Florence to Chianti Wine Experience

6 days

Get to know everything about Tuscany, from the timeless beauty of Florence to the rolling hillsides to the town of Montalcino, and all of the wineries, restaurants and cultural wonders in between with two full days of wine tours into the Chianti vineyards.

Trip Highlights

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

  • Relax in a luxury 5 star luxury hotel in the heart of historic Florence and explore the city’s countless world-famous churches, galleries, museums and boutique shops

  • Enjoy a tutored tasting of local wines and canapés at a Enoteca wine gallery in the city centre. This is a great way to orient yourself in the wines of the Tuscan region

  • Embark on two full day’s wine tasting in the vineyards with an expert wine guide visiting four prestigious wine estates and one olive oil producers over the two days. Enjoy traditional Tuscan lunches with perfectly paired wines

  • Enjoys 3 nights in 5 star luxury with panoramic views in the Chianti Hills

  • Meet the makers and learn about the production process and taste their produce; both chianti and brunello wines

  • Visit the medieval town of Montalcino, and the 12th century Romanesque Abbey di Sant’Antimo

from £2,984 per person

This is a guide price based on 2 people travelling together and sharing a room. Flights are included with this package.

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Trip details

Day 1

After arriving by plane into Florence or Pisa International Airports, take a private transfer to your 5 star hotel in the very heart of Florence.  Spend the afternoon unwinding or exploring your surroundings. For the evening, we provide a list of recommended restaurants and would be happy to make a reservation for you.

Day 2

Take the day to explore Florence, a city of timeless beauty and jewel of the Renaissance. Florence is steeped in history, art and architecture – perhaps visit the cathedral or the legendary Uffizi Gallery, or some of the many boutique shops that the city keeps within its walls.  In the evening, enjoy a wine tasting in a typical Enoteca in central Florence, where you will taste a selection of local wines and canapés – the perfect way to orient yourself with the wines of the region and the tastes and terroirs to come.

Day 3

After breakfast, you’ll have the chance to explore some more of Florence’s finest museums, churches and squares before taking a private transfer to your hotel in Chianti in the afternoon. Spend the afternoon relaxing in your 5 star estate in the hills of Chianti with superb panoramic views and then sample the wonderful Tuscan cuisine at the estate’s restaurant.

Day 4

Your local English-speaking wine guide will meet you at the estate after breakfast for a full day wine tasting experience to some of the most prominent wine producers in the region. Sample the best local Chianti wines (amongst other Super Tuscan wines), and, after a tasting lunch, visit the charming village of Castenuovo Beradenga, a local olive oil producer and one more superb wine producer on the southern border of Chianti Classico.

Day 5

Today, visit Montalcino, a medieval town near Siena and home to the Brunello vineyard, which produce the Sangiovese wine of the same name, before enjoying a relaxing wine tasting at a local family estate. After lunch, take a tour around another local winery, meet the family which owns it, and hear about the secrets of Brunello wines. At the end of the day, visit the beautiful Abbey di Sant’Antimo, a Romanesque building constructed in the 12th century.

Day 6

Take the chance to relax in your accommodation – enjoy the pool and the local scenery – before leaving in the late morning for your transfer back to Pisa or Florence airport.

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Recent Google Reviews

Smooth Red did a super job of organizing our 11 day tour of French wine regions. Although the tour was originally designed as self-drive they were able to meet our needs by arranging for travel by train. All of the arrangements worked, and the hotels and wine tours were first…

Jeff Goldstein

Very enjoyable. All three Chateaus were very different adding to the experience. Saint Emillion is beautiful. Our group of 8 was just right size for personal fell yet fellowship. Only did a one day, but certainly if the Chateau quality is indicative will consider Smooth Red for longer tours. Very…

Ken Jeske

SmoothRed is a wonderful company to work with! Patient and they took the time to understand what we were looking for by listening and asking the right questions. SmoothRed planned an off-season tour from Paris to Bordeaux to San Sebastian through Rioja and back to Paris. This was a special…

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SmoothRed organised an amazing holiday for my Mum and I- we went to Bordeaux for three nights and stayed in a wonderful hotel. We had the perfect mixture of trips and free time and the visits to the Chateaus were wonderful. From start to finish, my experience of booking the…

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We had a fantastic weekend in the Rioja region with Smooth Red; the Bodegas, hotel and mostly the tour guide were all fantastic. Everything was organised really well and we are already considering our next trip with Smooth Red which is a real compliment from us. Thank you

Samantha Collins

“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

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