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Plan your adventure:
- Tour Operator:
- Explore!
- Max group size:
- 16
- Age range:
- 16 to 85
- Operated in:
- English
- Tour id:
- 234818
Places You’ll See
Highlights
- Explore Pisa's Campo del Miracoli and Leaning Tower
- Taste Livorno's seafood and explore its markets
- Hike to an organic farm and taste local Tuscan wines
- Discover Siena's medieval architecture on foot
- Tour Ricasoli Wine Estate and taste Chianti Classico
Itinerary
Expand All
- Introduction
- Day 1 Join trip in Pisa; orientation tour followed by welcome dinner
- Day 2 Central Market tour in Livorno with street food lunch. Visit hilltop Montalcino, optional tasting of Brunello wines
- Day 3 Ramble to agriturismo for lunch of local organic produce; cheese-tasting in Pienza
- Day 4 Guided walking tour in Siena; pasticerria and pasta shop visits
- Day 5 Wine estate tour and tasting in Chianti; optional olive oil tasting
- Day 6 Farm tour and lunch at an agriturismo; visit to Medieval Volterra
- Day 7 Free morning in San Gimignano; gelateria visit, cooking class and farewell supper
- Day 8 Drive to Pisa Airport where the trip ends
What's Included
Expand All
- Accommodation
- Guide
- Meals
- Additional Services
- Transport
What's Not Included
- Flights
- Insurance
- Optional
- Additional Services
Where You'll Stay
All accommodations are subject to change
Hotel Bologna
Hotelday 1Albergo Roma
Hotelday 2Hotel Italia
HotelDays 3, 4Hotel La Cisterna
HotelDays 5, 6, 7
Customer Photos
Operated by
Explore!
Number of tours
439
Age Range
16 to 85 years old
Response time
within 1 day
Response rate
96%
Explore is a global adventure travel company with 42 years’ experience in providing exciting and authentic travel experiences. With over 350 trips in around 100 countries, Explore’s expertly crafted itineraries combined with award-winning tour leaders, small group sizes and a commitment to...
Read moreSustainability Initiatives
Reduce Carbon Emissions
Animal Welfare
Supporting Destinations
Sustainability Programs
Customer Reviews
- Overall RatingExcellent
- ItineraryExcellent
- GuideExcellent
- TransportExcellent
- AccommodationGood
- FoodExcellent
- MWMaria· September 10th, 2024The hilltop towns were all incredibly beautiful! Our guide Esther was very organized, fun and made our trip as comfortable as possible. The pace was perfect with a mix of guided tours, classes and demonstrations with enough free time to pursue our own interests. The location of Pieve a Salti was incredible as were the highlights of the Ricasoli Wine Estate and Brolio castle and the Fattoria San Donato for the pasta making class. The only caution is that the hotel rooms are comfortable but are in very old buildings that have been renovated.Show more
Explore! commented on this reviewThank you for sharing your lovely review of your recent trip! We’re thrilled to hear that you enjoyed the stunning hilltop towns and found Esther to be an organised and fun guide. It’s great to know that the pace of the itinerary, along with the mix of... Show more
Trip date: September 2024 
Liz· May 27th, 2024Wonderful guide Ester, nothing was too much trouble for her. Excellent food and wine visits couldn't have asked for more. Highly recommend this tripExplore! commented on this reviewHi Elizabeth, Thank you so much for your wonderful feedback. It brings immense joy to hear about your experience and we're thrilled that Esther left such a positive impression. We'll make sure to pass on your kind words. We hope to have the chance to... Show moreTrip date: May 2024- AJanet· May 16th, 2023Our silver wedding anniversary lunch at local farm and a present from the Rep Esther BaardemansTrip date: May 2023Review collected by Explore!
- AHeather· June 25th, 2023Montalcino - would have loved more time here to explore Pienza - beautiful Pasta making class on the last day was incredible - the teacher was fantastic, really enthusiastic and knowledgeable. Worked very well.Trip date: June 2023Review collected by Explore!
- AClive· September 11th, 2023Agritourismo visit. The manager was excellent and very informative Pasta making class and dinner was also very good, as was the oil tasting and lunchTrip date: September 2023Review collected by Explore!
- ATerry· September 14th, 2023Visiting the historic towns and sites.Trip date: September 2023Review collected by Explore!
- AJulia· September 15th, 2023The eating experienceTrip date: September 2023Review collected by Explore!
- ASusan· September 11th, 2023My highlights were: Siena - what a fantastic city! The cake shop and coffee in Siena; the wine tasting at Risoli; the olive oil tasting; San Gimignano with its unique atmosphere, shops and fabulous scenery. The hotel in San Gimignano because the room had a fantastic view of the countryside.Show moreTrip date: September 2023Review collected by Explore!
- APhillip· September 29th, 2023Visit to farm Pieve a Salti. Excellent talk from farm director which I found very inspirational.Trip date: September 2023Review collected by Explore!
- AJoyce· September 25th, 2023The lunch at Pieve a Salti was superb. Wine gour and tasting at rRicasoli Castle also excellent and pasta making/dinner on last night hugely enjoyableTrip date: September 2023Review collected by Explore!
Dates & Availability
8 days
A Taste of Tuscany - Hilltop Towns and Vineyards
From Pisa to Pisa
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