• Impruneta
  • San Casciano in Val di Pesa
  • Panzano in Chianti
  • Greve in Chianti
  • San Gimignano
  • Colle di Val d'Elsa
  • Siena
  • Montalcino
  • Pienza
  • Montepulciano
  • Cortona
  • Arezzo

Tuscany is perhaps the most popular of all Italian regions, as it has an amazing concentration of Italian beauties, from the hilltop medieval towns to the rolling vineyards and terraced olive groves. From the Etruscans and Romans up untill to the Renaissance, Tuscany has been the greatest treasury of fine arts around the world. There is a lot to see and do, so it is really hard to decide where to start. Here, I have suggested a circular route spanning the Chianti and Val d'Orcia -leaving the coastal Maremma region aside. Chianti is an area between Florence, Siena and Arezzo, which is famous for its "Chianti Classico" wines, symbolized by a black rooster. The area has been a continuous battlefield between the rival cities of Siena and Florence, thus it has several fortified towns and castles that sit on hilltops overlooking a magnificent countryside. Tuscany is also full of thermal spas, best of which you would find around Montecatini, Saturnia, Montepulciano, Monsummano and Bagno Vignoni. Don't miss the scenic route of SR 429 from Castellina to Poggobonsi, if you want to capture unbelieveably beautiful Tuscany pictures.

  • Relais Poggio Borgoni

    Situated on the hills overlooking the Pesa River, this Chianti wine estate has romantic rooms and an osteria serving Tuscan specialties.

  • Salvadonica

    A great countryside hotel established at a historical farm of 26 acres. They serve their own wine and olive oil, besides giving cooking classes at their in-house restaurant.

  • Antinori Nel Chianti Classico

    A modern winery carved into a hillside covered with vineyards, managed by the famous family dealing with wine making for 26 generations over 6 centuries! Make reservations for the wine tasting tours.

  • Antica Macellaria Cecchini

    At this butcher shop, you have a good selection of fixed price menu served around family-style tables. Try "bistecca alla fiorentina" with a glass of local red. You can also bring your own wine and be served without a corking fee!

  • Villa Bordoni

    A charming countryside hotel at an old aristocrat's villa restored into its old beauty. The hotel has a celebrated restaurant and also offers courses at its Chianti Cooking School.  

  • Ristoro di Lamole

    Tuscan specialties like ravioli of pear and Pecorino Senese or pappardelle on wild boar, accompanied by a wine selection of more than 300 labels.

  • Hotel Bel Soggiorno

    21 clean rooms at a 13th century building located on the main street of the old town.

  • Hotel La Collegiata

    This 16th century Capuchin monastry later became a summer residence, then a 20-room hotel with a true character.

  • Hotel L'Antico Pozzo

    A charming three star at a historical building in the middle of San Gimignano.

  • Gelateria Dondoli

    Artisanal ice cream in one of the main piazzas of the town.

  • Hotel Relais Della Rovere

    A rustic hotel converted from an ancient Benedictine abbey and a villa belonging to the Pope Julius II, the supporter of artists like Michelangelo and Raphael.

  • Restaurant Arnolfo

    A great restaurant that offers views of beautiful Tuscan hills and dishes by the Michelin starred chef Gaetano Trovato.  Guests can also sleep at the adjacent rooms.

  • Collevilca

    60 years of experience in production of artisanal crystalware, ranging from wine glasses to tableware and decorative objects.

  • Certosa di Maggiano

    A countryside hotel at a monastery 1 km away from Siena center.

  • Fonteverde Tuscany

    Near San Casciano dei Bagni hot spring waters, an award-winning spa hotel surrounded by olive groves and vineyards.

  • Grand Hotel Continental Siena

    A noble residence at the historic center of Siena.

  • Relais La Suvera

    Marchese Giuseppe Ricci and his family welcome guests at this fascinating boutique hotel, converted from their private country residence.

  • Villa Scaccia Pensieri

    A 4-star hotel at an 18th century villa surrounded by a large park just outside Siena. 

  • Antica Osteria da Divo

    Creative local dishes, served in ancient Etruscan rooms cut out of the soft volcanic rock on which Siena is built.

  • Guido Ristorante

    A cosy restaurant serving the best local produce a few steps away from the Piazza del Campo. 

  • Il Tosco

    A noble house that can also be rented entirely, accomodating 8 people.

  • Lupaia

    5 small houses and a mansion dating back to 1622, converted into a romantic hideway by an Austrian family.

  • Villa Poggiano

    A renovated 18th century villa with 14 splendid suites in 6 hectares of parkland near Montepulciano.

  • Cortona Resort & Spa

    A village-like resort dominated by an eighteenth-century villa and surrounded by formal gardens and woods.

  • Hotel San Michele

    42 rooms in a large comfortable house, the historic Baldelli Palace, which has been declared a national monument.

  • Il Falconiere

    As a Relais & Châteaux member, Il Falconiere is a wine resort and exclusive SPA, with a Michelin star restaurant.

  • Villa di Piazzano

    Built in 1464 as the hunting manor of Cardinal Silvio Passerini, this elegant hotel is located in a protected natural reserve near Cortona.

  • Bottega Baracchi

    A wine bar, a restaurant serving traditional food and a store selling local gourmet products. 

  • La Bucaccia da Romano

    Located on a charming street, this restaurant welcomes its guests in the old cellars of 12th century Palazzo Cattani.

  • La Logetta

    A cosy and elegant restaurant managed by a couple in a 13th century building, with a beautiful medieval loggia overlooking Piazza della Repubblica. 

  • Osteria del Teatro

    A seasonally changing menu is served at this 16th century elegant building.

  • Graziella Patio Hotel

    A charming hotel a few steps away from the Basilica di San Francesco, located in a building with 15th century cellars.

  • Vogue Hotel

    A practical and neat 4-star hotel with 26 rooms in the city center.

  • Buca di San Francesco

    A cellar restaurant with great frescoes.

  • La Lancia d'Oro

    A lively restaurant bursting with colors, where you can also witness some local family and friend gatherings.

  • Le Chiavi d'Oro

    A surprisingly retro-modern atmosphere at Piazza San Francesco and refined Italian cuisine.  

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