Easy-to-moderate walking with some ascents / descents, and occasional longer days.
The season for this holiday is:
01 April 2021 - 30 June 2021
01 September 2021 - 31 October 2021
01 April 2022 - 30 June 2022
01 September 2022 - 31 October 2022
| Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | |
| °C | 8 | 9 | 12 | 15 | 21 | 25 | 28 | 29 | 24 | 19 | 13 | 9 |
| mm | 65 | 54 | 49 | 54 | 37 | 21 | 7 | 11 | 41 | 68 | 99 | 74 |
We can only accept payment in GBP, but you can use this converter to find out how much the holiday equates to in your own currency.
7 nights: 01 April 2021 - 30 June 2021, 01 September 2021 - 31 October 2021, 01 April 2022 - 30 June 2022 & 01 September 2022 - 31 October 2022
Start any day | End by latest date(s) shown above
| Starting | Price | Single room |
|---|---|---|
| 1 - 12 Apr 2021 | £795 | £295 |
| 13 - 30 Apr 2021 | £695 | £250 |
| 1 - 9 May 2021 | £735 | £265 |
| 10 - 16 May 2021 | £760 | £275 |
| 17 - 21 May 2021 | £795 | £295 |
| 22 May - 23 Jun 2021 | £870 | £340 |
| 1 - 11 Sep 2021 | £945 | £380 |
| 12 - 25 Sep 2021 | £870 | £340 |
| 26 - 30 Sep 2021 | £795 | £295 |
| 1 - 24 Oct 2021 | £735 | £265 |
| 1 - 12 Apr 2022 | £730 | £265 |
| 13 - 30 Apr 2022 | £835 | £310 |
| 1 - 9 May 2022 | £775 | £280 |
| 10 - 16 May 2022 | £795 | £290 |
| 17 - 21 May 2022 | £835 | £310 |
| 22 May - 23 Jun 2022 | £920 | £360 |
| 1 - 11 Sep 2022 | £995 | £400 |
| 12 - 25 Sep 2022 | £920 | £360 |
| 26 - 30 Sep 2022 | £835 | £310 |
| 1 - 24 Oct 2022 | £775 | £280 |
| 3rd & 4th person discount | -£85 | |
| Single traveller supplement | £85 |
Includes accommodation, meals and services integral to the holiday as described, plus walking notes and maps, but no travel from the UK, nor any connecting travel from the airport unless stated below.
Price includes: 7 days' category B car hire (eg Lancia Ypsilon or similar with air conditioning and manual transmission)
Driving time to/from the hotel: Florence 1h, Pisa 1h15, Bologna 1h45
Book your flights through us and we'll find the best route and times to suit you. Please contact us to find out more about our flight booking service. We can also book connecting travel - see below.
Extra nights (£ per person per night) in a double or single room
Prices include an additional day's car hire| Tenuta Sant’Ilario, Gambassi Terme (B&B) | Double room | Single room |
|---|---|---|
| 01 Apr - 09 Apr 2021 | £72 | £104 |
| 10 Apr - 12 Apr 2021 | £98 | £148 |
| 13 Apr - 09 May 2021 | £72 | £104 |
| 10 May - 22 May 2021 | £76 | £112 |
| 23 May - 30 Jun 2021 | £88 | £130 |
| 01 Sep - 12 Sep 2021 | £98 | £148 |
| 13 Sep - 30 Sep 2021 | £88 | £130 |
| 01 Oct - 31 Oct 2021 | £72 | £104 |
| 01 Apr - 13 Apr 2022 | £76 | £110 |
| 14 Apr - 16 Apr 2022 | £103 | £156 |
| 17 Apr - 09 May 2022 | £76 | £110 |
| 10 May - 22 May 2022 | £80 | £118 |
| 23 May - 30 Jun 2022 | £93 | £138 |
| 01 Sep - 12 Sep 2022 | £103 | £156 |
| 13 Sep - 30 Sep 2022 | £93 | £138 |
| 01 Oct - 31 Oct 2022 | £76 | £110 |
Travelling from the UK
| Outward route | Airline |
|---|---|
| Aberdeen - Bologna (via Amsterdam Schiphol) | KLM |
| Aberdeen - Bologna (via Paris) | Air France |
| Aberdeen - Florence (via Amsterdam Schiphol) | KLM |
| Aberdeen - Pisa (via Amsterdam Schiphol) | KLM |
| Outward route | Airline |
|---|---|
| Birmingham - Bologna (via Amsterdam Schiphol) | KLM |
| Birmingham - Bologna (via Frankfurt) | Lufthansa |
| Birmingham - Pisa | jet2 |
| Birmingham - Pisa (via Munich) | Lufthansa |
| Outward route | Airline |
|---|---|
| Bristol - Bologna | Ryanair |
| Bristol - Florence | British Airways |
| Bristol - Pisa | easyJet |
| Outward route | Airline |
|---|---|
| Edinburgh - Bologna | Ryanair |
| Edinburgh - Florence | British Airways |
| Edinburgh - Pisa | Ryanair |
| Outward route | Airline |
|---|---|
| Glasgow - Bologna (via Amsterdam Schiphol) | KLM |
| Outward route | Airline |
|---|---|
| Glasgow Prestwick - Pisa | Ryanair |
| Outward route | Airline |
|---|---|
| Humberside - Bologna (via Amsterdam Schiphol) | KLM |
| Humberside - Pisa (via Amsterdam Schiphol) | KLM |
| Outward route | Airline |
|---|---|
| Leeds Bradford - Bologna (via Amsterdam Schiphol) | KLM |
| Leeds Bradford - Pisa | Ryanair |
| Leeds Bradford - Pisa | jet2 |
| Leeds Bradford - Pisa (via Amsterdam Schiphol) | KLM |
| Outward route | Airline |
|---|---|
| Liverpool - Pisa | Ryanair |
| Outward route | Airline |
|---|---|
| London City - Florence | Air France, British Airways |
| Outward route | Airline |
|---|---|
| Gatwick - Bologna | easyJet |
| Gatwick - Florence | British Airways, Vueling |
| Gatwick - Pisa | British Airways, easyJet |
| Outward route | Airline |
|---|---|
| Heathrow - Bologna | British Airways |
| Heathrow - Pisa | British Airways |
| Outward route | Airline |
|---|---|
| Manchester - Bologna | Ryanair |
| Manchester - Florence | British Airways |
| Manchester - Pisa | easyJet, jet2, Ryanair |
| Outward route | Airline |
|---|---|
| Newcastle - Pisa | jet2 |
| Outward route | Airline |
|---|---|
| Teesside International - Pisa (via Amsterdam Schiphol) | KLM |
This list of flight options should be used as a guide only, and you should check each airline’s website for current routes, frequency and schedules. Not all flights operate daily, and may not run for the entire season. You should also heed the latest flight arrival time and earliest flight departure time stated in the connecting travel section, as it may not be possible to arrange connecting travel outside these times. Please do not book your flights until we have confirmed your accommodation to you. Alternatively, our expert reservations team will be happy to offer advice and to make flight bookings for you for any of the options listed above except those operated by Ryanair. We charge £35 per person for our flight booking service (£60 for India and Nepal). Your flights are then covered by our package-booking conditions, which give you greater protection in the event of delay or cancellation, as well as providing ATOL cover.
If you've experienced this holiday first hand, why not write a review?
We are keen for as many customers as possible to review their holiday. To make it easier to do so, we include a specific review section on our post-holiday questionnaire, and this is what we publish here, unedited. Read our full review policy >
Beautiful setting with peace and quiet. If we were to book this holiday again we would do 5 nights at the hotel and 2 nights in Florence.
Overall a very enjoyable holiday
So many highlights during this week. Staying at Tenuta Sant'llario was was a daily delight! Our favorite day trips were exploring San Gimignano, Volterra (which rated above San Gimignano due to being uncrowded and very charming), and the day we did the sightseeing drive throughout the Chianti Hills. We toured Monteriggioni which we would not recommend. It had little to offer and seemed like a bit of a tourist trap. We thoroughly enjoyed the town of Radda with its greats views, welcoming people, easy parking, and to top it off we had a wonderful lunch/wine tasting in a local restaurant. The views along the drive were amazing!
Beautiful setting with peace and quiet. If we were to book this holiday again we would do 5 nights at the hotel and 2 nights in Florence.
Overall a very enjoyable holiday
So many highlights during this week. Staying at Tenuta Sant'llario was was a daily delight! Our favorite day trips were exploring San Gimignano, Volterra (which rated above San Gimignano due to being uncrowded and very charming), and the day we did the sightseeing drive throughout the Chianti Hills. We toured Monteriggioni which we would not recommend. It had little to offer and seemed like a bit of a tourist trap. We thoroughly enjoyed the town of Radda with its greats views, welcoming people, easy parking, and to top it off we had a wonderful lunch/wine tasting in a local restaurant. The views along the drive were amazing!
I'm glad we chose a center based walking holiday; we've done inn-to-inn walks before and really wanted the flexibility to have relaxation time if we chose. Tenuta Sant'Ilario is beautiful. Peaceful, good food and wine, and the surrounding countryside to explore. All went well, even the rainy days ended up good!
The Holiday was a great introduction to Tuscany, and we especially enjoyed our first two nights in Lucca. Great hotel. Tenuta Sant'Ilario is very peaceful and in a stunning setting. Of our trips and walks we thought Volterra and Radda were wonderful, not as busy as places like San Gimignano. We would also recommend exploring San Miniato, a little gem, it’s just off the map, but well sign posted. It is significant as one of the towns on the Vía Francigena, and is a wonderful authentic Tuscan town. The cathedral interior was beautiful, as is the very unusual ”painted“ Piazza next to the Cathedral. You can walk up to the tower, Torre de Frederico 11, where the views are amazing.
INNTRAVEL NOTE: These customers enjoyed our Lucca City add-on before our Timeless Tuscany discovery walking holiday.
Overall a very nice holiday but did lack the Inntravel personal touch & a little dissapointed with the choice of walks considering the lovely countryside location.
We're sorry that this holiday lacked the personal touch you have come to expect of our accommodations. For the itinerary, we have provided a selection of 5 walks as well as details for visiting the iconic towns and cities of the region; we acknowledge that you would have preferred more walking routes.
We enjoyed waking up each morning to the delicious aroma of pastries baking for breakfast, and then sitting on the terrace for breakfast surrounded by the beauty of the Tuscan countryside, deciding which walk we were going to do. We also enjoyed spending the late afternoon after our walks, sitting by the pool with a book and a refreshing drink. The Tenuta's trattoria is a first-rate restaurant. We recommend eating there even for meals which are not included. A complimentary glass of prosecco starts every meal! We definitely recommend visiting the neighbouring hilltowns, such as Montaione and Volterra, either by car or on foot. They are all beautiful with fascinating histories. September seems to be a good time to visit, not too hot, and not too crowded (although San Gimignano seems to be full of tourists all the time).
The Tenuta Sant’Ilario was a fantastic place to stay in Tuscany. The setting was idyllic. The staff was extremely helpful and friendly. The breakfasts were very good. The restaurant was excellent. Whilst as vegetarians we had a more limited choice, they offered to make one or two extra things for us and also adapted a couple of the meat dishes to make them vegetarian, which we appreciated. On the Wednesday evening when their restaurant is closed they do a 'pop-up' pizzeria in the breakfast area, which was great, and meant you didn’t need to travel anywhere. The pizzas were delicious. They also served drinks with the pizzas. We would also recommend the pizzeria ‘Nel sul Collo’ in Gambassi Terme. It was recommended to us by the hotel and was well-worth a visit. Very reasonably priced, with lots of locals as clients!
For folks wanting to visit Florence by train, as we did, we would recommend catching it from Castelfiorentino. It’s about the same distance away from Gambassi Terme as Certaldo, but the road is better and you are 10 minutes nearer to Florence. (The hotel staff suggested this to us). We would also recommend a drive down to Montepulciano and Pienza. A bit further than Siena, but worth it. All in all a great place to stay and a very well-organised holiday, thanks.