Tailor-Made Exclusive Selection

Football & Chianti

Milan, Venice and Tuscany

A private journey between Milan, Venice and Tuscany, designed for guests who want football culture, lagoon beauty, Ferrari energy and the slower pleasure of Chianti in one carefully paced itinerary.

Football, Lagoon Light And Chianti

A private journey where stadium emotion, Venice water and Chianti afternoons move in one rhythm.

This route connects Milanese football culture with the quiet spectacle of Venice and the slower pleasure of Tuscany. It is designed for guests who want energy, beauty and conviviality without losing the polish of private travel.

Maranello and Florence give the journey its Italian icons; Chianti gives it warmth, landscape and time around the table.

MilanVeniceMaranelloFlorenceChianti
Private RhythmA private Italian itinerary for friends, families or couples who want football, Ferrari energy, lagoon atmosphere and Tuscan wine culture held with ease.
Friends sharing red wine in the Chianti hills during a private Italy journey
ArrivalMilan
DepartureTuscany
RouteMilan · Venice · Maranello · Florence · Chianti
Rhythm6 Days

DAY 1

Milan

The journey opens in Milan with a private introduction to Italy’s most stylish city: the Galleria Vittorio Emanuele II, the Duomo, Sforza Castle, La Scala and, when available, Leonardo’s Last Supper. The day is paced as an elegant city chapter, balancing architecture, culture and the confident rhythm of Milan.

Milanese Opening

Architecture, Fashion And City Pace

The journey begins in Milan with a sharper rhythm: galleries, stone, glass, opera, design and the quiet confidence of Italy’s most contemporary city.

DAY 2

San Siro Stadium

Football becomes the language of the day at San Siro, one of Europe’s great sporting stages. Explore the stadium, museum, changing rooms and pitchside spaces with the sense of stepping behind the public spectacle. The experience can be shaped around AC Milan, Inter, match atmosphere or a more private look at the rituals and memory of Italian football.

DAY 3

Peggy Guggenheim Collection in Venice

Venice shifts the journey from stadium energy to lagoon culture. A private guide introduces the Peggy Guggenheim Collection inside Palazzo Venier dei Leoni, connecting modern art, Grand Canal atmosphere and the extraordinary life of Peggy Guggenheim. The day can continue through selected Venetian landmarks and quieter corners, with culture kept intimate rather than crowded.

DAY 4

Shopping and Casinò

The fourth day balances Venetian style and pleasure. Begin with selected shopping at Noventa di Piave or within Venice, depending on your rhythm, then return to the lagoon for a private gondola moment through smaller canals and noble facades. In the evening, the mood can become more glamorous with the historic Venice Casino on the Grand Canal.

DAY 5

Ferrari Experience

A private transfer brings the journey toward Maranello and the world of Ferrari. The museum reveals the mythology of speed, design and Italian engineering through historic cars, Formula 1 memory and the story of Enzo Ferrari. The day adds a sharper motor valley note before the itinerary softens into Tuscany.

DAY 6

Tuscan hills

The final full day slows into the Chianti hills. Ride by Vespa or travel with a private driver through country roads, medieval villages, vineyards and olive groves, with the experience adjusted to comfort and confidence. A selected estate visit, wine tasting and relaxed lunch bring the itinerary to a more rural, sensory close.

Chianti Road Rhythm

Vespa Roads, Vineyards And Slow Tuscan Light

The day becomes more cinematic in the hills: country lanes, vineyard air, medieval villages and the relaxed pleasure of Tuscany seen at a slower pace.

DAY 7

Departure

A private transfer will be arranged around your flight or onward plans, with luggage timing, route coordination and concierge support handled discreetly until departure.

Visual Chapters

The mood of Football & Chianti, held in still frames.

A quiet sequence from Florence · Venice · Milan: places, textures, light and private Italian rhythm, presented with restraint.

San Siro or Milan football stadium
Milan Galleria fashion storefront
San Siro stadium interior
Venice Grand Canal beside Palazzo Venier dei Leoni and Peggy Guggenheim Collection
Maranello Ferrari Museum architecture for a private Motor Valley experience
Chianti countryside road near Greve with vineyards and cypress trees

Private Concierge

Shape This Journey Privately

Would you like to adapt Football & Chianti around your dates, rhythm and preferences? Start a direct conversation with our concierge or request a private proposal.

Chat On WhatsAppRequest A Private Proposal

Torna in alto

Practical Questions

Before we begin

A private OHH! ITALY journey starts with a conversation, then becomes a precise proposal shaped around dates, rhythm, privacy needs and the level of support you prefer.

How do I request a private journey?

Share your dates, preferred destinations, interests, travel style and any special requirements. Our concierge team will translate that first exchange into a tailored proposal.

What can be included?

Accommodation, private transfers, guides, restaurants, museum access, villas, water charters, wine tastings, activities, concierge support and travel information can all be coordinated around one itinerary.

Can I request VIP concierge support?

Yes. Upon request, we provide personalized support before and during the journey for guests who require privacy, flexibility, fast coordination and dedicated assistance.

How does payment work?

Once the itinerary has been refined and approved, payment can be completed by secure Stripe link or bank transfer. Each step is coordinated clearly and discreetly.