S I E R R A | Experience

Where Italy Opens Its Private Doors

Sierra Experience is the silent gateway to an Italy that few have the privilege to live.
Each experience is tailor made, curated in its invisible details and protected by our philosophy of complete discretion.
It is not about visiting, but about belonging: entering private contexts, guarded places, moments that exist only for those who live them.
Here Italy reveals itself in its purest form, far from common itineraries, wrapped in a luxury that is never shown but always felt.

View of a luxury car parked outside a rustic dining area with curtains and scenic mountains in the background.

Milan|experiences

Milan is a city that reveals itself only to those who enter quietly.
Beyond its runways and iconic façades, it hides ateliers, private palazzi, and collections that the world will never see.
Sierra Experience opens these doors in silence, curating moments shaped by Italian mastery and discretion.
From the inner sanctum of a Quadrilatero boutique to the dining room of a Michelin chef, each encounter is rare, unrepeatable, and entirely yours.
Here, Milan is not a destination , it is an initiation.

Interior of a tailoring workshop with suit jackets on mannequins, fabric rolls, and tailoring tools, promoting Sierra Italian private tailoring ritual.

  • The art of Italian tailoring, reserved for one.
    Spend the day inside the atelier of a legendary Milanese tailor, where suits and dresses are created for royalty and cinema icons. Work alongside the master to select fabrics, define the cut, and refine every detail. Your garment will be crafted entirely by hand, fitted in complete silence, and delivered as a one-of-a-kind creation made exclusively for you.

Close-up of an elderly person's hands working with jewelry in a dimly lit goldsmith's workshop.


  • Design Director

    It all begins with an idea. Maybe you want to launch a business. Maybe you want to turn a hobby into something more.

  • A minimalist boutique interior with a concrete table, plush ottomans, muted clothing on a rack, and potted plants, illuminated with soft ambient lighting.

    Monet Goode

    FOUNDER

  • A wooden tray holding small glass bottles with cork stoppers, some containing dried herbs and flowers, with a rustic, warm ambiance.

    Emmett Marsh

    DESIGN DIRECTOR

  • An empty theater stage with velvet curtains and a wooden floor, illuminated with warm lighting.

    Eleanor Parks

    SUSTAINABILITY DIRECTOR

  • An outdoor rooftop dining table with glasses and candles overlooking a cityscape at sunset, including a cathedral resembling the Milan Cathedral in Italy.

    Jamie Kokot

    CUSTOMER SERVICE MANAGER

Florence|experiences

Florence exists beyond its squares and museums.
Among Renaissance palaces and secret gardens, it hides workshops, archives, and collections invisible to common paths.
Sierra Experience leads you into these protected spaces, where art and craftsmanship reveal themselves in intimate, unrepeatable forms.
From the private workshop of a master watchmaker to a silent dinner in a villa on the hills, every moment is sculpted as a unique work.
Here, Florence is not visited , it is inherited.

An elderly goldsmith working at a jewelry workbench in a dimly lit workshop, shaping a piece of jewelry with hands.

  • Creating beauty with centuries-old hands.
    Design and craft a bespoke jewel inside the private workshop of a Florentine master goldsmith. Every step is guided, every detail personal.

Close-up of an elderly goldsmith's hands working on jewelry in a dimly lit workshop, with gold coins and tools on the worktable.

  • Living history, privately.
    Spend the night in a wing of a Medici residence, closed to the public. Walk its frescoed halls after hours and dine in rooms where history was written.

  • Close-up of an elderly person's hands working with gold and jewelry on a wooden table in a goldsmith's workshop, with the title text 'The Goldsmith's Secret' overlayed.

    Monet Goode

    FOUNDER

  • A rustic, vintage setup with dark brown ceramic jars, glass bottles, and wooden bowls on a weathered stone surface, surrounded by dried rose petals and herbs, evoking a renaissance fragrance ritual setting.

    Emmett Marsh

    DESIGN DIRECTOR

  • A cello leaning against a marble wall with candles on the floor in a dimly lit room, advertising a hidden concert at Santo Spirito.

    Eleanor Parks

    SUSTAINABILITY DIRECTOR

  • A portrait painting of a man on an easel in an artist's studio. The painting is detailed, showcasing the man's face with intense expression and textured hair. The studio has wooden walls and is filled with art supplies.

    Jamie Kokot

    CUSTOMER SERVICE MANAGER

  • A romantic dinner setup on a rooftop with candles and a floral centerpiece, overlooking Florence, Italy, with the Duomo's dome in the background during sunset.

    Karl Holland

    SALES MANAGER

S I E R R A | Experience

  • Sierra Experiences are reserved exclusively for our guests.
    They cannot be booked externally, ensuring that every moment remains private and personal.
    Some experiences are revealed only after your arrival, designed to surprise and delight in ways that cannot be anticipated.

  • Yes. Certain moments are kept off any public list to protect their rarity and discretion.
    Once welcomed into our properties, you will gain access to a private selection of experiences known only to Sierra guests.

  • Every experience can be paired with a private NCC service from the Sierra fleet.
    For guests requiring the highest level of privacy, we can arrange discreet security accompaniment, ensuring absolute confidentiality and peace of mind throughout your journey.