Tuscany Wine Tour – Discovering Siena and Chianti
4 nights from $2,367pp
Enjoy a luxury fly-drive wine holiday through Tuscany, from chauffered wine tours and tastings in the historic medieval city of Siena to the magical oasis in the Chianti countryside.
Highlights of our Luxury Wine Tour in Tuscany
- Access to the SmoothRed travel app for a seamless travel experience
- Dedicated 24/7 support to ensure complete peace of mind
- Five-day car hire package (option for private transfers on request)
- Two nights in a central four-star hotel in the beautiful heart of medieval Siena
- On your first evening, enjoy a fantastic introduction to the Tuscan wines in a private cellar in a local enoteca
- Stay in a luxury five-star magical oasis in the Tuscan countryside
- Explore in style with a private chauffeured wine tasting tour through the stunning vineyards of Brunello and discover the secrets of Tuscan viticulture
- Savour local Tuscan food with lunch in the middle of the vineyards
Day 1: Arrival in Siena ahead of Your First Tasting
Fly into either Pisa or Florence airport to being your Italian holiday, and pick up your hire car before driving to your four-star hotel in Siena. You’ll be whisked off to an authentic local enoteca for your first taste of Tuscan wines. The perfect pre-dinner Tuscan wine tasting!
Day 2: Explore the Sites of Siena
A day at leisure to explore the city of Siena. Learn the historical traditions behind the famous Palio horse race, or why not explore the Gothic architecture of the world’s most unique piazza, sip an espresso in Piazza del Campo, or if you are feeling energetic climb the 14th-century Torre del Mangia with spectacular panoramic city views.
Day 3: Siena to the Chianti Classico
Self-drive into the heart of the Chianti Classico producing region. Enjoy elegant accommodation in a magical oasis in the Chianti countryside, perched on a hilltop encircled by vineyards.
Unwind by the pool, or spend the afternoon immersed in the countryside using complimentary bikes, take the paths through the grounds and into the surrounding hills. We can also prepare a picnic of regional specialties for you to enjoy a gourmet Tuscan experience!
Day 4: Wine Tasting Tours around Chianti Wineries
Your day starts with a private guided wine experience with an English-speaking driver/guide, including visits and tastings at a selection of boutique wineries around the Chianti Classico producing region and a traditional Tuscan lunch with accompanying wine and olive oil tastings.
In the early evening you have a chance to unwind in the spa, a complete wellness range with heated indoor pool, jacuzzi, sauna, Turkish bath.
Day 5: Your Final Day in Tuscany
Wake up and enjoy breakfast with the fabulous Tuscan hills from the panoramic restaurant. After breakfast the countryside is yours to explore, or perhaps visit the city of Florence and the Uffizi Gallery before travelling back to the airport.
Where You Could Stay in Tuscany
Hotel Athena
Located within Siena’s historic city walls, Hotel Athena is an elegant four-star hotel with a warm Tuscan welcome.
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Villa Il Castagno
Set in a renovated stone farmhouse surrounded by the hills of Chianti, Villa Il Castagno offers a cosy, relaxing stay and a warm Tuscan welcome.
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We craft each itinerary just for you. Contact our Travel Designers to plan an unforgettable wine journey from Siena to the Chianti countryside.
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