Tuscany Dream Tours Presents
A Tuscany Luxury House Tour with
Hill Towns, Castles, Vineyards and Olive groves
September 24th - October 8th, 2022
Two weeks through the beautiful Tuscany region of Italy visiting hill towns,
castles, vineyards and olive groves. The colors in October are amazing! The
fields go back to green, the woods turn into a mixture of yellow, brown and
dark green, the olive groves are silvery. Although fall is in the air, the day time
temperatures are still quite pleasant making this the perfect time of year to
explore this beautiful region of Italy!
The first week will be spent near Sinalunga, we will take complete advantage of
all that this beautiful region of Tuscany has to offer. This is a very special area
of Italy to me and feels very much like home. The small village of Serre di
Rapolano is right on our doorstep and this is my favorite of the small hill towns.
Just a short distance further is San Gimignano probably the most famous of the
walled Medieval hill towns of Tuscany and where you can get some of the best
gelato you will ever taste! My favorite is the white chocolate pistachio.
The second week will be spent near Florence visiting hill towns, villages, castles,
wineries and olive oil refiners and of course take in many wonderful places to eat.
We will visit Castello Di Sonnino and also Castello Di Poppiano home of the
Guicciardini family since the year 1200. Mario and I will prepare breakfast
each morning and we will have one night out to a lovely restaurant and one
night out to a Trattorio and then one night on your own. Mario and I will
prepare dinner on the other nights.
The small villages and hill towns that make up the area in and around
Sinalunga are spectacular and we will take in many of them! We will visit
Montalcino, a distinct hill town hill town famous for its Brunello di
Montalcino wine. Another lovely hill town is Montepulciano, renowned for
its pork, cheese, "pici" pasta, lentils, and honey and it is known world wide
for its wine. We will also visit Siena which is the embodiment of a medieval
city and a UNESCO World Heritage Site. .We will also spend a day in the
Province of Perugia, Umbria’s largest province with Perugia at the heart of
it. The city lies on a hill 1,640 feet above sea level, with the old town
spreading all around it, and partly surrounded by Etruscan and Medieval
Walls. There are two city walls with the external dating back to the Middle
Ages, is still intact for several miles and is marked by several entrances,
such as the Cassero di Porta Sant'Angelo. We will also visit the amazing
cities of Arezzo and Cortona.
During the first week we will spend a day in Florence seeing The
David as well as a climb to the top of the Duomo which gives the most
amazing views of the city. Florence is so alive with culture, beauty and
history that we will make a full day of it. We will also spend a day visiting
Pisa to see the Leaning Tower of Pisa. Along the way we will visit the
small village of Vinci, which is the birthplace of Leonardo da Vinci.  We
will spend time in the Chianti Region with wine tasting and visit the
Chianti towns of Panzano, Greve in Chianti and Montefioralle. We will
also spend a day visiting the amazing town of Volterra, the home to
Alabaster! In between Villas we will visit the city of Siena, built around
the Piazza del Campo, was devised as a work of art that blends into the
surrounding landscape.
This tour is one of our special house tours where you stay in one location for a week and a second location for another week.
You will be served breakfast each morning by the Scottish Dream Tours team and in the evening we will do dinners in the
house, a trattoria night out and a restaurant night out along with one night on your own in each house. This beautiful tour
covers two spectacular regions of Tuscany in Italy, where you will relax in luxury accommodations and take in all the
breathtaking beauty of the Chianti and Arezzo Region along with all the amazing countryside, hill towns and small villages
along with Florence, Pisa, Sienna and Cortona. Price includes 14 nights luxury house accommodation, 10 dinners, 10
lunches and breakfast each morning, all activities, sightseeing and entrance fees as listed in itinerary, all taxes, fees and
service charges. Guided minibus travel with airport pick up and drop off and luggage handling.

$7495 per person. $995 Single Supplement. Please read our terms and conditions before signing up.
Pre Tour: September 23rd. Arrive into Florence Peretola International and use the day to get rested up at our
accommodation near the airport before the tour starts the following morning.

Day 1 - September 24th  - After leaving the Florence Airport behind our first stop today will be Greve in Chianti,
gateway to the famous Chianti region. Greve's history is connected to the beautiful Castle of Montefioralle located
above the town and Greve was the castle's marketplace starting in the 13th century. The market still takes place here
every Saturday in the
Piazza Matteotti. We will wander this lovely market town where you will want to visit the
Antica Macelleria Falorni, a Tuscan butcher shop that has been in the same spot since 1729, and the Bottega dell'
Artigianato,
a shop specialized in hand-woven baskets and products made in olive wood. Just a few miles up the road
we find
Panzano where will Stop for Lunch. After some time to look around, we will head further into the Tuscan
countryside and then get settled into our accommodation before dinner.
Welcoming Dinner and Overnight near
Cortona. (B,L,D)

Day 2 -
As we are in the Heart of Tuscany it would only make sense to spend our day visited visiting hill towns
and doing some wine tasting! Two of the most famous hill towns associated with wine are
Montalcino and
Montepulciano
. Montalcino is a classic Fairytale Hilltop Town, set within a full circle of fortified walls and watched
over by a mighty castle of medieval perfection. This beautiful village is immersed in the breathtaking
Val d'Orcia
Natural Park
, renowned all over the world for the production of its precious Brunello Red Wine. The historical
center is dominated by the mighty and imposing fortress built in 1361 and the views from its ramparts are spectacular,
stretching towards
Monte Amiata, across the Crete to Siena, and across all of the Val d'Orcia. We will lunch here
before continuing on to Montepulciano, a medieval town of rare beauty and full of elegant Renaissance palaces, ancient
churches, charming square and hidden corners. It boasts vast panoramas all over the wonderful Val d'Orcia and
Val di
Chiana
valleys that surround it. Dinner and Overnight near Cortona. (B,D)

Day 3 -
Today we will explore the beautiful area of Crete Senesi in the eastern part of Siena countryside.  This area,
sometimes referred to as the
Desert of Accona, is full of traces of ancient cultures, small medieval towns, local festivals
and stunning landscapes. Our first stop will be the
Abbey of Monte Oliveto Maggiore, situated in a beautiful position
among a forest of cypresses and oaks. The Abbey was founded in
1313 by Sienese Bernardo Tolomei who retired in
this isolated place, property of his family, after he converted to Benedictine order. We will have
Lunch in Asciano
before some time to wander and explore this delightful town with its
Travertine Sidewalks as there is numerous
Travertine Caves in this area. This afternoon we visit my favorite hill town of Serre di Rapolano, a characteristic
small hilltop village surrounded by walls on the border of Crete Senesi to the south of Siena. We will also explore
Foiano
della Chiana
before returning home for dinner. Dinner and Overnight near Cotona. (B,L,D)

Day 4 -
Today will be spent in and around the Villa De Michaelangioli and the estate after a Late Brunch. The Villa is an
elegant
Leopoldina Estate on top of a hill in the Val di Chiana with a splendid view of the Tuscan countryside that
reaches the fascinating and famous town of
Cortona, not far from “Villa Bramasole” where the movie “Under the
Tuscan Sun”
was filmed. The furnishings have been entirely handled by the owners, with antique furniture, paintings,
carpets and curtains carefully selected, allowing you to experience a dream holiday with the tradition and history of this
magic Tuscany. The house is complete with an outdoor swimming pool with solarium and an indoor pool with whirlpool
and sauna. In the late afternoon we will gather for a
Wine and Antipasto Lunch. You will then have more time to
enjoy the estate and the house before we go into
Foiano Della Chiana for you to find some dinner on your own and
explore the city further.
Overnight near Cortona. (B,L)

Day 5 -
This morning we are off to Perugia located in the centre of Italy. The Province of Perugia is Umbria’s
largestprovince with Perugia at the heart of it. The city lies on a hill 1,640 ft above sea level, with the old town spreading
all around it, and partly surrounded by
Etruscan and Medieval Walls. There are two city walls with the external
dating back to the Middle Ages, is still intact for several miles and is marked by several entrances, such as the
Cassero
di Porta Sant'Angelo.
While here we will have a Taste of Perugia Tour. We will stroll through a maze of medieval
streets as we taste and sip our way through the capital city of Umbria,
Italy's "Green Heart" with over 7 tastings, bites
& sips – with locally sourced foods and much more! We will enjoy Umbria's local food and wines, including handmade
pasta, truffles, chocolates, cheeses and more as we walk in the footsteps of ancient
Etruscans, Roman Emperors,
Noble Families and Renaissance Painters.
As Perugia is the European Capital of Chocolate, we may have to
find some places to do some more sampling before we return home for a light supper after a day of eating!
Dinner and
Overnight near Cortona. (B,L,D)

Day 6 -
This morning we make our way to Arezzo for a Walking Tour that takes in the historic center and the
Church of San Francesco with its frescos by Piero della Francesca, the Pieve Santa Maria Assunta, the
Piazza Grande
bordered by Vasari's Loggia, the Cathedral Church of San Donato, the Palazzo del
Comune and the Church of San Domenico housing a Crucifix by Cimabue
. We will take some time to further
investigate Arezzo and all its antique and gold shops before we are off to tour the city of
Cortona, a small charming town
in the
Val di Chiana enclosed by stone walls dating back to Etruscan and Roman times. We will have lunch before
taking time to explore this lovely hill town. The heart of Cortona is
Piazza della Repubblica, with the Palazzo
Comunal
e or town hall building overlooking the square. Various small shops on the main streets of offer local handmade
items and gastronomical products. Great red wines are made in the area and the wine bars offer a wide selection.
Overnight near Cortona. (B,L)

Day 7 -
This morning we make our way to Lucignano known as the Pearl of the Val di Chiana. This small village
represents one of the more extraordinary examples of medieval urban planning for its system of elliptic rings arrived
intact over the centuries. As we walk through the narrow streets, between houses of stone and brick, we reach the heart
of the village where we find the
Square of the Tribunal, which is overlooked by the Town Hall, the Church of St.
Francis and the Collegiata
. Inside the 13th century Town Hall building is the Museum, the keeper of
Lucignano’s Treasures with works of art from the Tuscan Middle Ages and Renaissance. After a Tour
ofLucignano
we make our way just down the hill to Sinalunga for Lunch. After lunch we visit Fattoria Cantagallo
Winery
in the heart of the Tuscan countryside with views of the famous Cortona, an old Etruscan town. The farm is lead
by
Edoardo Capecchi, a young winemaker, helped by his parents, his brother Tiziano and his sister, Stefania, that deal
with management of the farm and with the growing of some farm typical product such as olives, barley, sunflowers, corn
and wheat.
Dinner and Overnight near Cortona. (B,L,D

Day 8 -
This morning we make our north to our home near Florence with a few stops along the way. Our first stop of
the day is
Siena where we will take a Walking Tour of the City. Siena is one of the leading art cities in Tuscany and a
place which has managed to preserve carefully its medieval character. Our walking tour will take in the
Church of San
Domenico
, the magnificent palace of Monte dei Paschi Bank, founded in 1472 - the oldest bank in Europe, Piazza
del Campo, the Chigi-Saracini Palace
and finally the Duomo with its marble pavement made with a startling
sequence of 56 marble panels. After lunch we make our way to
San Gimignano, Tuscany's most famous walled hill
town, famous for its medieval architecture and towers that rise above of all the surrounding buildings offering an
impressive view of the city from the surrounding valley. San Gimignano offers visitors the chance to step back in time
while enjoying its local products including saffron and its white wine, the
Vernaccia di San Gimignano. Then it is
just a short drive to our new home.
Dinner and Overnight San Casciano In Val di Pesa. (B,L,D)

Day 9 -
This morning we make our way to Volterra, considered to be Tuscany's most underrated hill town. Far fewer
people visit here as compared to San Gimignano make it a delight to navigate. The
Piazza dei Priori is one of the most
impressive town squares in Tuscany and the 13th century
Palazzo dei Priori, the oldest town hall in Tuscany. While
here we will visit the
Roman Theater, Forum, and Baths. Construction started on the Roman Theater in the 1st
century BC and behind the theater are remains of
Roman Baths dating from the 4th century AD. There are also
remains of the
Roman Forum. During the middle ages these sites were part of a rubbish dump and were buried
until excavations began in 1951. After lunch we will take some time to enjoy all the delights of this medieval walled hill
town. We will stop for you to find dinner before we return home traveling through more beautiful Tuscan countryside
.
Dinner and Overnight San Casciano In Val di Pesa. (B,D)

Day 10 -
Today we will spend the day in the beautiful city of Florence, the Capitol of Tuscany. Our first stop will be
the
Accademia Gallery Museum to see "The David". We will take a tour of the Accademia which will cover not only
Michelangelo – his life, torment and creative genius and his sculptures which include the David, his
Unfinished
Slaves and St. Matthew
, but also works of art by great such as Botticelli, Ghirlandaio, Pontormo and other
greats from the 13th to 16th centuries. After lunch we will take a tour of
 The Duomo, the religious heart of the city,
through the tiny and narrow streets of the medieval quarters and we will see where artesans still work keeping ancient
traditions alive. The
Duomo or The Cattedrale di Santa Maria del Fiore stands tall over the city with its
magnificent Renaissance dome designed by
Filippo Brunelleschi. The cathedral is a vast Gothic structure built on the
site of the 7th century
Church of Santa Reparata, the remains of which can be seen in the crypt. After dinner in the
city, a walk across the
Ponte Vecchio at sunset is a must do! Overnight San Casciano In Val di Pesa. (B,L)

Day 11 -
Today will be a relaxing day in and around Villa Ripanera after a Late Brunch. The Villa dates back to the
16th century and is part of the
Ripanera Winemaking Estate, where fabulous red wine and olive oil have been
produced for many years. The Villa just a few minutes away from the historic town of
San Casciano Val di Pesa and
only about 10 miles away from
Downtown Florence. Surrounded by a truly magnificent garden, the property boasts
unobstructed views on the
Typical Chianti Hills, dotted with vineyards and olive groves. With its unique blend of
indoor and outdoor living, the villa provides a perfect setting to enjoy an unforgettable holiday. We will gather in mid
afternoon for an
Afternoon Tea with an Italian Flair! You will have more time to lounge in the house, take a swim in
the pool or just enjoy the surrounds of this beautiful estate before we go off to find some dinner in
San Casciano
Overnight San Casciano In Val di Pesa. (B,L)

Day 12 -
This morning our first stop will be Casa Brancaia Winery for Wine Tasting, a Typical Tuscan Lunch
paired with
Brancaia Wines and a tour of the Facility. The vineyard is extremely remote and is also very small and
makes for a truly unique and intimate experience that you will not soon forget! After eating and drinking until we are
ready to burst, we make our way to another hill town to imbibe even more as after leaving Brancaia behind we make our
way back to Greve in Chianti and up the hill to the
Montefioralle Winery. Along with the Wine Tasting, we will have
a
Tour of the  Vineyards and the Small Winery, located right in the middle of their farm. The Sieni Family
themselves will describe the special features of their
Chianti Classico, Chianti Classico Riserva, IGT and Vin
Santo
, that they produce on their farm at the base of Montefioralle. We will return home before dinner. Overnight San
Casciano In Val di Pesa. (B,L,D)

Day 13 -
This morning we make our way to Pisa and the Leaning Tower of Pisa. Most people come to Pisa for the
Tower, but this is a lovely university town where the
Piazza dei Miracoli, or Square of Miracles, where the tower,
the cathedral and baptistery form the city's main attraction. The city is also home to more than 20 other historic churches,
several medieval palaces and various bridges across the
River Arno. After finding some lunch in Pisa we make our way
back home with a stop in the small village of
Vinci, in the rolling landscape of vineyards and olive grove between Pistoia
and Empoli. Leonardo da Vinci
was born here in 1452 and lived here until 1469 when he left for Florence. While
here we will visit the 13th century castle which now holds the
Museo Leonardino. Here you can see numerous
recreations of da Vinci's inventions such a bicycle, a car, a helicopter, a parachute and a tank and the drawings that
inspired the wooden models, along with various pulleys and gears and other contraptions. We will stop for dinner on our
way back home.
Overnight San Casciano In Val di Pesa. (B,D)

Day 14 -
This morning we will take in a few castles with our first stop being Montespertoli and Castello di Sonnino.
We will discover this 14th century historic residence with a thrilling tour of the courtyard, the very heart of the Castle,
and the thirteenth-century tower where we will visit the room where the ancient clock is still working and enjoy the
breathtaking panoramic view over the surrounding valleys. We will find some lunch and then while we are in the area we
will visit
Castello Di Poppiano home of the Guicciardini Family since the year 1200. They are one of the most
ancient
Florentine Families who held a prominent position in the social , political and commercial life of Florence.
Today they are more famous for their wine and olive oil. A tour of the castle will take in the
Wine Making Cellar, the
Underground Agin Cellar, the Olive Oil Mill, the Vinsanto Tower
where the grapes are dried, The
“Vinsantaia” inside the Main Tower, the Panoramic View from the Main Tower and of course the Wine Tasting!
We then return home for dinner
. Dinner and Overnight San Casciano In Val di Pesa. (B,L,D)

Day 15 - October 8th -
This morning we return to the Florence Peretola Airport for the journey home.
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