7-Day Hill Towns in Italy
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Overview
Characterised by green hills, country roads fringed with cypress trees and medieval architecture, the central hill towns are a charming place to spend a week in Italy.
Beginning in Rome to ignite your love for Italian architecture, food and traditions, you'll spend a day exploring this wonderful city and soaking up its history. You'll then head into central Italy's Tuscan hills where you'll spend the rest of your trip in the towns of Pienza, Montalcino, Montepulciano, San Gimignano, Volterra and Chianti.
You'll experience farms where the vines are sung to in order to make them grow, delicious cheese is made and more. You'll venture to hidden corners, famous hilltop towns and beautiful cities like Siena.
Beginning in Rome to ignite your love for Italian architecture, food and traditions, you'll spend a day exploring this wonderful city and soaking up its history. You'll then head into central Italy's Tuscan hills where you'll spend the rest of your trip in the towns of Pienza, Montalcino, Montepulciano, San Gimignano, Volterra and Chianti.
You'll experience farms where the vines are sung to in order to make them grow, delicious cheese is made and more. You'll venture to hidden corners, famous hilltop towns and beautiful cities like Siena.
Itinerary
Day 1
Welcome to Rome
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Today, you'll arrive in Rome and be met at the airport by your private driver. They will then transfer you to your hotel, where if available you'll be able to check-in early and get settled. The rest of the day will then be free for you to explore the classic monuments of Rome including the Trevi Fountain and more. If you'd like to do something a little different, you can head out on a tour of a typical local where you'll visit local bars, taste local cheeses and enjoy stories from your guide.
Accommodation
Corso Vittorio 308 B&B★2 star
Activities
Free Time in RomeOptional Activity
Life of a Typical Roman TourOptional Activity: AU$ 170 per person
Transportations
Private Driver from Rome Fiumicino Airport to Corso Vittorio 308 B&B
Destinations
Rome
Day 2
Rome to Tuscany
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Today, you'll say goodbye to Rome after a short but sweet visit. You'll continue your week in Italy to the train station where you'll catch the train to the gateway of Tuscany. Your driver will meet you at the other end and transfer you to your hotel in the beautiful town of Pienza, in the UNESCO-listed Val d'Orcia. En route, you'll stop to visit Montepulciano where you'll explore the town and visit an exclusive family-owned winery for a tasting of the region's specialities.
Accommodation
Tenuta Santo Pietro★2 star
Activities
Ancient Rome Tour: AU$ 170 per person
The Colosseum: AU$ 170 per person
Palatine Hill: AU$ 170 per person
Roman Forum: AU$ 170 per person
Montepulciano: AU$ 170 per person
Transportations
Private Driver from Rome to Stazione Termini Roma
Train from Stazione Termini Roma to Chiusi Stazione
Private Driver from Chiusi Stazione to Tenuta Santo Pietro
Meals
Breakfast and lunch
Destinations
Rome
Montepulciano
Pienza
Day 3
Tour of Val d'Orcia & Wine Tasting in Montalcino!
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This morning, you'll depart for a full-day tour of the wonderful Val d'Orcia! You will explore Pienza, the pretty town transformed in the 15th century when Pope Pius II turned his home village into an ideal Renaissance town. Your next stop will be in a fattoria to taste the delights (cheese) made here. You'll then pass through the beautiful scenes of the Crete Senesi to arrive in Montalcino where you will have a wine tasting in one of the farms that produce the famous Brunello wine.
Accommodation
Tenuta Santo Pietro★2 star
Activities
Val d'Orcia Tour: AU$ 170 per person
Meals
Breakfast and lunch
Destinations
Pienza
Tuscany
Day 4
Pienza to San Gimignano via Siena
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This morning you'll check out of your hotel in Pienza and hop into the car to make your way to Northern Tuscany. En route, you'll stop in Siena for a two-hour guided tour of the city. You will for sure appreciate the sloping piazza popularly known as Il Campo. The piazza is the civic and social centre of Siena, with the Complesso Museale Santa Maria della Scala, the elegant Palazzo Comunale and the graceful Torre del Mangia. You'll then continue on to San Gimignano.
Accommodation
Farmhouse Villa Palagetto
Activities
Half-Day Tour to Siena and San Gimignano: AU$ 170 per person
Transportations
Private Driver from Pienza to Siena
Private Driver from Siena to Villa Palagetto
Meals
Breakfast
Destinations
Pienza
Siena
San Gimignano
Day 5
San Gimignano Farm Experience, Wine Tasting & Volterra
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This morning, you'll meet your driver for a tour of San Gimignano (with farm experience) and Volterra! To begin the tour, you will visit San Gimignano, a visually striking and perfectly preserved town of medieval towers. You will then head towards a great Fattoria (in San Gimignano)where you'll enjoy nice wine, oil and saffron as part of a light lunch at the farm! You'll then move on to Volterra, a favourite Italian hill town.
Accommodation
Farmhouse Villa Palagetto
Activities
San Gimignano Farm Experience with Wine, Oil and Saffron Tasting: AU$ 170 per person
Volterra: AU$ 170 per person
Meals
Breakfast and lunch
Destinations
San Gimignano
Volterra
Day 6
Back to Rome via Chianti
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This morning, you'll meet with your private driver and depart towards San Giovanni Valdarno train station (a one-hour drive), passing through the "miracle" of Chianti hills where you'll stop for a wine tasting. You will stop for a visit and tasting in a favourite winery/castle in the medieval village of Castello on the magnificent Chianti hills. You will have a great guided tour of the historic cellars and a superb wine-oil tasting. You'll then continue your journey to Rome.
Accommodation
Academy Hotel★3 star
Activities
Chianti Wine Experience in a Castle: AU$ 170 per person
Transportations
Private Driver from Farmhouse Villa Palagetto to San Giovanni Valdarno
Train from San Giovanni Valdarno to Roma Termini
Private Driver from Roma Termini to Academy Hotel
Meals
Breakfast
Destinations
San Gimignano
Greve in Chianti
Fiumicino
Day 7
Goodbye Italy
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Today is the final day of your beautiful week in Italy. After breakfast, you'll check out of your hotel and transfer using the hotel's private shuttle to the airport for your departing flight.
Transportations
Bus from Academy Hotel to Rome Fiumicino Airport
Meals
Breakfast
Destinations
Fiumicino
Included in Price
- 6 nights accommodation
- 10 activities
- 6 breakfasts and 3 lunches
- Airport transfer
- Entrance fees
- Ground transportation
- Licensed English speaking guides
Not Included in Price
- Alcohol beverages
- Domestic flights
- Entry visas / airport departure tax
- Gratuities
- International flights
- Laundry
- Personal expenses
- Travel insurance
- Trekking permits
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Low season price starting fromAU$5,134
per traveller sharing Terms and Conditions
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Book this trip today with a deposit and pay the rest 60 days before departure.
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