Excellent cuisine and world-famous wines 

If you intent to spend few days in Central Italy, then we think this holiday has it all - medieval villages, hilltop towns, Renaissance churches and Etruscan & Roman remains.

Take in the lush, verdant plains of the Chianti Hills and stretch down to the shores of Lake Trasimeno, and the gently rolling ochre coloured hills of the Val d’Orcia – a UNESCO world heritage site since 2004.

Nestled among the Chianti Hills, the medieval village of Castelfiorentino is served by the rail network and allow easy day trips into Florence and Siena.

Leave the Chianti behind and continue your holiday to Montepulciano in Val D’Orcia among rolling hills and hill towns.

The landscapes south and east of Siena are among the most classic and beautiful in the region.

Undulating green hills are punctuated by cypresses, churches and stone farmhouses, and capped by medieval, tile-roofed towns.

Explore these and you'll find some wonderful treasures, from Romanesque churches to wine cellars, Etruscan museums to thermal spring-fed pools.

After few days in Val d’Orcia end your holiday in Umbria, Tuscany’s gentle sister.

Because of its central location in Italy, it has been dubbed the ‘Green Heart of Italy’, and it can offer a selection of areas rich with antiquity and mysticism.

Perugia is the capital of Umbria and one of Italy’s best preserved medieval hill towns.

 

Castelfiorentino Highlights

• Strategic location with easy access by rail to Florence, Siena and Pisa all within a hour
• In/Canti & Banchi
  Held: fourth week-end in May This event is extremely interesting since it is the national appointment of the New Bards (Nuovi Cantastorie). On these days the old town centre is restored to its medieval appearance and the visitor can attend Street Theatre shows, taste typical dishes, browse through the small antique market and discover local craftsmanship
• The Sweetest Day of the Year
  Held: third Sunday in September On this occasion the inhabitants of the area of Castelnuovo d’Elsa (an ancient town in the Commune’s territory) prepare a vast selection of local cakes and biscuits for visitors
• National Excursion Day
  Held: first week-end in October The Great Mediaeval Ways: the Via Francigena in Valdelsa. This event allows the public to take mountain walks and discover the pilgrim ways of Medieval times
   

Val D'Orcia Highlights

• Enjoy  Montepulciano, arguably Tuscany's most delighful medieval town
• Montepulciano's Bravio delle Botti (Barrel Rolling Contest)  August
• Taste the famous Brunello di Montalcino and Rosso Nobile di Montepulciano at a private wine-tasting
• Explore Pienza, a perfect little gem of a Renaissance town, and Montalcino, producer of another of Italy's great wines

Perugia Highlights

• July: Summer events, music concerts, festivals, theatrical performances,  shows
• Mid September: Grape festival
• The Umbria Jazz Festival is one of the most important jazz festivals in the world and has been held annually since 1973 (First two weeks of July)
• Take in a concert or performance at the Spoleto Festival (July)
• Indulge in a 10 days of chocolate tasting during the annual Eurochocolate (October)
• Two major universities, a steady stream of foreigners and a thriving art scene ensure that Perugia blends the modern with its past

Prices include breakfast and are based on 2 adults sharing a double/twin room

These prices can change on a daily basis as a result of special offer contracts with our suppliers and continually-fluctuating foreign exchange rates. For an accurate holiday quote, please call our friendly, tailor-made specialists on 0207 520 3100, or complete our request form.

Itinerary

• Pick up your car hire from the airport and make your way to Castelfiorentino (from Pisa 47km)
• Spend 5 nights sharing a double superior at  Le Boscarecce Hotel
• Make your way to Montepulciano (about 155km)
• Spend 3 nights at the luxurious Hotelito Lupaia
• Make your way to San Martino in Campo (133km) near Perugia (8km)
• Spend 6 nights at the charming hotel Alla Posta dei Donini
   

Flights (Optional)
Because we can access every scheduled airline, No Frills and selected charter flights, you can pick and choose the best option to add to your holiday.

When you book flights + accommodation with us, you are covered by our bonding with the CAA (for holidays by air) so your money is fully protected. You are also covered by the ATOL (1249) regulations, which means we take full responsibility for all the elements we have booked for you.