Reviews
23 reviews   
Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   19 October 2025

Rachael who has been on 7 In The Saddle rides. Fantastic riding, food and wine tasting | The holiday fully met my expectations. Even though i did the holiday 8 years ago it was different and the same at the same time. I really enjoyed every moment of the trip and would recommend it to others. The guiding was great, the food a little too good as i put on some weight! and the horses were all very well cared for, well trained and perfect for the riding. I couldn't have been happier with the holiday.

[Abbie from ITS replies: Many thanks for your feedback. We are so pleased that you enjoyed your holiday at Berardenga. Thank you for taking the time to tell us about your trip].


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

4 star rating   5 October 2025

Elisabeth who has been on 22 In The Saddle rides. Relaxing | This was a relaxing riding holiday with very good wine and traditionally Italian food. The rooms were nice and the ladies in the kitchen was very sweet. Beautiful place in a peaceful location. The riding was mainly walk, with short trot/canter now and then, just as described.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

4 star rating   5 October 2025

Merete who has been on 8 In The Saddle rides. Gentle, well-behaved horses, scenic rides, and cozy, charming accommodations.” | Good


Chianti Castles and Wine Tasting - Italy

Riding and Discovering Tuscany

5 star rating   15 June 2025

Jane who has been on 16 In The Saddle rides. Wonderful ridinging holiday | We had a fabulous time. Our hosts were fantastic. Horses well cared for and the accommodation was really good. Food lovely and plenty of wine.


Chianti Castles and Wine Tasting - Italy

Riding and Discovering Tuscany

5 star rating   15 June 2025

Meraney who has been on 23 In The Saddle rides. A perfect mix combining centre based riding with a private villa vibe | It was a very hot week so we were glad to ride early and finish early with time for a swim and a siesta before exploring a corner of Tuscany we had not seen before. The horses were fit, well schooled and well cared for. Donatella took care to match us all with suitable horses that we liked and offered us the opportunity to try different horses during the week if we wanted to.
The riding itself was in the surrounding hills and was all on tracks and paths with some steep up and down sections affording beautiful vistas of old castles, vineyards and olive groves. There were opportunities for trots and short canters but the pace was mainly walk and we were in single file due to the terrain.
[Olwen from In The Saddle - Thank you for your feedback and I am glad that you enjoyed this lovely holiday in Tuscany]


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   1 June 2025

Emily who has been on 28 In The Saddle rides. A lovely holiday exploring the rolling hills of Tuscany | Lovely horses who know their job and are very sure footed over what is sometimes very steep terrain. Plenty of opportunities for canter. The horses are very well cared for and the scenery is stunning.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   18 May 2025

Alison who has been on 13 In The Saddle rides. Excellent trip all round | Very well trained horses.

[Abbie from ITS replies: Thanks so much for your lovely feedback. We're very pleased that you enjoyed your riding holiday in Tuscany].


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   18 May 2025

Jane who has been on 2 In The Saddle rides. This will be hard to beat! | This riding holiday exceeded my expectations. Excellent hosts, horses, food and wine. The other riders on the ride were absolutely fantastic company. We couldn't have wished for a better experience. The only complaint I have is that was over too quickly!
[Olwen from In The Saddle - I am so glad that you enjoyed this great holiday in Tuscany]


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   18 May 2025

Fiona (this is their first In The Saddle holiday) Lovely | The riding was superb, beautiful scenery, very well behaved horses and a different route each day, all made the better by our very friendly and hospitable guide Donatella.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   18 May 2025

Anne who has been on 10 In The Saddle rides. Chianti Castles and Wine Tasting | The horses were extremely well cared and my horse was perfect for me. The pace and terrain was varied and there were plenty of canters.

[Abbie from ITS replies: Many thanks for your lovely feedback. We're so pleased that you enjoyed riding in Tuscany].


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

4 star rating   4 May 2025

Vanessa who has been on 10 In The Saddle rides. Lovely holiday in beautiful Tuscan countryside. | The riding is very much single file, which we had been expecting but it was very strictly managed so it was difficult to chat to the other riders even where the paths were wide enough. Having said that, the scenery was so beautiful it was lovely to take in the views and enjoy the sightseeing.

There were some lovely canters but there were also many occasions when we walked where it would have been nice to go a little faster.

Overall, this was a relaxing holiday, riding through stunning scenery with impressive locations for wine tasting.

I was very happy with the horses, two of which were perfect for me and Donatella was happy for me to alternate them throughout the week.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   29 September 2024

Donna who has been on 40 In The Saddle rides. Chianti and castles italy | The riding was exactly as described in the itinerary. You rode one behind the other at a variety of paces with plenty of short canters. The horses were well cared for and Donatella and Sadio were excellent guides who wanted to share the love of their country with you.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

4 star rating   19 May 2024

Deborah who has been on 8 In The Saddle rides. Chianti castles and wine tasting | The horses were without exception very well cared for, fit and well suited to their role. Our type of horse preferences were accommodated well.
The riding was less varied in pace than expected / hoped for. That said we covered a lot of ground and saw loads.
Some of the saddles were not comfortable- high pommels - my padded pants made a big difference so would recommend.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   5 May 2024

Debbie who has been on 7 In The Saddle rides. Just a perfect week in Tuscany | My husband and I each rode 3 different horses during the week. Without exception they were all very well schooled, light and responsive to the aids and fit enough for the long days out. They all coped exceptionally well with the, sometimes, steep and stoney gradients.
Sadio and Donatella do a fantastic job of choosing suitable horses and they are some of the best cared for horses I have ever ridden on riding holidays.

[Abbie from ITS replies: Thank you for much for your lovely feedback. I am so pleased that you enjoyed riding and wine tasting in Italy!]


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   7 May 2023

Linda who has been on 15 In The Saddle rides. Wow | Wow this holiday was amazing, Donnatella is an amazing horse woman, the horses are forward going, sensible so nice to ride, I rode 3 all perfect, the riding is very good plenty of trots and canters more than we hoped for. Our group of 5 were great we all got on so well. Donna is very safety conscious which is good, staying in line was perfect for us it's what you should do for safety, the food is outstanding, all fresh produce, very tasty and plenty of it. The picnics on full rides are just out of this world so much food. Tuscany is a beautiful place both Donna and Sadio know so much about the area and happy to share the knowledge they have with you, we had wine tastings, saw castles, beautiful areas and a trip to Sienna. Nothing is too much trouble for Donna and Sadio they go out of their way to make your holiday one you will never forget, they helped me so much with dismounting, all I can say is I would recommend this holiday 100 per cent and wish I was doing it again tomorrow.
[Becky from In The Saddle replies: Thank you so much for your lovely feedback. We are so pleased to hear how much you enjoyed the ride.]


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   7 May 2023

Wendy who has been on 7 In The Saddle rides. Fantastic riding ,horses and locality | The horses are all very well cared for and the stable area is very clean and tidy . All the tack and saddles were in good condition.
The horses are all strong and forward going and there are horses to suit different types of rider . I rode 4 different horses throughout the week and all were a pleasure to ride .
Each day there are lots of opportunities for short and long canters and short and long trots . The area where we rode is stunningly beautiful with rolling hills , typical Tuscan houses , castles and fields of vin yards.
It is a fantastic place to ride and particularly so in May as everywhere is green and there are beautiful flowers in bloom .


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   9 October 2022

Kathryn who has been on 5 In The Saddle rides. Chianti Castles & Wine Tasting | The horses were good quality, very fit and extremely well looked after. As an experienced rider it can be a bit frustrating to have to ride in single file all the time but I do understand from a safety perspective why this is done. The landscape was very hilly and the horses managed this very well. I mostly rode a fantastic horse that was actually the owners daughter's eventer so I feel privileged to have been able to use him.
[Becky from In The Saddle replies: Thank you very much for your feedback and we are so pleased you enjoyed the ride.]


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   25 September 2022

Caroline (this is their first In The Saddle holiday) Fabulous holiday | Riding was excellent, well cared for, fit, and well behaved horses.
One thing we would say is that participants need to be riding fit as some of the rides are long and terrain can sometimes be challenging.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

4 star rating   12 June 2022

Chris who has been on 2 In The Saddle rides. Chianti castles and wine tasting | The riding was beautiful and horses brilliant the whole day rides were 4 and half hours without a stop then a further 3 which i found too much . Also in the rides your were only allowed to ride one behind the other which I did not enjoy very trail riding .


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   12 June 2022

Angela who has been on 2 In The Saddle rides. Relaxing | Great horses who were well cared for. The only disappointment is that the rides were very regimented and we always had to ride in single file even when the terrain was spacious enough to ride upsides.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   12 June 2022

Mary who has been on 11 In The Saddle rides. Great relaxing Holiday | This was a very relaxing holiday with quality horses, beautiful landscapes, great food, wine tastings and good fun company. It was exactly what I was looking for and expected.


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   29 May 2022

Juliette (this is their first In The Saddle holiday) Wine and ride in Toscana - Everything was great, from the weather, food, host and her beautiful horses | Donatella takes great care for her horses and the security of her riders. She adapts the ride to the level of the group and is very happy and proud to show us through the beautiful countryside of her region. She speaks so many languages that she can adapt also to all group nationalities! Great ride, great place, beautiful region


Chianti Castles and Wine Tasting - Italy

Chianti Castles and Wine Tasting

5 star rating   15 May 2022

Britta (this is their first In The Saddle holiday) Appropriate and varied pace. Good collection on the team. Very varied terrain. Possibility to borrow extra equipment (lambskin for the saddle, so "seat wounds" could be avoided 🙂


23 reviews