Tuscany Dream Tours Presents
A Tuscany Luxury House Tour with
Hill Towns, Castles, Vineyards and Olive groves
October 17th 31st, 2020
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.
Sinalunga is a very special area of Italy to me and feels very much like
home. The small villages and hill towns that make up this area are
spectacular! 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.
We will also 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. The
whole city of Siena, built around the Piazza del Campo, was devised as a
work of art that blends into the surrounding landscape. We will also visit
the amazing cities of Arezzo and Cortona.
During the second 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 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.
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 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
Lucca. 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.

$6795 per person. $995 Single Supplement. Please read our terms and conditions for Scottish Dream
Tours. You will be redirected when you click on the link.
Day 1 - October 17th - 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 Overnight near Asciano,
Sienna. (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 squares 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 Asciano, Siena. (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. This afternoon we visit my favorite hill town

of Serre di Rapolano which offers a taste of the local cultural flavor. We will have lunch here before some time to wander
and explore this delightful hill town far off the regular tourist route. We will also explore
Asciano before returning home
for dinner. Dinner and Overnight near Asciano, Siena.

Day 4 -
Today will be spent in and around the Villa and the estate. Just a few kilometers from the lively historic borgo of
Buonconvento and immersed in the picturesque country scenery between the Orcia Valleys and the evocative
Crete Senesi, is this imposing construction, elegantly restored in classic Tuscan style. In the Villa is a splendid and
spacious living room, connected to the large professional kitchen, which, outside, extends first along the panoramic
furnished terrace, overlooking Montalcino and the gentle hilly promontories, and then along a vast well-kept expanse
of lawn, in the centre of which are two swimming pools. In the 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 Asciano for you to find some
dinner on your own.
Overnight near Asciano, Siena. (B,L)

Day 5 -
This morning we are off to Perugia located in the centre of Italy. The Province of Perugia is Umbria’s largest
province 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. We are out for dinner this evening.
Overnight near Asciano, Siena. (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 and you can find some lunch on your own. After lunch we are off to
Cortona, a small
charming town in the Val di Chiana enclosed by stone walls dating back to Etruscan and Roman times. The heart of Cortona
is
Piazza della Repubblica, with the Palazzo Comunale 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. We then return home for
Dinner and Overnight near Asciano, Siena. (B,D)

Day 7 -
We will take in a few more hill towns today starting with 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. We will find a trattoria for
lunch after we make our way to
Pienza, a tiny village in southern Tuscany in the beautiful Val d'Orcia. The village is
located amidst gentle undulating hills and wonderful natural landscapes and enjoys a strategic position standing high atop a
hill, dominating all the
Orcia Valley with extraordinary views. Overnight near Asciano, Siena. (B,L)

Day 8 -
This morning we make our way towards Florence where we find our home for the next week. Along the way we
will stop at Siena, one of the leading art cities in Tuscany and a place which has managed to preserve carefully its medieval
character. We will take a
Walking Tour of the City that 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 our
tour we will let you find some lunch on your own and do a bit of shopping. After lunch we will travel 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 we get settled into out new home before Dinner. Overnight Tavarnelle 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. We will take some time to enjoy all the delights of this medieval walled hill town where you can find some lunch.
After lunch we will return home traveling through more beautiful Tuscan countryside
. Dinner and Overnight
Tavarnelle Val di Pesa. (B,D)

Day 10 -
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 Tavarnelle Val di Pesa. (B,D)

Day 11 - Today will be a relaxing day in and around the Villa. Set in the heart of the wonderful Chianti Region, this
fabulous villa dates back to the 16th century and is strategically located to easily access Florence, as well as all of Tuscany’s
major places of interest. Surrounded by a beautiful garden, the villa is nested within a striking 68 acre estate and
boasts
unobstructed views on the typical Chianti hills, dotted with perfectly kept vineyards and olive groves. It offers a

truly unique blend of indoor and outdoor living, providing the perfect setting to enjoy an unforgettable holiday with family &
friends!  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 Tavarnelle.
Overnight Tavarnelle Val di Pesa. (B,L)

Day 12 -
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 you find some 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 Tavarnelle Val di Pesa. (B,D)

Day 13 -
This morning our first stop will be Brolio Castle and Barone Ricasoli, the oldest winery in Italy! The guided
tour will take us through the history by visiting the 12th century castle gardens,  the family’s private chapel and unique
museum.  After this visit to the past, we will visit the ultra modern wine-making facilities and finish the tour with a special
wine tasting in a private room. We will
Lunch Brolio Castle and then this afternoon we visit 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. Dinner on your
own this evening.
Overnight Tavarnelle Val di Pesa. (B,L,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 a
Farewell Dinner. Overnight Tavarnelle Val di Pesa. (B,L,D)

Day 15 - October 31st -
This morning we return to the Airport in Florence.