We love —
- Exploring the rolling landscapes of the Val d’Orcia, where cypress-lined roads lead to hilltop villages, vineyards and sweeping Tuscan views.
- Savouring the rich flavours of Tuscany, from local specialities and extra virgin olive oil to renowned wines enjoyed in the heart of the countryside.
- Unwinding beside the pool with the Tuscan hills stretching into the distance, letting the warmth of the sun and tranquil setting take centre stage.
New Voyage Privé —
Carefully selected for our members by our experts
Welcome to Tuscany —
Drive through Tuscany at your own pace, winding through vineyard-covered hills, medieval villages and sun-drenched landscapes. From Cignella Resort, explore the Val d’Orcia, Pienza, Montepulciano and Montalcino, at the heart of some of Italy’s most renowned wine regions.
Continue your journey to Cappuccina Country Resort, ideally located near San Gimignano. Wander among its famous medieval towers before taking to the scenic wine roads of Chianti.
From wine tastings and historic towns to the region’s celebrated way of life, discover the many flavours of Tuscany at your own pace.
Choose the duration of your stay:
- 4-night tour: 2 nights at Cignella Resort + 2 nights at Cappuccina Country Resort 4*
- 6-night tour: 3 nights at Cignella Resort + 3 nights at Cappuccina Country Resort 4*
- 7-night tour: 4 nights at Cignella Resort + 3 nights at Cappuccina Country Resort 4*
Suggested 7-night itinerary:
Day 1 – Arrive in Florence and check in at Cignella Resort
Arrive in Florence and collect your hire car.
Drive towards Trequanda, through the rolling landscapes of the Tuscan countryside. Check in at Cignella Resort, your base for the first four nights.
Spend your first evening taking in the peaceful atmosphere of the Tuscan countryside.
Night at Cignella Resort
Day 2 – Pienza and the landscapes of the Val d’Orcia
Set off to discover Pienza, a Renaissance gem and one of the most celebrated villages in the Val d’Orcia.
Wander through its charming streets, admire views across the Tuscan hills and sample local specialities, including the renowned pecorino cheese of Pienza.
Continue through the characteristic landscapes of the region, dotted with cypress trees, vineyards and hilltop villages.
Night at Cignella Resort
Day 3 – Montepulciano and Vino Nobile tasting
Head to Montepulciano, an elegant medieval town known for its Renaissance heritage and prestigious Vino Nobile di Montepulciano.
Explore Piazza Grande, the Duomo and the town’s historic cellars before enjoying a local wine tasting.
An ideal way to discover the region’s winemaking traditions in an authentic setting.
Night at Cignella Resort
Day 4 – Montalcino and the Brunello wine region
Spend the day exploring Montalcino, at the heart of one of Italy’s most prestigious wine appellations.
Stroll through the medieval town and visit its fortress before continuing through the vineyards of the Brunello region. Depending on your plans, stop at Sant’Antimo Abbey, renowned for its architecture and peaceful setting.
Night at Cignella Resort
Day 5 – Siena and arrival in San Gimignano
After breakfast, leave Cignella Resort and drive towards San Gimignano.
On the way, consider stopping in Siena, famed for Piazza del Campo, its historic centre and medieval architecture.
Continue to San Gimignano and check in at Cappuccina Country Resort, ideally located for exploring the surrounding area.
Night at Cappuccina Country Resort 4*
Day 6 – Discover San Gimignano
Discover San Gimignano, famed for its medieval towers, historic walls and atmospheric streets.
Spend the day exploring the town centre, taking in views across the Tuscan countryside and sampling local specialities.
A Tuscan wine tasting, available as an optional extra, offers the chance to continue your culinary discovery of the region.
Night at Cappuccina Country Resort 4*
Day 7 – The Chianti wine route
Discover Chianti, where medieval villages, historic castles, olive groves and vineyards line the scenic roads.
Depending on your plans, follow the panoramic routes connecting Castellina in Chianti, Radda in Chianti and Greve in Chianti. Stop in one of the villages or at a local winery to sample some of Tuscany’s celebrated food and wine.
Return to Cappuccina Country Resort at the end of the day.
Night at Cappuccina Country Resort 4*
Day 8 – Return to Florence
After breakfast, drive to Florence Airport to return your hire car.
Depending on your flight time, make the most of your final hours with a stroll through Florence or a last stop in the Chianti region.
The itinerary provided is a suggestion. Activities mentioned are suggestions and are not included unless otherwise stated.
Cignella Resort —
Cignella Resort sits among the rolling hills of Tuscany, between the Val d’Orcia and Val di Chiana, surrounded by vineyards, olive groves and the unmistakable beauty of the Sienese countryside. Rustic textures, warm tones and the scent of herbs carried on the breeze create an atmosphere of understated luxury. Days begin slowly here, with coffee and local flavours enjoyed beneath the Tuscan sky, before the afternoon invites you to the pool or a glass of wine as the landscape stretches towards the horizon.
The countryside unfolds in every direction, with some of Tuscany’s most beautiful villages and landscapes close at hand. Wander through the historic streets of Pienza, discover the thermal waters of Bagno Vignoni or follow winding roads towards Montepulciano and Montalcino. Vineyard scents mingle with warm earth and cypress, while long lunches bring local pecorino, handmade pasta and regional wines to the table.
Your room —
Enjoy a stay in a Chalet.
Chalet (80 m²)
The Chalet provides an independent and welcoming retreat for enjoying the gentle pace of life in the Tuscan countryside. It features two bedrooms, one with a double bed and the other with a single bed, accommodating up to three guests. With its private garden and terrace, the Chalet invites you to spend peaceful moments surrounded by the beauty of the countryside. Step outside to enjoy the fresh air, take in the rural views and embrace the relaxed atmosphere of Tuscany.
Your dining choices
Just for you:
- 1 x wine tasting in an old wine cellar in Montepulciano
- 1 x aperitif with glass of wine and local snacks
This is a bed and breakfast stay.
The Wine Bar brings a taste of Tuscany to the day, with a selection of wines from nearby vineyards alongside celebrated Italian labels. Local cheeses, prosciutto and crisp bruschetta provide savoury pairings, while the terrace opens onto sweeping views of the Valdichiana. In the morning, guests can also enjoy a generous breakfast here, with freshly baked goods, Tuscan produce, eggs cooked to order, barista-style coffee and fresh juices. As evening arrives, settle into the relaxed rhythm of a Tuscan aperitivo. Pour a glass of Brunello, sample a local grappa or choose something refreshing from the drinks selection. The combination of regional flavours, open countryside and warm conversation makes the terrace an inviting place to spend time together.
Your time
From late spring to early autumn, the outdoor swimming pool provides a refreshing escape beneath the Tuscan sun. The water offers a cool start to the morning or welcome relief after exploring the surrounding hills, while the poolside setting opens onto sweeping views of the Valdichiana. Stretch out on a sun lounger, listen to the sounds of the countryside and let the afternoon unfold at an unhurried pace.
Beyond the resort, the landscape is made for discovery. Hire a bike and follow quiet country roads through rolling hills and vineyards, stopping in traditional villages along the way. Explore the Val d’Orcia on foot or by bike, with panoramic views accompanying every turn, before returning for a cooling swim and a relaxed evening outdoors.
Car hire: —
Discover Italy at your own pace with included hire car for the duration of your stay.
Your included activities —
Wine tasting in an old wine cellar in Montepulciano
Enjoy a tasting, discovering three emblematic wines from the Montepulciano region. The experience includes Rosso di Montepulciano DOC or Toscano Bianco IGT, Rosso d'Arnaldo IGT, and Nobile di Montepulciano DOC Riserva, followed by a tasting of Vino Nobile grappa.
Cappuccina Country Resort 4* —
Just for you:
- Complimentary parking
Set among the rolling hills of the Tuscan countryside, Cappuccina Country Resort 4* is a charming low-rise hotel dating back to the early 20th century. Its simple yet elegant rooms feature free WiFi, flat-screen TVs with satellite channels, minibars and private terraces overlooking the lush gardens.
A traditional Tuscan restaurant showcases the flavours of the region, while the outdoor pool offers a refreshing spot to unwind. For a more relaxing experience, head to the wellness centre, home to a heated indoor pool, massages and beauty treatments.
Your room —
Enjoy a stay in a Superior Room.
Superior Room (20 m²)
Make yourself comfortable in a Superior room. Equipped with all the necessary amenities and offering views of the garden and the hills, you’ll feel right at home here.
Your dining choices
Just for you:
- 1 x wine tasting in San Gimignano
- 1 x welcome aperitif
This is a bed and breakfast stay.
At the heart of the resort, La Cappuccina Restaurant celebrates the flavours of Tuscany with a menu inspired by authentic local culinary traditions. Its setting offers beautiful views towards the medieval towers of San Gimignano and the green hills of the Val d’Elsa. The cuisine is complemented by a selection of Tuscan and Italian wines, including the region’s renowned Vernaccia di San Gimignano. Warm, attentive service completes the experience, creating an inviting setting for enjoying the flavours of the region.
Your time
The wellness centre offers a relaxing setting to unwind, with a heated swimming pool surrounded by lush greenery, as well as a hammam and sauna. The professional team can also help tailor your experience with a postural analysis, followed by a massage suited to your needs.
Personalise your stay —
Wine tasting in San Gimignano
Experience authentic Tuscany in the picturesque setting of San Gimignano. Surrounded by vineyards, olive groves and views across the Val d’Elsa, discover the art of wine tasting and how local specialities pair with Tuscan wines.
Assistance at destination
Enjoy an included destination assistance service provided by our local partners trained to Voyage Privé standards. A dedicated contact person, available 24 hours a day (by phone or WhatsApp), will assist you throughout your stay with advice, reservations, or help in case of unforeseen circumstances. Travel with peace of mind.
Your journey to Italy —
Flights:
You will be able to choose your airline and flight times when you make your booking, in either Economy, Premium, or Business class, depending on the destination and carrier. This flight may include one or more stopovers. Please review your flight options carefully as departure and arrival airports may differ, in order to offer the best price.
Luggage information
Luggage, meals and other services on board may be subject to an additional fee on certain airlines. It is possible to view details of luggage allowances when you choose your flights at the next stage of the booking process. If luggage is not included with your flight, please go to the airline's website before your departure to purchase your luggage for an additional fee.
For domestic flights, airlines do not always offer the option of reserving luggage. In this case, you will need to pay for it at the airport counter.
You will receive all the information you need to check in for your flights after you have made your reservation.
Your destination —
Tuscany
Overflowing with artistic treasures, Tuscany is a timeless haven where ancient history meets rolling landscapes. From Etruscan origins to Roman marvels and Renaissance brilliance, this region is a journey through the ages. Beyond its celebrated cities, Tuscany invites you to explore serene vineyards, sun-dappled olive groves, and quaint villages that define its rustic charm.
Must-sees:
- Florence's Oltrarno District: Venture beyond the Arno River to discover artisan workshops, hidden gardens, and authentic trattorias.
- San Gimignano’s Towers: A medieval skyline framed by Tuscany’s picturesque countryside.
- Etruscan Legacy in Volterra: Wander ancient walls and explore artefacts in the Guarnacci Etruscan Museum.
Culinary culture:
Tuscany's culinary heritage is as rich as its landscapes. Indulge in seasonal Tuscan produce, from creamy pecorino cheeses to fragrant white truffles. Pair these delicacies with Chianti or Brunello di Montalcino wines from the region's renowned vineyards. Don’t miss rustic panzanella salads or ribollita, a hearty vegetable soup traditionally prepared with stale bread. For a sweeter note, try cantucci biscuits dipped in local Vin Santo.
Dive deeper:
Beyond Florence and Siena, Tuscany’s smaller towns reveal unique stories. In Pienza, you’ll find a Renaissance utopia shaped by Pope Pius II’s vision, while the Carrara marble quarries offer a glimpse into the artistry that crafted Michelangelo’s David. For a different perspective, take a cycling tour through the Val d’Orcia, a UNESCO World Heritage Site famed for its cinematic beauty.
Good to know:
The local currency is the euro (€), and Tuscany enjoys a mild Mediterranean climate, with spring and autumn being the ideal seasons to visit. Regional trains and buses connect towns efficiently, but renting a car offers the best flexibility for exploring the countryside’s hidden gems.
