Tuscany Food & Wine: Siena, Chianti & Florence – 8 Days
Siena, Chianti, Florence and a pasta class from one country hotel, in a group of up to sixteen.
Tour overview
This 8-day holiday explores the food, wine and hill towns of Tuscany from a family-run country hotel with a pool, so there is no packing and unpacking. A tour leader travels with the group, which numbers between five and sixteen. You stay seven nights at Hotel Le Renaie near San Gimignano, with breakfast daily, four dinners and two wine tastings.
You begin in medieval Colle Val d'Elsa with an organic wine tasting, take the train to Siena for its great Piazza del Campo, and drive the scenic Chiantigiana to Castellina in Chianti before a hands-on pasta-making class.
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After a free day for San Gimignano or the pool, you spend a day in Renaissance Florence, then visit the hilltop town of Volterra with a final wine tasting and farewell dinner.
The physical rating is low. This holiday suits food and wine lovers who want Tuscany at a relaxed pace.
Trip highlights
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An organic wine tasting (Day 2)
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Siena (Day 3)
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Castellina in Chianti (Day 4)
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A pasta-making class (Day 4)
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Florence (Day 6)
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Volterra (Day 7)
Your route
7 stops from Pancole to Volterra
- Pancole Days 1–8
- Colle Val d'Elsa Day 2
- Siena Day 3
- Castellina in Chianti Day 4
- San Gimignano Day 5
- Florence Day 6
- Volterra Day 7
Why choose this tour
Tuscany's food and wine from one hotel. A cooking class and two wine tastings.
Best suited to
- Food and wine lovers
- Couples and friends
- Solo travellers
- First-time visitors to Tuscany
Day-by-day itinerary
8 days from Pancole, Italy to Pancole, Italy
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Day 1 · Pancole Pancole
A welcome dinner.
- Hotel
- Hotel Le Renaie
- Meals
- Dinner
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Day 2 · Colle Val d'Elsa Colle Val d'Elsa
Organic wine.
- Hotel
- Hotel Le Renaie
- Meals
- Breakfast
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Day 3 · Siena Siena
Piazza del Campo.
- Hotel
- Hotel Le Renaie
- Meals
- Breakfast
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Day 4 · Castellina in Chianti Chianti
Pasta-making.
- Hotel
- Hotel Le Renaie
- Meals
- Breakfast, Dinner
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Day 5 · San Gimignano Free day
A day at leisure.
- Hotel
- Hotel Le Renaie
- Meals
- Breakfast
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Day 6 · Florence Florence
The Renaissance city.
- Hotel
- Hotel Le Renaie
- Meals
- Breakfast, Dinner
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Day 7 · Volterra Volterra
A farewell dinner.
- Hotel
- Hotel Le Renaie
- Meals
- Breakfast, Dinner
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Day 8 · Pancole Pancole
The holiday ends.
- Meals
- Breakfast
Where you stay
- Pancole (7 nights) Hotel Le Renaie
Hotel names are indicative and may be replaced with a property of similar standard and location.
What's included
Included
- Accommodation 7 nights at Hotel Le Renaie
- Meals 7 breakfasts and 4 dinners
- Two wine tastings and a welcome drink
- Pasta-making class
- Private minibus and train travel
- Group arrival and departure transfers
- Tour leader throughout
Not included
- Flights
- Meals not included 6 lunches and 3 dinners
- Tourist taxes
- Travel insurance and personal spending
This trip might not be for you if…
Honest disclaimer — please read
- You want to change hotels
- You want an active holiday
- You want all dinners included
- You want flights included — they are not
Good to know
In pictures
Departures & prices
From £2,101 per person, twin share, tour only. 7 upcoming departures. Single travellers from £2,605 (single supplement from £504).
Offer Reduced prices on selected dates, shown with the regular price crossed out. Book by 16 Oct.
Frequently asked questions
How do I book this tour?
Tap any "Enquire" button on the page and one of our travel specialists will be in touch within 24 hours (often same day). We'll confirm availability on your preferred date, run through anything you need to know, and only ask for the deposit once you've decided.
What financial protection do I get?
Every Travelisto booking is 100% financially protected. Your money is held in a ring-fenced Trust account until you return from your trip, and we are members of the Protected Trust Services scheme (PTS 6035). Most tours also include ATOL protection where flights are part of the package.
Do I need a visa for Italy?
No, UK citizens can visit Italy visa-free for up to 90 days in any 180. Check gov.uk for the latest EU entry rules before you travel.
Do I change hotels?
No, you stay at Hotel Le Renaie all week.
Which meals are included?
Breakfast daily, four dinners and two wine tastings with nibbles.
Is there a cooking class?
Yes, a hands-on pasta-making class.
Can I have my own room?
A single supplement is available on request.
How many people travel together?
Between five and sixteen travellers, with a tour leader.
Can you tailor the trip?
Yes — every escorted tour can be modified into a private tailor-made version with your own dates, adjusted pace, upgraded hotels and add-on extensions. Tell us what you'd like changed when you enquire and we'll quote it both ways so you can compare.
What if my flight is delayed or cancelled?
If your international flight is part of your booking through us, we re-book at no cost. If you've booked flights separately, the tour's local team holds your transfer slot until you arrive. We strongly recommend a comprehensive travel insurance policy that includes delay and cancellation cover.
Not quite the right fit? Make it tailor-made.
If this group tour doesn't match your ideal trip, our specialists will turn it into a private tailor-made journey — your own dates, your own pace, upgraded hotels where you want them, and the parts you don't love swapped out. Same destinations, just rebuilt around you.
Contact us for a tailor-made version of this itinerary