, as there is in any Italian city, but time is built in to rest, pause, and enjoy each day without rushing. This Naples experience is designed for balance and enjoyment — not endurance.
How does the shopping and styling portion of the Naples trip work?
Before the trip, you’ll have a private consultation with me so I can understand your style, lifestyle, and preferences. This allows me to thoughtfully curate the boutiques and artisans we visit in advance, making the experience feel personal, relevant, and unhurried rather than overwhelming.
What should I pack for Naples and the Amalfi-region experiences?
You’ll receive guidance before departure, including a suggested packing list tailored to the itinerary and season. Italian style is less about having more and more about choosing well — and I’ll help you do exactly that so you can pack with ease and confidence.
Will there be free time during the trip?
Yes. While each day is thoughtfully curated, there is built-in time to rest, explore on your own, or simply enjoy being in the city. Space and flexibility are intentional parts of the experience.
What if I have dietary restrictions or special considerations?
Please let us know in advance. Whenever possible, accommodations can be made so you can enjoy the experience comfortably and fully.
Is travel insurance required?
Travel insurance is not required, but it is strongly recommended to protect your investment and provide peace of mind.
PS: I personally recommend FAYE for their attentive service, intuitive app, and thoughtful support for travelers before and during their journey. Learn more.
Still have questions? Email me [email protected]
My Italian Lifestyle is part of The Rosa Group ©2026