Some journeys transcend travel and become transformative experiences that redefine luxury itself. Dreaming Tuscany offers the world’s most exclusive luxury Tuscany experience for couples, where every moment is curated to perfection and every detail whispers of extraordinary indulgence.
This is not merely a vacation. This is your gateway to living the Tuscan dream as it was meant to be lived with unprecedented access, uncompromising luxury, and unforgettable memories that will grace your hearts forever.
Experience a once-in-a-lifetime evening at the Teatro del Silenzio in Lajatico, where Italy’s most iconic open-air venue meets world-class music in a breathtaking natural setting. This unforgettable concert, available only to July travelers, features Andrea Bocelli and Friends in a magical celebration of music, art, and Tuscan charm.
As the music fills the amphitheater carved into the hills, you will be immersed in the emotion, elegance, and timeless beauty of this unique cultural event. Enjoy fine Tuscan wines, the gentle summer breeze, and the scent of lavender and cypress as every moment becomes a tribute to Italian artistry.
Indulge in a romantic journey along the Tuscan coastline, where timeless classic boats glide over crystalline waters that shimmer beneath the Mediterranean sun. From the dramatic cliffs of Monte Argentario to the untouched islands of Giannutri and Giglio, each horizon reveals a secret corner of paradise.
Aboard vessels of rare beauty, such as Looking For from 1935 and Isla Negra from 1921, you will sail with elegance across a sea that has inspired poets and sailors for centuries. Their decks, polished with history, carry the charm of a bygone era while offering the ultimate in comfort and exclusivity.
As the breeze carries the scent of salt and wild herbs, you will discover hidden coves, dive into transparent waters, and toast the sunset with fine Tuscan wine as the islands fade into silhouettes. This is not just a voyage but a timeless embrace of sea, sky, and the romance of Tuscany at its most enchanting.
In the heart of Tuscany’s Maremma, just a few steps from the legendary hot springs of Saturnia, lies a sanctuary unlike any other. Animanatura is home to more than 450 rescued animals from across the world, each finding peace and dignity in a landscape of forests, meadows and silence.
Spread across 80 hectares of unspoiled land, this refuge offers space, freedom and safety. Here, animals live in semi-natural habitats, while visitors are invited to share a rare and moving encounter with them.
Walking through woodland paths, you will hear their stories and feel the harmony of nature all around you. The experience also invites you to try forest bathing, a regenerating practice that awakens the senses and connects you deeply with the rhythms of the earth.
This is more than a visit. It is a journey into compassion, nature and the quiet magic of Tuscany’s wild heart.
Discover Tuscany on horseback, moving at a timeless pace through rolling hills, cypress-lined paths and golden meadows that seem painted by the sun. Riding through the Siena countryside offers a perspective that is both intimate and majestic, allowing you to feel the rhythm of the land beneath you.
Guided by expert equestrians, you will uncover the secrets of the region’s flora and fauna, from wild herbs perfuming the air to birdsong carried on the breeze. Along the way, stories of Siena’s history and culture will enrich your journey, transforming each step into a dialogue between past and present.
Whether you are a seasoned rider or a complete beginner, gentle and well-trained horses ensure comfort and confidence at every moment. This is more than an excursion — it is an unforgettable encounter with the Tuscan landscape, experienced in harmony with nature’s most noble companion.
Step inside an authentic Tuscan wine cellar spread across two levels, where tradition and passion meet. On the upper floor, the vinification process comes to life, while below, in the quiet of the cellar, fine wines slowly age in oak, absorbing the character of the land.
Your journey continues with a guided tasting of our most prized creations. From the elegance of Chianti Classico DOCG to the depth of the Riserva and the refinement of the Gran Selezione, each glass tells the story of centuries of craftsmanship. The tasting culminates with the Vin Santo del Chianti Classico DOC, paired with handmade cantucci for the most traditional of Tuscan rituals.
Alongside the wines, you will enjoy bruschetta drizzled with extra virgin olive oil and a rich board of Tuscan cold cuts and cheeses, all sourced from the region’s finest producers. This is more than a tasting — it is a celebration of Chianti’s essence, savored in its most authentic setting.
On the golden sands of Forte dei Marmi, elegance and Mediterranean beauty meet in one of the most exclusive seaside settings. Here you are invited to live a romantic day by the sea, surrounded by refinement and tranquility.
Private cabanas open onto the horizon, offering comfort and privacy while the breeze carries the scent of salt and summer. Every detail reflects Tuscan style and the timeless elegance of the Bocelli family.
Time flows gently with the rhythm of the waves. You may relax under the sun, walk barefoot along the shoreline, or enjoy a refined meal paired with fine wines, where every flavor tells the story of Tuscany. This is more than a seaside retreat, it is an intimate experience of beauty, luxury and romance.
Your private seven day sojourn unfolds across Tuscany’s most breathtaking landscapes, where each sunrise paints the rolling hills in shades of gold and amber. Stay in carefully selected boutique hotels where centuries of history meet contemporary luxury, from restored Renaissance palazzos to intimate countryside retreats.
Each accommodation tells its own story, nestled among rolling vineyards and olive groves that have witnessed countless love stories unfold. Wake each morning to panoramic views that have inspired poets and artists for generations, and retire each evening to accommodations that redefine intimate luxury.
Indulge in meticulously crafted food tours that reveal Tuscany’s gastronomic secrets, guided by local experts who understand that every dish tells the story of the land. From family owned trattorias hidden in medieval villages where recipes have been passed down through generations, to exclusive wine cellars where legendary vintages await your discerning palate, every meal becomes a celebration of authentic Italian passion.
Learn the ancient art of truffle hunting with trained dogs, participate in private cooking classes with renowned chefs, and discover the subtle differences between village olive oils in intimate tastings that awaken all your senses.
Private wine tastings at prestigious estates where master vintners share their craft, revealing the soul of Tuscany in every perfectly aged drop. These aren’t mere tastings but intimate conversations with the land itself, where each sip carries the essence of terroir, tradition, and generations of passion.
Walk through ancient cellars where Brunello di Montalcino and Chianti Classico age in oak barrels, learning the sacred rituals of winemaking from families who have perfected their craft over centuries. Experience exclusive vertical tastings of rare vintages, paired with artisanal cheeses and locally cured meats, as the golden hour light filters through vineyard leaves and creates a cathedral of natural beauty around your private tasting table.
Sail the pristine waters surrounding Monte Argentario aboard your private vessel, discovering secluded coves and hidden beaches accessible only to the most privileged travelers. Your captain navigates crystalline waters that shimmer like liquid sapphires, revealing secret grottos and pristine shores where time seems suspended in eternal tranquility.
Anchor in private bays where you can swim in waters so clear you can see ancient Roman ruins beneath the surface, dine on freshly caught seafood prepared by your onboard chef, and toast the sunset with champagne as dolphins dance in your wake. This maritime adventure combines the thrill of discovery with the ultimate in romantic luxury, creating memories that sparkle as brilliantly as the Mediterranean sun on the waves.
Surrender to the healing powers of the legendary Terme di Saturnia, where ancient Roman emperors once sought renewal in naturally heated mineral springs that bubble from the earth like liquid gold. These sacred waters, rich in sulfur and therapeutic minerals, cascade over limestone terraces carved by millennia of geological artistry, creating natural pools of varying temperatures perfect for ultimate relaxation.
Immerse yourselves in this geological wonder while surrounded by the untouched Maremma countryside, where wild herbs scent the air and ancient olive trees stand as silent witnesses to countless centuries of healing and renewal. The experience transcends mere relaxation, becoming a spiritual journey that connects you to the very heartbeat of the earth beneath Tuscany’s magical landscape.
Montalcino is a land where patience, sunlight and tradition have created two of Tuscany’s most celebrated treasures, Brunello wine and extra virgin olive oil. For centuries, families have cared for these hills, cultivating vineyards and olive groves that embody the true spirit of the region.
With the guidance of local experts you will taste Brunello di Montalcino Riserva, an award winning wine admired worldwide for its elegance, excellence and heritage. Each sip tells the story of the land, the seasons and the dedication of those who preserve its tradition.
The journey continues with the discovery of organic and vegan extra virgin olive oil. During a guided tasting you will experience its pure and authentic flavors, learning how every detail of production reflects the richness of the Tuscan soil.
As part of Dreaming Tuscany you are invited to celebrate this harmony of wine and oil. Among vineyards and olive trees you will enjoy an experience that connects quality, passion and the timeless flavors of Montalcino.
In the heart of the Tuscan countryside, between Siena and Chianti, lies a world where tradition meets nature. Here, beneath the shade of ancient oaks and chestnut trees, truffles grow in silence, waiting to be discovered. This land has given life to one of the most prized culinary treasures in the world, and you are invited to experience it firsthand.
Guided by an expert truffle hunter and their faithful dog, you will step into the forest and learn the secrets of truffle hunting. You will discover the environments where truffles grow, understand their delicate biological cycles, and see the bond between hunter and dog that has been passed down through generations.
As you follow the trained dog along forest paths and over gentle hills, the excitement grows with each discovery. Every truffle unearthed is a moment of connection with the earth, a treasure hidden beneath the soil of Tuscany.
The scent of truffles, the beauty of the woods and the rhythm of tradition will bring you closer to the true heart of Tuscany. As part of Dreaming Tuscany you will share in an adventure that is both authentic and unforgettable.
On the gentle slopes of southern Tuscany, the Montauto estate opens its doors to those who seek authenticity and flavor. Here the land is shaped by vineyards and olive groves, and the passion of winemaking has been passed down with care and dedication.
Your journey begins with a jeep tour through the vineyards, where every row of vines reflects the rhythm of the seasons and the work of those who cultivate them. The visit continues inside the cellar and the barrel room, where time and patience transform grapes into wines of elegance and depth.
You will taste a selection of Montauto wines, including four distinct labels and a Cru or an aged vintage that carries the memory of the harvest. Alongside the wines, you will discover the richness of the estate’s organic Tuscan extra virgin olive oil, paired with a plate of local cheeses and cured meats that highlight the flavors of the region.
As part of Dreaming Tuscany you are invited to immerse yourself in this experience of taste and tradition. Between the vineyards and the cellar, every glass and every flavor will bring you closer to the soul of Tuscany.
In the rolling hills of Montalcino, the Máté Winery offers an experience that brings you into the soul of Tuscan winemaking. Guided by in-house sommelier Jessica Acciaroli, you will explore the vineyards and the cellar, discovering the secrets of high quality grape growing and artisanal wine making. During the visit you will enjoy a barrel tasting, followed by a selection of Brunello wines from the acclaimed five star vintages of 2020 and 2019. The tasting is accompanied by a traditional appetizer of Tuscan cold cuts and cheese.
The Máté Winery is an organic, family owned estate set in the prestigious Santa Restituta zone, a temperate hillside that faces the sea and is also home to some of the most celebrated names in Italian wine. Among Mediterranean woods filled with herbs and wild fruit, the family cultivates 6.5 hectares of vineyards across a varied terroir. Sangiovese grows in fossil filled tuff, Merlot thrives in sandy clay, Cabernet Sauvignon takes root in galestro soil and Syrah flourishes on mineral rich southern terraces. Every grape is carefully handpicked, fermented in small temperature controlled vats and aged with patience in French oak until it reaches perfect harmony.
This estate is not only known for its wines but also for the story of the family who created it. Ferenc Máté, writer and winemaker, has shared their journey from New York to Tuscany in three books that have been translated into fourteen languages and read around the world. His words and his wines together tell the story of a life shaped by passion, land and tradition.
As part of Dreaming Tuscany you are invited to taste the depth of Montalcino through its vineyards, its vintages and the family who brings them to life.
What transforms a luxury vacation into a life-changing experience? It’s the invisible threads that weave together moments of pure magic, the careful orchestration of details that allow you to lose yourself completely in the romance of Tuscany.
While others offer accommodations and tours, Dreaming Tuscany creates an entirely new realm of possibility where every element has been thoughtfully curated to elevate your journey beyond the realm of ordinary travel. This isn’t simply about luxury amenities or five-star service; it’s about accessing the soul of Tuscany in ways that remain forever closed to conventional tourism.
Private experiences unavailable to typical travelers, from after hours museum visits to intimate cooking classes with renowned chefs in their personal kitchens
Private experiences unavailable to typical travelers, from after hours museum visits to intimate cooking classes with renowned chefs in their personal kitchens
Every moment is designed for couples, from sunset aperitivos overlooking the Val d’Orcia to private dinners in medieval castle courtyards
In the heart of Tuscany, among the silence of the woods and the majesty of Monte Amiata, the Convent San Bartolomeo is a refuge of peace and authenticity.
An ancient Franciscan residence dating back to the 13th century, today it is a historic house welcoming groups, travelers, and modern pilgrims with the same spirit of hospitality that once animated the friars. Here, every stay becomes an experience: a dive into beauty, history, and a soothing silence. It is not just a place to visit, but a place to live slowly.
After a long period of abandonment, the Convent was rediscovered and restored to its original splendor by the Ricci Barbini family. Driven by their love for the region and a deep respect for history, they transformed these ancient walls into a place for the soul. Every restoration has been guided by sensitivity and care, preserving authenticity without giving up comfort. Today, the Convent is a gem of hospitality on Monte Amiata.
There is a place in the southern hills where Tuscany reveals its raw and tender heart. Le Macchie Alte is a vast organic farm where nothing is artificial and everything has meaning. Grains are milled where they are grown. Animals are raised with dignity. Meals are prepared with ingredients that have names and stories.
Surrounded by oak trees, olive groves, and ancient fields, the farm’s stone dwellings offer views that change with the hour. You might wander through golden meadows, rest by the pool in silence, or share long dinners outdoors beneath a sky untouched by city lights.
As a Dreaming Tuscany guest, you are invited into the rhythm of the land. You can walk trails carved by generations, take part in olive harvests, or simply sit and watch the horizon move.
Camporsevoli is a place suspended between centuries. Tucked high on the ridge where the Val di Chiana meets the Val d’Orcia, it is not simply a destination but a living hamlet where history has never been interrupted. Ancient stones rest beside wild rosemary, and cypress trees planted generations ago still line the paths today.
Here, the same family has preserved the village with grace and discretion, offering something far more valuable than comfort. They offer continuity. When you enter Camporsevoli, you step into a world where life unfolds quietly and beautifully.
As part of Dreaming Tuscany, you are invited to stay in restored homes that whisper of other times. You may rest beneath timber beams, share wine at the stone table at La Rotonda, or plan your morning adventures over a book and an aperitivo at the Corner. This is a place where time slows, where conversations matter, and where even silence feels like part of the story.
Hidden among the hills of Tuscany, Palazzetta Fanti is a place where refined elegance and pastoral charm come together. Tucked into a landscape of olive groves and gentle valleys, this agriturismo offers a calm refuge for those looking for beauty, authenticity and a slower pace of life.
Each room and common space blends classic Tuscan details with modern comfort. Warm stone, exposed beams, soft linens and artisanal touches create an atmosphere that feels both intimate and timeless. Mornings awaken with sunlight, fresh air and the promise of homemade breakfasts served with the very best of local flavors.
Outside, gardens open gently onto fields and groves. Walking paths invite you into the countryside. At dusk the light softens over the hills, and the silence is broken only by the rustle of olive trees and the call of distant birds.
In the heart of the Tuscan Maremma, just a short walk from the ancient Terme di Saturnia and the Cascate del Mulino, Le Cascatelle offers a retreat where nature and well-being flow together. The landscape here is authentic and pure, shaped by rolling hills, vineyards, and olive groves, while the spirit of family hospitality creates an atmosphere of intimacy and care.
The rooms and apartments, designed in rustic Tuscan style, combine comfort and tradition, welcoming guests with the elegance of handcrafted details. Each morning begins with the scent of homemade cakes, local jams, and genuine flavors that bring the countryside to your table.
Outside, the gardens open onto the quiet of the land, and in the warmer months a thermal stream crosses the property, offering the rare privilege of bathing in warm waters surrounded by silence and beauty. It is a moment of renewal, a memory to carry with you.
From medieval villages to Etruscan paths, from vineyards to the embrace of the hot springs, this is where Tuscany reveals its healing spirit.
Set in the heart of Val d’Orcia, Le Sorbelle is a retreat where time slows down and the beauty of Tuscany reveals itself in every detail. Surrounded by rolling hills and golden fields, this place carries the scent of wild herbs, the silence of the countryside and the glow of sunsets that linger on the horizon.
Born from the story of a family who restored a forgotten farmhouse with patience and devotion, Le Sorbelle embodies the true Tuscan way of life. Here every stone tells of resilience, every corner speaks of tradition, and every gesture reflects a hospitality that feels like home.
As part of Dreaming Tuscany you are invited to experience the rhythm of rural life in one of the most enchanting landscapes of Italy. Whether by the pool, with a picnic among olive trees or over a glass of local wine at sunset, Le Sorbelle is a place to rediscover the joy of living simply and beautifully.
Da Venerio was born from devotion. Here, between the gentle hills of Monte Amiata, a father and son chose to give new life to the land they loved. With care and patience, they restored ancient farmhouses where people could come to breathe deeply, reconnect with nature, and rediscover stillness.
Each residence is distinct. Some open onto wide green landscapes and quiet terraces. Others are hidden among olive groves or beside shaded pools. Everywhere, there is a feeling of privacy, of balance, of space created just for you.
Nothing here is hurried. With Dreaming Tuscany, you become part of the rhythm of the land. Walk through wild gardens in the early light. Listen to cicadas as the afternoon fades. End your days with wine and laughter in places that feel untouched by time.
In the wooded hills of Bucine, Villa Assolata stands as a Tuscan sanctuary where rustic stone and nature weave together in harmony. Its presence is quiet yet full of life, surrounded by gardens, terraces, and views that stretch endlessly across the countryside.
Inside, the villa opens to warm interiors shaped for both intimacy and conviviality. Fireplaces, wooden beams, and spacious rooms offer comfort, while outside the pool reflects the changing sky and the garden invites afternoons of stillness. Here, silence is never empty — it carries the sounds of cicadas, the breeze in the pines, and the scent of earth after rain.
Villa Assolata is a place where days unfold slowly, marked not by hours but by light and shadow. It is a retreat designed for those seeking privacy, authenticity, and the deeper rhythm of Tuscan country life, far from haste and close to what matters most.
Nestled in the still unspoiled Val d’Ambra, Villa Giusterna is a treasure of the late 1700s, lovingly preserved across centuries. Its walls tell of noble origins, its courtyards open onto vast green spaces, and its park of centuries-old trees creates a sanctuary of silence and peace.
From here, Tuscany’s wonders stretch in every direction — Siena and Arezzo nearby, the Val d’Orcia with its timeless landscapes, and villages rich in art and history such as San Gimignano, Volterra, and Pienza. Yet within the villa, time seems suspended, inviting guests to slow down and reconnect with the essence of Tuscan living.
Every stone, every beam, and every window carries the dignity of heritage, while offering the comfort of a home shaped for rest and reflection. Villa Giusterna is more than a residence — it is an encounter with the continuity of beauty across centuries.
Surrounded by endless rows of vines and olive groves, Relais Casanova is an early 19th-century farmhouse that captures the spirit of Chianti Classico. Its stone walls, terracotta floors, and beamed ceilings preserve the authenticity of Tuscan rural architecture, while every detail reflects a devotion to beauty and tradition.
From its windows, sweeping landscapes unfold — the unmistakable rolling hills that have made Chianti a symbol of Tuscany throughout the world. The air carries the scent of the vineyards, and every view feels like a painting alive with light and color.
Here, guests are invited to experience the intimacy of rural life, where history and nature merge seamlessly. Relais Casanova is not only a retreat, but a gateway into the timeless heart of Chianti, where wine, heritage, and silence flow together like the seasons themselves.
In the quiet embrace of Valdambra, Relais La Martina rises like a haven between pastures and cypress-lined paths. This restored farmhouse welcomes guests into a world where the beauty of the Tuscan countryside meets the warmth of genuine hospitality. Between Florence, Siena and Arezzo, it feels both secluded and connected, offering a rare balance between silence and discovery.
The relais opens with nine spacious rooms, each blending rustic character with discreet elegance. Beyond its walls, the restaurant tells its own story, serving flavors rooted in tradition and crafted with care. Here, mornings unfold slowly with light over the hills, while evenings end in the company of wine, food, and conversations that feel timeless.
At Relais La Martina, life follows a gentle rhythm: walks in the countryside, meals savored under wooden beams, and the quiet knowledge that you are part of a land where continuity and heritage are cherished.
Not every couple seeks the ordinary. Some are drawn to something deeper, not just to travel but to transformation. For those who believe that luxury is not defined by excess but by emotion, intimacy, and access to the extraordinary, Dreaming Tuscany exists to fulfill a desire few can name but instantly recognize when they feel it.
It begins quietly. A welcome prepared in advance, not by chance but by intention. A vineyard path with no signs, only the sound of gravel beneath your steps. A table set for two in a courtyard filled with the scent of rosemary and aged wine. The sense that this is not a trip, but a return to something that has been waiting for you.
As the days unfold, you realize you are not a guest but part of a living story. You are invited into places that do not open for strangers, guided by people who share more than knowledge. They share passion, memory, and a way of life rooted in grace. Each experience becomes a moment you never knew you needed until it happened. Each evening closes with a sense of awe that something so beautiful was real.
Become a member of Dreaming Tuscany and begin your most unforgettable journey.
Dreaming Tuscany is a private club created for couples who seek an intimate, meaningful way to experience the soul of Tuscany. It offers a seven-day curated journey through handpicked locations, along with seasonal deliveries of artisanal Tuscan products. Every detail is tailored to reflect elegance, authenticity, and a deep connection to place.
The membership includes a full week in Tuscany, designed exclusively for you and your partner. You will stay in privately owned estates not open to the public, enjoy curated experiences such as wine tastings, thermal spa visits, cultural encounters, and farm-to-table dining. You will also receive four seasonal gift boxes delivered to your home, each filled with rare Tuscan delicacies.
The membership is valid for twelve months from the moment of purchase. Your seven-day journey can be scheduled at any point within that time frame, with complete flexibility based on availability and your personal travel preferences.
Each journey is crafted around your rhythm and preferences. Depending on your chosen location, experiences may include private wine tastings, truffle hunting, open-air concerts, boat escapes, thermal springs, and intimate culinary moments. All activities are arranged in advance to ensure your days unfold effortlessly.
Yes. Most meals are included, especially those that are part of the curated experiences such as wine pairings, countryside dinners, or private tastings. Transportation during your experience is also included, with all transfers arranged to create a seamless and comfortable journey.
After joining, you will be welcomed by our concierge who will help you craft your itinerary. Together, you will define the season, location, and experiences that best match your vision. Everything will be handled with precision and care, so all you have to do is arrive.