This curated journey offers a relaxed introduction to Tuscany, a region that combines the very best of Italian culture, food and natural beauty.
5 days days
|From $5,495 pp
This curated journey offers a relaxed introduction to Tuscany, a region that combines the very best of Italian culture, food and natural beauty.
Over six days, you’ll explore Florence’s Renaissance treasures, taste world-class wines in Chianti, walk through the medieval streets of Siena and San Gimignano, and soak in the stillness of the Val d’Orcia’s rolling hills.
The journey balances guided experiences with time at leisure, allowing you to savor each place at your own pace. Private tours, tastings and transfers are arranged throughout, ensuring every detail runs smoothly and will allow you to fully immerse yourself in Tuscany’s magic.
Arrive in Florence, Italy’s cultural and historical heart. A private transfer brings you to your chosen retreat in the heart of the city – perhaps a stately residence overlooking terracotta rooftops or a contemporary townhouse steps from the Arno.
Spend the afternoon at ease. Wander the cobblestone streets as evening light spills over the river, or settle into a piazza for your first aperitivo.
Begin your day with a private exploration of Florence’s Renaissance treasures. See the Duomo’s elegant dome, step inside the Uffizi to stand before Botticelli’s brushstrokes, and cross the Ponte Vecchio to browse local makers’ wares.
Later, trade galleries for a kitchen as you join a local chef for a private cooking experience. Together, you’ll create an authentic Tuscan feast from fresh, local ingredients whilst sampling a range of local Tuscan wines.
Today, the landscape opens up. Journey through the rolling vineyards of Chianti, where rows of vines line the lush hillsides.
A leisurely vineyard lunch awaits, surrounded by picturesque views of the surrounding countryside. Return to Florence as the sun starts to set having experienced Italian dining at its most authentic.
Step back in time in Siena, a city shaped by art, faith and community. Explore the ancient Piazza del Campo and take in the intricate detail of its stunning Gothic cathedral.
Continue to San Gimignano, Tuscany’s “city of towers.” Stroll through its cobbled streets, browse local artisan shops, and stop in the main square to take in the town’s most distinctive feature – its unique skyline.
Travel south into the Val d’Orcia, a landscape that epitomises Tuscan serenity. Gentle hills dotted with cypress trees and quaint Italian villages stretch into the horizon.
Visit Pienza, a peaceful village of honey-coloured stone buildings. Here, you will indulge in a private tasting of artisanal pecorino – sharp, creamy, and perfectly paired with local wine. Wander the streets at your own pace, pausing to take in the striking scenery of the region and to reflect on what has been a true immersion in ‘la dolce vita’.
Experience the Vatican as few ever do — in the calm of evening, guided by those who know its secrets best. This exclusive after-hours visit reveals the artistry and emotion behind the world’s most famous collection, offering time to pause, reflect, and truly see.
Step into Trastevere — the Rome locals keep for themselves. Wander ivy-lined streets with a private historian, meet artisans still shaping the city by hand, and pause for an unhurried meal in a hidden courtyard. A Do Not Disturb experience revealing the soul of Rome through ease and access.
Experience Rome’s culinary artistry in complete ease. From private gardens to hidden terraces, Roman Dining in Style is a Do Not Disturb moment where food, setting, and connection come together in perfect harmony.
Step beyond Rome’s busy streets into its quietest spaces. From Trastevere’s hidden courtyards to the grand gardens of Tivoli, The Roman Garden Escape is a Do Not Disturb experience designed for stillness, beauty, and time shared with those who matter most.
Step inside Rome’s greatest monument in rare quiet. The Colosseum, Unveiled is a Do Not Disturb experience that reveals the arena’s hidden layers — from its underground chambers to its silent grandeur — guided by those who know its stories best.
Step through the ruins that shaped the modern world. Walking Through Time: The Roman Forum Reimagined is a Do Not Disturb experience revealing where power, philosophy, and architecture first met — and how the story of civilization still echoes between these stones.
Step into Rome’s most enduring masterpiece. The Pantheon is a Do Not Disturb experience revealing the harmony between light, structure, and spirit — an encounter with timeless design that continues to define the modern world.
Step into the light and shadow of Caravaggio’s Rome. From hidden chapels to private collections, Caravaggio’s Rome is a Do Not Disturb experience that reveals the artist’s genius as it was meant to be seen — intimately, quietly, and in place.
See Rome through a modern lens. Modern Rome: Art, Design & Aperitivo is a Do Not Disturb experience revealing the city’s evolving creative spirit — from hidden studios and private galleries to an aperitivo shared above the skyline.
A private visit to Leonardo’s Last Supper offers a rare chance to see one of the Renaissance’s most important works in near silence. This moment reveals the mural’s true scale, its fragile beauty and the architectural harmony of Santa Maria delle Grazie, all without the rush of standard viewing slots.
A private tour of the Duomo di Milano reveals the cathedral’s immense architecture, centuries of craftsmanship and the quiet beauty of its terraces, all without the pace and crowds of standard visits. This is Milan’s most iconic landmark experienced with time, clarity and space to appreciate its details.
Experience a private gondola ride in Venice through peaceful canals. Avoid the crowds with a romantic, tailor-made tour led by expert gondoliers.
Tell us how you want to feel, we’ll take it from there.
“Our trip was truly magical and full of core memories that will last us a lifetime.”
Michael • Bora Bora Honeymoon
“We just returned from an incredible journey through Ireland, and we couldn’t have had a better experience”
Brad • Ireland Adventure
“This was a flawless experience. They took all our thoughts and perfectly curated the most beautiful honeymoon.”
Kris • Sicily Honeymoon
Our team brings over 35 years of experience in luxury travel, shaping bespoke journeys for discerning clients worldwide. The reviews below reflect the trust placed in us and the experiences we continue to create.
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