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A Taste of Tuscany - Hilltop Towns and Vineyards

5.0Based on
8 days
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8 daysDuration
Small Group TourUsually 8-12 participants
16 peopleMaximum group size
16 - 99 yearsAge range for participants
EnglishGuide language
Easy
Light physical activity suitable for most people with average fitness levels.
Select Date
Best price guaranteedNo credit card or booking fees.Carbon neutral tours.
3 other people are considering this tour right now.

Highlights

Val d'Orcia - Visit medieval hilltop towns set amongst a landscape of rolling hills and vineyards, stopping to enjoy wine tasting and tasting local dishes Wine tastings - Sample some of Italy's finest wines from Chianti to Brunello. Farm to table dining - Visit an agriturismo to enjoy fresh produce and delicious flavours at their source.

Itinerary

Rolling hills, medieval villages, and vineyard vistas set the stage for a sensory journey through southern Tuscany. 'A Taste of Tuscany - Hilltop Towns and Vineyards' is an eight-day wine tasting tour that begins and ends in Pisa, with stops in Chianti, Siena, Volterra, and beyond. Tailored for the discerning traveler seeking easy-paced exploration, this trip perfectly combines culture, cuisine, and countryside charm.

Savor Italy’s finest wines, from Chianti to Brunello, on guided tastings in picturesque hill towns like Montalcino and Pienza. Meander through olive groves and cobblestone streets, then delight in farm-to-table dining at a Tuscan agriturismo, where fresh local produce takes center stage. The unique selling point? A harmonious blend of guided vineyard tours, gastronomic delights, and authentic local experiences—making it an ideal tour package for those eager to taste and tour the heart of Tuscany.

day 1Join trip in Pisa; orientation tour followed by welcome dinner

Our tour starts today in Pisa at our centrally located hotel. Our tour leader plans to meet everyone at the hotel reception at 6.30pm for a welcome meeting. After the meeting we'll head out on a brief orientation stroll taking in the beautiful Campo del Miracoli and the iconic Leaning Tower; stunning testaments to a time when Pisa was one of the Mediterranean's major maritime powers. We'll then head out to a local restaurant for an included welcome dinner and our initiation into the cuisine of Tuscany. An airport transfer isn't included in this trip but it's easy to get to Pisa Airport by yourself. The Pisa Mover is an automated shuttle train that departs from the airport to Pisa Central Station approximately every 10 minutes with a journey time of 5 minutes. Tickets cost €5. It's a 10-minute walk from here to our hotel. If you'd prefer to take a taxi, there's a rank right outside the terminal building - the journey should cost around €15-20. We won't be climbing up the Leaning Tower, so if that's on your wish list or you'd like to explore Pisa in greater depth, be assure to arrive earlier in the day or why not book an additional pre-tour night in the city. Pisa is a compact city and very easy to explore on foot.

Meals
Dinner
Accommodation
Hotel Bologna

day 2Central Market tour in Livorno with street food lunch. Visit hilltop Montalcino, optional tasting of Brunello wines

day 3Ramble to agriturismo for lunch of local organic produce; cheese-tasting in Pienza

day 4Guided walking tour in Siena; pasticerria and pasta shop visits

day 5Wine estate tour and tasting in Chianti

day 6Farm tour and lunch at an agriturismo; visit to Medieval Volterra

day 7Free morning in San Gimignano; gelateria visit, cooking class and farewell supper

day 8Drive to Pisa Airport where the trip ends

What's Included

Accommodation
Hotel Bologna (1 night)Albergo Roma (1 night)Hotel Italia (2 nights)Hotel La Cisterna (3 nights)
Meals
7 Breakfasts, 3 Lunches, 2 Dinners
Transport
Driver(s)Bus
Guide
Local Guide(s)

Customer Reviews

5.0

based on 14 reviews
14
J
John C.Verified Traveler
5.0 | Excellent

We loved this mixture of stunning scenery and wonderful food and drinks. Our group traveling companions could not have been more charming The group leader was super friendly and organised. Nothing not to like.

D
Donna C.Verified Traveler
5.0 | Excellent

The entire trip was absolutely wonderful - the sights, the extraordinary food & wine, the landscapes, the tours, and our guide, Augusto. He was so attentive and caring to all our needs. Everything was so well organized. I felt safe and loved and overjoyed with the experience. So grateful to have spent my 56th birthday in Tuscany!

A
AnonymousVerified Traveler
5.0 | Excellent

Best tour I have been on with explore.

D
DavidVerified Traveler
5.0 | Excellent

An excellent tour, well designed and organised with an great leader.

A
AnonymousVerified Traveler
5.0 | Excellent

Fantastic trip with a great itinerary and an epic tour leader. Couldn’t have asked for more except maybe another night in Pisa at the beginning and a softer bed in Buonconvento!

Good to Know

Travel Insurance
Visa
Other Practical Information

Do you need help from our trip consultants?

If you have any question about this tour or need help with planning a trip, please do not hesitate to get in touch with us.

Our travel experts are ready to help.
Jane Andersen
Sine
Rasmus Juul Olsen

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