Tuscan Vineyard Experience

4 days

Unwind in a Tuscan villa, idyllically situated in the hills of central Tuscany, a stone's throw from the iconic city of Siena. The estate is surrounded by the beautifully kept rose gardens and there is a large infinity swimming pool with a Jacuzzi offering breath-taking panoramic views of vineyards and olive groves.

Trip Highlights

  • Return flights to Pisa or Florence (hold luggage not included)

  • Four day hire car package

  • Rest your head in an elegant classic Tuscan farmhouse in the Chianti area with a swimming pool

  • Explore in style with a chauffeured private wine tour visiting numerous boutique estates in this famous Chianti Classico region. During the day indulge in a traditional Tuscan lunch with perfectly matched wines

  • Private transfers into Siena for a day to explore the city centre

from $1,482 per person

This is a guide price based on two people travelling together and sharing a room.


Enquire online now

Trip details

Luxury Wine Tasting Holidays in Italy
Day 1

Fly into Pisa or Florence Airport and pick up your hire car and drive into the heart of the Chianti Classico producing region. Enjoy three nights in elegant accommodation; a classic Tuscan farmhouse surrounded by the breathtaking Chianti countryside

Day 2

Your day starts with a private guided wine tour 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

Day 3

A chance to visit Siena in the evening. Private transfers have been included. Built on three hills and surrounded by well-preserved walls, Siena is filled with fine examples of Gothic architecture and has one of the world’s most unique piazzas, Piazza dal Campo, dominated by the greatest Gothic building in Tuscany.

If you would prefer a another day of wine tasting, a full day wine experience in Brunello vineyards visiting Montalcino can be arranged. Please ask for details.

Day 4

After breakfast the countryside is yours to explore, a last dip in the pool or perhaps visit the city of Florence before returning to the airport, before your flight home.

Recent Google Reviews

SmoothRed planned a truly fabulous trip from Paris through Brittany to Normandy and back to Paris. Every part of the trip was wonderful and seamlessly executed. It was a trip of a lifetime! Without any hesitation or qualifications, we heartily recommend SmoothRed. They customized an extraordinary family trip.

Dorothy Weinstein

Very well organised trip to Tuscany, getting in 2 wine regions. Lovely hotel with amazing view. The best part was our guide Paula who ensured our wine tasting tours were with smaller wineries which have authenticity and care for the environment. Highly recommend SmoothRed!

Warren De Villiers

To Adam & the SmoothRed Team. Our recent trip to Bordeaux and the Medoc/St Emillion has been a wonderful trip & experience. One I would have no hesitation in saying is top class. I would certainly use SmoothRed & their travel associates in future wine tasting trips. The entire group…

Paul Green

SmoothRed did an outstanding job providing chauffeured driven wine tour through Bourgogne and the Rhone valley (France). The multiple vendors they used were all Courteous, Prompt, and very fluent in English. This 7 day trip went without problems. I would highly recommend SmoothRed.

Dan Lepley

We came to Bordeaux for part of our honeymoon and took the First Growth Bordeaux tour. SmoothRed worked with us to curate a trip based on our desires. The 8 Chateaux we visited, the 3 delicious lunches, and the hotel were wonderful, but what set the trip apart was our…

Tibita Kaneene

“Thanks for taking the time and trouble to call. You really have set the standard by which we compare all other companies!! Thank you so much for organising a fantastic itinerary with such an interesting and varied range of stop-overs. We are already starting to think about next year’s trip to France so would welcome any suggestions.”

Hilary Alder

Start Planning Your Holiday

Speak to our experienced travel consultants.

020 8877 4940    Enquire online

Book with confidence, we are fully ATOL & ABTA bonded.

Subscribe to our newsletter

Sign up to our newsletter to receive inspiring travel ideas and offers.
We won't share your email address with anyone.

Contact our team

Start creating your tailor made wine-tasting tour today.
Call our team on +44 (0)20 8877 4940

Or enquire online