Day 1 - Arrival Day/ Benvenuto!
Welcome to Italy!
Upon arrival to Rome airport, meet your private driver for your transfer to your accommodations in Tuscany.
On the way, you'll stop in Orvieto – a town set atop a tufa plateau in Umbria, for “free time” & lunch. Continue on to the Tuscan countryside.
Check into your accommodations, a farm villa set in the heart of Tuscany.
Dinner at your agriturismo (D)
Day 2 - Val d'Orcia & Pecorino Cheese
Today after breakfast, you will depart for two of Tuscany’s most famous towns: Montepulciano & Pienza, set in the Val d’Orcia – what many view as the “quintessential” Tuscany.
Along the way, you'll see rolling hills dotted with small villages, cypress lined roads and miles and miles of vineyards. Depending on the time of year, you might see fields of sunflowers or red poppies.
Your first stop will be in Pienza, famous for its Pecorino cheese. Here you'll enjoy a tasting of this famous regional cheese.
After lunch, it's off to the hill town of Montepulciano where you can wander the streets, stop at shops, churches and town squares. As well, there are many enoteche where you can visit the ancient cellars and have a wine tasting.
Head back to the villa and perhaps relax by the pool before dinner. (B, L, D)
Day 3 - Arezzo: Where Life is Beautiful
Visit an elegant local villa set in the countryside. Enjoy a tour, learning all about its interesting history and secrets, followed by a wine tasting.
Then head on to Arezzo, a beautiful medieval town, which has its origins in Etruscan history and later, the Romans.
The town was also made famous in the movie ‘Life is Beautiful’ by Roberto Benigni.
Parts of the city were destroyed during WW2, but many historical buildings remain including the Piazza Grande, a Roman Amphitheater, and the remains of a fortress.
Dinner with local wine. (B, D)
Day 4 - Florence & The Renaissance
Full day in Florence. Upon arrival, you will meet up with your English speaking local guide and enjoy a walking tour of Florence.
During the tour our guide will point out famous sites such as the Duomo, Ponte Vecchio, the Uffizi Gallery, Piazza della Signori, Piazza della Repubblica, and more.
You'll learn all about the dark secrets of Florence's famous noble families and artists with this behind the scenes & highlights tour. Enjoy time for lunch on your own.
The afternoon is free for you to shop, visit one of its famous museums such as the Uffizi (Botticelli) or the Accademia (The David), or just soak in the vibrant life of one of the many piazze while having a caffè or spritz. Perhaps visit the colorful markets where you can find anything from a tripe sandwich to a silk scarf!
Dinner back at your villa with local wine. (B, D)
Day 5 - Chianti: Farm Lunch & Wine
After breakfast, you'll depart to the Chianti region – an area of Tuscany made famous by the red wine of the same name.
This is a beautiful region of terra-cotta-roofed towns and winding roads, leading through groves of olive trees, with cypress and endless vineyards stitching sun-dappled rolling hillsides – this is wine country.
You'll visit some quaint villages, have lunch on a local farm and sample some wine. What else would you do in Chianti?
And since you are in Italy, stop for some famous gelato!
Dinner at your villa with local wines. (B, L, D)
Day 6 - Cortona: ‘Under the Tuscan Sun’
Today, depart for Cortona, made famous by Frances Mayes’ book & movie “Under the Tuscan Sun”.
Cortona which also has its roots in Etruscan history, is a quiet and romantic town nestled in the beautiful hills.
It is surrounded by a countryside, in which lavish villas are surrounded by large gardens and hosts many monasteries, churches and monuments.
Enjoy a guided tour and then free time on your own to explore further and have some lunch. There are plenty of options highlighting the traditional cuisine.
Back to the villa in the afternoon for some time to relax before dinner.
Dinner with at your villa local wine. (B, D)
Day 7 - Local History and Daily Life in Tuscany
Today will be a full day of experiencing the local countryside life.
First you will visit one of the most famous sanctuaries of St. Francis of Assisi. Enjoy a tour with an opportunity to visit the gift shop with items made by the Franciscan monks such as honeys, chocolates, soap, & liqueurs.
After, visit an ancient olive oil mill operating since the 1400’s with a tour, tasting & lunch with the owner’s family.
Finally you'll stop in a quaint village that hasn't changed since the medieval ages.
Back to the villa in the evening for your final dinner. (B, L, D)
Day 8 - Departure Day
Breakfast at your villa. Then meet your private driver for your transfer to the train station or airport.
Bid Arrivederci to Italy! (B)
Dates: Choose your dates
8 Days/7 Nights
Where: Florence & Tuscan Countryside
Group size: No Maximum
Tour Cost: Starting at $3,595.00 USD per person/double occupancy
Tour can be modified.
Deposit: $1000.00 at time of booking to reserve your spot
Balance due: 60 Days Prior to Travel
Ask us about a payment plan
Custom Italy Tours | Custom Italy Itineraries | Small-Group Italy Tours | Private Italy Tours | Escorted Tours of Italy |Watercolor Workshops in Italy | Celebrations in Italy | Special Events in Italy | Weddings in Italy |Day Tours in Italy |Excursions in Italy