10 Hidden Gems Things to do in Tuscany That You Shouldn't Miss

February 23, 2022 Timmy Ribble

Tuscany (/ˈtʌskəni/ TUSK-ə-nee; Italian: Toscana, pronounced [toˈskaːna]) is a region in central Italy with an area of about 23,000 square kilometres (8,900 square miles) and a population of about 3.8 million inhabitants (2013). The regional capital is Florence (Firenze).

1. Val d'Orcia

Italy http://whc.unesco.org/en/list/1026
Excellent
90%
Good
9%
Satisfactory
1%
Poor
0%
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Overall Ratings

5.0 based on 423 reviews

Val d'Orcia

Reviewed By SJWilson - Rome, Italy

Here’s a nice, winding, country walk we did from Gallina to Montichiello in beautiful Val d’Orcia, which you can do if the Orcia is pretty dry and is easy to cross. There’s nothing much in Gallina, but you might be in an agriturismo nearby, you never know, there are so many. All references to Google maps! Right, so walk straight up Via del Colombaio with the local church there on your left. Keep going up, cross the road that curves back right towards the industrial area, and follow the country track round to your right, passing a ruined house to your left. Follow the track all the way up to a nice-looking agriturismo called Locanda in Tuscany and turn left there along the country road between fields, heading towards another agriturismo called La Rimbecca, passing the driveway in front of you up to agriturismo Poder Nuovo and turning right. Yes, lots of agriturismos round here! Walk up to Rimbecca, another nice looking place, head right towards the main gate, then cut left across the car park, where you’ll find a nice long, straight tree-arched alley running down left, probably once the original driveway, and walk straight down it towards the River Orcia. Follow the curve of the road left, passing what looks like an old mill on your right, and you’ll come to the river bank. We did the walk in summer, so there wasn’t much river, just a few large puddles. Climb down into the riverbed and head left, after about 200 metres on the opposite bank you should see an exit point. We had to paddle across one of the puddles, very refreshing on the toes. About 10 metres up this track you’ll find two paths heading left, both going in the direction you want, the first running closer to the river, the second skirting the trees. Take your pick! They meet up near the river, where you continue along the main path and at a certain point, on the right, you’ll find another long straight path heading up towards the main road, Strada Provincial 53 and, yes, another agriturismo/farm called Le Checche. Cross the road and head up past the farm, the road curving round right behind it, then curving back left as you follow it up towards Villa Il Tiglio and a lovely property called Casanova, with a beautiful plump blonde horse and his sheep mates in residence if you want to say hello and nobody objects. But the main road passes under these properties, with a small body of water on your left, following a really lovely country path, my favourite of the day. You’ll come to a bend with a driveway to a house on your right, follow the bend round left and you’ll see a road heading right that goes up past two very nice little properties, highly covetable. After the second of these, when we were there, the actual road seems to vanish into a field with a hedgerow on your right, and the path should continue up to the right of that hedgerow, on the other side. But we found it pretty overgrown, so carried on up the fields with the hedgerow to our right, to the road that passes Aurora Festival on the right, where a nice lady refilled our water flasks. Continue straight on, till you pass Agriturismo Fonte Senesi on your left. Take the second road on your left, which leads down towards the main road, Strada Provinciale 88. Then all you have to do is follow that up as it evolves into Viale Marino Cappelli, which curves round left and leads you up to the main gate into the lovely little town of Montichiello! It was a very very hot day when we walked there so we immediately stopped at the nice little garden bar on the right just before arriving at the gate and had some very welcome cold beer and ice-cream.

2. Montefioralle Winery

Via Montefioralle, 50022, Greve in Chianti Italy +39 392 842 5595 [email protected] http://www.montefioralle.wine
Excellent
89%
Good
7%
Satisfactory
1%
Poor
1%
Terrible
2%
Overall Ratings

5.0 based on 908 reviews

Montefioralle Winery

Our winery organizes visits and private wine tastings only by appointment arranged in advance.

Reviewed By fereday2019 - Moscow, United States

Beautiful Italian countryside small family winery with personal attention by the owner(s) You must try the cookies and ask for the recipe. Shipping to US is easy.

3. Guardastelle Vineyard

Localita Sovestro, 53037, San Gimignano Italy +39 0577 907209 [email protected] http://www.guardastelle.com/wine_tasting_cellar_tour_san_gimignano.html
Excellent
90%
Good
7%
Satisfactory
2%
Poor
0%
Terrible
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5.0 based on 694 reviews

Guardastelle Vineyard

Welcome in our house! Walking distance from San Gimignano, one of the most important towns of Tuscany, during the wine tour you'll discover a part of Tuscany that few people knows. You'll understand how is the countrylife in this part of the world. Please check our website for detailed info and email us for reservation and/or questions and special requests. We wait to welcome you, as private or group. Reservation required to tour the farm.

Reviewed By 301karimam

We were so well taken care of by Fausto and Rikkaa. This is a family owned vineyard that makes some incredible wines. We had a great stay here for 2 nights and wished we had booked longer. Fausto helped us with everything from making reservations to recommending masseuses and restaurants. Rikkaa is very well versed sommelier who gave us great winery recommendations as well. However, with all the wines we tried in the region, we liked Guardastelle's wine the best and already bought 6 bottles shipped home!

4. Eremo Le Celle

Localita Cappuccini 1, 52044, Cortona Italy +39 0575 603362 [email protected] http://www.lecelle.it
Excellent
82%
Good
16%
Satisfactory
2%
Poor
0%
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5.0 based on 1,203 reviews

Eremo Le Celle

Reviewed By Borzov - Rijeka, Croatia

Hermitage of Le Celle, founded in the 13th century by Saint Francis and extended by his successor, Brother Elias, is a humble and simple monastery, built in a true spirit of the Franciscan order. The name “Celle” came from the small hermit houses built in the wholes of the mountain. It is a beautiful, calm and peaceful place, historical monument and a pleasant sight.

5. Podere Il Cocco

Podere IL COCCO, Località Villa a Tolli, 53024, Montalcino Italy +39 347 080 9712 [email protected] http://www.ilcocco.it
Excellent
95%
Good
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Satisfactory
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Poor
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5.0 based on 390 reviews

Podere Il Cocco

Small organic family business that produces wine, olive oil and grappa. Our services are only by reservation: wine tasting, and restaurant can be booked every day , except sunday. Please contact us at least 24 hours in advantage. We are three brothers and one sister and to provide the best service to our guests we need a reservation because we can not be available in any moment of the day. We will be glad to host you . Have a nice day. Giacomo, Domitilla, Stefano and Ettore

Reviewed By saamram

My husband and I visited Il Cocco in 2016, as part of a 10 day trip to Italy. We had an amazing experience, and loved their wines. We recently ordered a case of their wine, as we had finished the last of the case we ordered while we were visiting, and want to support this amazing family business during a time of need. The ordering process for shipping a case was extremely easy over email and used Paypal to pay, and Giacomo was very helpful in getting everything sorted out. We can't wait until our case of wine arrives!

6. Terre del Marchesato

Localita Sant'Uberto 164, 57022 Bolgheri, Castagneto Carducci Italy +39 0565 749752 [email protected] http://www.terredelmarchesato.com
Excellent
85%
Good
11%
Satisfactory
2%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 363 reviews

Terre del Marchesato

Wine Cellar founded in 1954 by Emilio Fuselli.In the heart of Bolgheri near the famous cypress avenue so loved by the poet Carducciis located Fattoria Terre del Marchesato where the tradition and love for the earth bring the family Fuselli to produce quality wines!

Reviewed By JanetandJoey

We just arrived from our two week vacation and this was one of the highlights of our trip. We were looking forward to it and we were not disappointed. We happened to be the only people on this tour so we had Serena’s undivided attention! She is so down to earth, very informative and made us appreciate Bolgheri and the region’s wines even more. The grounds were immaculate and she was generous with the tastings (I lost count) that was paired with bread and their amazing olive oil. We prefer red over white but both were so good we bought several bottles of both. I researched a while before deciding on Terre del Marchesato and we can’t wait to go back! Thank you Serena! Janet & Joe

7. Poggio Amorelli

Localita Poggio Amorelli, 53011, Castellina In Chianti Italy +39 0577 741373 [email protected] http://www.famigliamazzarrini.it
Excellent
92%
Good
5%
Satisfactory
1%
Poor
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Terrible
2%
Overall Ratings

5.0 based on 749 reviews

Poggio Amorelli

FAMILY PASSION The strength to realize a dream Through the dream and the work of Marco Mazzarrini , Tuscan oenologist and agronomist to Castellina in Chianti in the farm Poggio Amorelli the Famiglia Mazzarrini prodution brand was born, serving high-quality wines bottled at the source, made following the ancient tradition of Tuscan chianti in a territory naturally predisposed to select vineyards. From the vine to the bottle, everything embodies the strong values of a family that, with infinite passion and great technical expertise, expresses, in its wine, the truth of a place, its people, and its culture.

Reviewed By timfmonson

My wife and I visited for our honeymoon and absolutely loved this experience. Great wine and balsamic (we still order a case stateside when we can), great staff and the brothers were charming and informative. Plus, beautiful views of Tuscany. HIGHLY recommend when you’re in Italy.

8. Podere La Marronaia- Sosta Alle Colonne

Via Martiri di Citerna 2 Podere le Colonne, 53037, San Gimignano Italy +39 0577 907265 [email protected] http://www.marronaia.com
Excellent
93%
Good
3%
Satisfactory
1%
Poor
2%
Terrible
1%
Overall Ratings

5.0 based on 647 reviews

Podere La Marronaia- Sosta Alle Colonne

Podere la Marronaia, a family story behind a bottle. Podere la Marronaia is a small familyrunned farm involved in the biodynamic method of cultivation of grapes and olives. Podere la Marronaia produces white, red and rosè wines and extra virgin olive oil. Wine and olive oil tastings are possible as well as farm visit.

Reviewed By durango2x - Wall Township, United States

the experience was wonderful, the staff(( Family ) wine tasting fresh homemade food , the charming family dogs , all perfect ….would recommend to family and friends …..Can't wait to go back

9. Castiglion del Bosco Winery

Localita Castiglion del Bosco, 53024, Montalcino Italy +39 0577 191 3750 [email protected] http://wine.castigliondelbosco.com
Excellent
92%
Good
6%
Satisfactory
1%
Poor
1%
Terrible
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Overall Ratings

5.0 based on 311 reviews

Castiglion del Bosco Winery

Tuscany is a region whose countryside never ceases to amaze for its captivating beauty. Castiglion del Bosco also knows how to charm. Castiglion del Bosco’s winery is one of Tuscany’s most noteworthy estates and a leading Brunello producer. We will introduce you to our wine culture through an exclusive selection of private tours and tastings guided by our expert staff. Tours are arranged by reservation only and are the perfect choice for guest seeking a unique wine experience in Tuscany.

Reviewed By NoamS377

Though it was time of corona, in between waves, the winery was open for pre-booked visits. The winery us stunning and situates in a beautiful surroundings. Marco, my host, was wonderful, patient and professional and did his utmost to make me feel at home as well as protected and safe. Wines are extraordinary and the story behind the winery and winemaker is awesome.

10. Chiesa di S. Andrea a Barbiana

Frazione Barbiana, Vicchio Italy +39 335 568 2242 http://www.comune.vicchio.fi.it/musei-e-monumenti
Excellent
90%
Good
0%
Satisfactory
10%
Poor
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Terrible
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5.0 based on 20 reviews

Chiesa di S. Andrea a Barbiana

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