Luxury Trip to Italy — Tailor-Made Itineraries for a Unique Journey Your Way. Your Pace.
Discover the Bel Paese through a bespoke luxury Italy itinerary — with 4 and 5-star hotels, private experiences, and local support in English and Portuguese.
Starting From
$1,800 per day per couple
Duration
Minimum of 5 nights
When
January to December
(Average cost for tailor-made itineraries, including 4- and 5-star accommodations and authentic experiences. Airfare not included.)
Discover the true Italy
Italy reveals its secrets only to those who know where to look. Beyond the traditional tourist routes lies an intimate and sophisticated country: one of small wine producers who open their cellars only to friends, family-run trattorias where recipes are passed down through generations, and artisan workshops that preserve centuries-old techniques.
This is the authentic and reserved Italy waiting to be discovered — exclusively designed for you.
Exclusive Itineraries, Authentic Experiences
At Cieli di Toscana, every Italy trip begins with a conversation.
We take the time to understand your tastes, your rhythm, and your dreams — to design an Italy itinerary that exists only once: yours.
Our process is carefully crafted. With years of experience and deep knowledge of Italy, we are constantly present in its most inspiring destinations. We maintain a trusted network of local partners — including private guides in Italy who share their knowledge of history, culture, and hidden gems with exclusivity and passion.
Our mission is to create connections that transform travelers into true explorers. With the support of our local team in Portuguese and English, we take care of every detail — so you can live unforgettable moments, not just visit places.
Plan your trip with those who live and breathe Italy
Imagine tasting rare wines in a medieval cellar in Montalcino, guided by the winemaker himself.
Learning to make fresh pasta with a Sicilian nonna in her own kitchen.
Sailing along the Amalfi Coast on a private yacht, stopping at hidden coves known only to locals.
Or waking up in a centuries-old Tuscan villa, where the only sound is the distant chime of ancient bells.
As a travel agency specializing in Italy and recognized among discerning travelers seeking luxury trip to Italy, we create encounters with the country that can’t be found in any guidebook — the Italy that’s felt with the heart.
Why travel to Italy with Cieli di Toscana
We are Italy specialists: deep knowledge of every region, from hidden villages to iconic destinations: the hallmark of travel agencies that specialize in Italy.
Tailor-Made itineraries with expert's recommendations: each journey is designed around your preferences, with personalized tips and insights — from a classic route to a personalized 7-day Italy itinerary.
Local team in Italy speaking your language: our on-the-ground team ensures you feel at home, wherever you go.
We handle everything, so you can enjoy every moment: from planning to execution, every detail is managed with care and precision.
Excellence in every detail: luxury, comfort, and authenticity — the essence of a true Cieli journey.
What to do in Italy
If you’re looking for what to do in Italy beyond the obvious, we create tailor-made experiences — from the romance of Italy vacations for couples in Tuscany to the thrill and wonder of exploring the Italian Alps. Here you’ll find ideas that inspire dreams. Let us craft your luxury Italy itinerary just for you.
Spa & Thermal Retreats
Exclusive Events
Ski & Italian Alps
Dedicated Concierge
Private Tours
Natural Wonders
Outdoor Adventures
Gourmet Picnics
Historic Villages
Private Cooking Classes
Fine Dining Experiences
Aerial Tours
Private Boats
Luxury Cars
Private Villas
Luxury Accommodations
Wine & Enotourism
Ready for an unforgettable trip to Italy?
What our travelers say
Having Cieli take care of the details was essential for us to make the most of our time during the trip — the logistics were excellent.”
Carine Barcarol & Eduardo Dutra
It was wonderful — we’re so grateful for all the attention, quality, and care from Cieli. It was an unforgettable trip! We’ll return many times to this amazing country! Grazie mille!”
Marcela Machado & Francisco Borges
Cieli provided us with all the tools for a dream trip — from a very complete itinerary to hotels that felt handpicked just for us. The planned experiences were wonderful!”
Rafaella Castellões & Gabriel Lima
How we work
Start planning
Let us transform your desires into the trip of your dreams
No commitment — we’ll be in touch to understand your wishes and craft the perfect Italian experience for you.
FAQ — Tailor-Made Travel to Italy
What makes Cieli di Toscana different from traditional travel agencies?
Cieli di Toscana is an Italo-Brazilian travel agency specializing in Italy and custom luxury journeys. Each itinerary is crafted based on experiences we’ve personally lived and curated with care.
We have dedicated teams in both Brazil and Italy, offering local support in Portuguese and English, meticulous attention to detail, and a deep understanding of each destination — qualities that traditional travel agencies rarely provide.
How do Cieli di Toscana trips work?
We don’t offer pre-made packages. Every Italy trip is tailor-made according to your wishes, lifestyle, and travel rhythm. From an in-depth conversation, we design a personalized italy itinerary — including handpicked accommodations, unique experiences, and seamless logistics — all crafted with Cieli’s signature excellence. Personalized Cieli journeys start at $900 per person per day (4 and 5-star accommodations, private transportation, and exclusive experiences). The final cost depends on nights, regions, season, and preferences.
Does Cieli sell pre-made packages or isolated services?
No. Every itinerary is custom-designed to match your interests, pace, and travel style.
We don’t offer ready-made packages or sell individual services — each journey is created from scratch to be uniquely yours.
What’s included in a Cieli's trip?
Accommodations, private transfers, immersive experiences, and full on-the-ground support. We take care of every aspect of your land arrangements in Italy — so you can focus on the experience.
Are flights included?
No. We manage the land portion; we can advise on tickets or mileage.
Why is there a planning fee?
The planning fee of $500 covers curation, research, itinerary building, and partner coordination — ensuring dedicated time from our specialists.
Can I choose or book hotels on my own?
We work with 4- and 5-star hotels or selected private villas only, to guarantee seamless logistics and quality.
What is the best itinerary to discover Italy?
There’s no single “best” — only the perfect one for you: a honeymoon in Tuscany (great for Italy vacations for couples), a cultural escape from Rome to Venice, Northern Italy with iconic cities and alpine scenery, or the South with charming coastal villages and turquoise seas.
What’s the best time to visit Italy?
Italy enchants year-round: Spring (Apr–Jun) and Autumn (Sep–Oct) for mild weather; Summer for Capri/Sicily; Winter for the Italian Alps.