Day 1 - Arrival Day/ Benvenuto!
Our accommodations for the next 10 nights is in an agriturismo villa (authentic Tuscan farmhouse) situated in the center of Tuscany, very near the town of Cortona, made famous by Frances Mayes in her book, “Under the Tuscan Sun” and movie by the same name.
Settle in to unpack, relax or stroll around the property. The rest of the afternoon/evening is yours to explore or relax.
We'll conclude the day with a group welcome dinner including local wines, served in the comfort of our villa. (D)
Day 2 - Cortona: ‘Under the Tuscan Sun’ with a wine-pairing lunch
It was made famous by Frances Mayes’ book & movie “Under the Tuscan Sun”. Later, we'll visit a beautiful and completely organic winery for a guided tour of their vineyards and cellar.
Our tour will be followed by a fabulous lunch situated in beautiful surroundings with views of the vineyards, valley and hills.
Dinner tonight at our villa. (B, L, D)
Day 3 - Val d'Orcia & Pecorino Cheese
Along the way, you will breathtaking scenery: Rolling hills dotted with cyprus, miles of vineyards, and olive groves. Our first stop is Pienza, famous for its Pecorino cheese, where we will have a tasting.
After lunch, it's off to the steeply sloped town of Montepulciano where you can wander the streets, stop at shops, churches and town squares.
You can also visit an enoteca and have a wine tasting.
Head back to the villa and relax before dinner. (B, L, D)
Day 4 - Florence: Markets & Mysteries of the Medici
Our first stop will be the colorful markets where you can find anything: from a tripe sandwich to a silk scarf! We will then meet up with our 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.
We'll learn all about the dark secrets of Florence's famous noble families and artists with this behind the scenes & highlights tour.
Enjoy time on your own for lunch. The afternoon is free for you to shop, explore art galleries or museums, or just soak in the vibrant life of one of the many piazze while having a caffè or spritz.
Dinner at our Villa. (B, D)
Day 5 - Chianti: Farm Lunch & Wine
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.
We'll visit some quaint villages, have lunch on a local farm and experience some wine tastings. What else would you do in Chianti?
Dinner at our villa with local wines. (B, L, D)
Day 6 - Arezzo: Where Life is Beautiful
We'll then enjoy a guided tour of Arezzo (made famous by the movie "Life is Beautiful" by Roberto Benigni). Even though the medieval center was destroyed during World War II, Arezzo still has a beautiful piazza and many historical buildings and churches as well as a Roman Amphitheater and the remains of a fortress.
After you will be able to grab lunch on your own at one of the many restaurants or cafes and enjoy some free time.
We'll conclude the day with dinner including local wines, served in the comfort of our villa. (B, D)
Day 7 - Olive Oil & Lunch with the Locals
We’ll head to an ancient olive oil mill and enjoy a tour, tasting & lunch.
After our visit, we will stop at a nearby small medieval village where time seems to have stood still. Enjoy some time to shop, visit local artisans, take advantage of the many photo-ops, or take an aperitivo in the local piazze and enjoy the local life.
Dinner tonight at our villa. (B, L, D)
Day 8 - Truffle Hunting & Cooking Lesson
Next we will have a cooking demonstration & lesson followed by a delicious lunch with all the dishes we have prepared.
After, we will visit one of the many small medieval villages in the area and learn of its interesting history. (B, L, D)
Day 9 - Market Day in a Local Village
You'll enjoy some free time to explore the market and town.
Then we're off to a local villa to learn all about its history and wine-making. A tasting will follow, along with their olive oil and other products.
Return to our agriturismo for dinner. (B, L, D)
Day 10 - Chestnuts, BBQ, and a Feste
Today we will visit a local ‘Sagra’ or feste that celebrates a specialty food of the area - chestnuts!
We'll enjoy a hearty typical Tuscan BBQ for lunch and soak up the festive fall atmosphere.
Diner at our agriturismo villa with local wine. (B, L, D)
Day 11 - Departure Day
We'll board our vans and depart for the Rome Airport (FCO).
Bid Arrivederci to Italy! (B)
Dates: October 18 - 28, 2022
11 Days/10 Nights
Group size: 8 Guests Maximum
Tour Cost: $3,995 USD per person/double occupancy
$445 USD single supplement
Balance due: 60 Days prior to tour start
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