EXPLORE: Florence, Siena, San Gimignano, Pienza, Montepulciano, Greve in Chianti, Arezzo, Cortona, and more!
Nada's Italy has designed a special trip for travelers searching for more than the usual vacation to Italy, but rather, a cultural experience that will allow you to thoroughly explore the Tuscan region, savoring delicious regional cuisine, local wines, getting to know its people, and indulging in sumptuous relaxation.
Enjoy plenty of time to explore the charming hill-top villages of Tuscany, getting lost in the meandering cobble stone alleyways, discovering new textures, sounds, and colors of the countryside. Take cooking classes from local chefs, private tours to boutique wineries, learn how artisan products as cheese and olive oil are made.
It's your time to rediscover the simple pleasures of life, while enjoying a stress-free vacation.
Make yourself at home in a sumptuous Tuscan villa for a whole week and take daytrips to the surrounding areas, including Siena & San Gimignano, the Chianti district, Montepulciano, Pienza, Arezzo, Cortona, and much more.
(Itinerary is subject
to change with or without notice. Sequence of daytrips may vary. Final
itinerary will be given to travelers prior to the start of the trip.)
Friday Day 1 | Benvenuto - Welcome!
Welcome to Italia! Tonight you will rest in a beautifully restored palazzo (now a luxury Boutique Hotel) in the historical heart of Florence
and relax after a long trip overseas. You can regain your energies
tonight and start the trip of a lifetime in one of the world's most
Saturday Day 2 | Buongiorno to you!
Enjoy a morning leisure walk through the historical streets of Florence,
guided by an expert local guide who will show you the main sites,
churches, buildings, and shopping areas that Florence is known for. Private drivers will pick you up in the Florence Hotel lobby at 4pm,
from where you’ll be taken to the villa. After a drive through the
hills of the beautiful countryside, arrive at the Villa to check in and
relax. We'll have a group toast on the Villa's panoramic terrace to get
you acquainted with the breath-taking surroundings! Enjoy views of the
Tuscan hills covered by cypresses, vines, and olive trees. Then savor a
delicious welcome dinner with traditional Tuscan specialties prepared by the Villa’s private Chef, paired with the vineyard’s own superior Chianti wine, of course!
Sunday Day 3 | Una Domenica Italiana : An Italian Sunday
The first town you’ll
see in Tuscany is.. not part of Tuscany!! As a matter of fact you’ll
take your first peak into the Italian lifestyle in a small sleepy
village in Umbria: Castiglione del Lago by Lake Trasimeno.
Visit the various delis and specialty gourmet shops, enjoy a typical
Sunday morning seeing families come out to greet their neighbors and
stretch out with their morning “passeggiata” (stroll). Group lunch in
historical trattoria. Then to Cortona, the charming Etruscan hilltop village where
“Under the Tuscan Sun” was filmed. Its massive 3,000 year-old walls are
still standing! Enjoy some free time and have a gelato as you mingle
with the locals, explore the intricate alley ways, picturesque views of
the countryside, or sit back at a coffee shop. Feel the romance at our
next stop, the town where “Life is beautiful” was filmed, also very
famous for its Antique Market and gold jewelry: Arezzo,
also a center for Renaissance architecture. Enjoy some free time to
explore before we meet up for a group dinner in one of Arezzo's most
historical and best restaurants.
Breakfast, Lunch, Dinner.
Monday Day 4 | Cucina Regionale : Regional Cuisine
Today is a super-fun day where you'll have the chance to take part in a special hands-on cooking class by a local Chef, as he shows you how to make some simple Tuscan
recipes that we'll enjoy for lunch. Relaxing afternoon on your own by
the Villa's pool or a quiet walk in nature (the property offers several
panoramic hiking trails). Then, weather permitting, get ready to enjoy a delicious dinner on the Villa's terrace and enjoy dinner under the stars!
Breakfast, Lunch, Dinner.
Tuesday Day 5 | Un Giorno nel Medioevo : A Day in the Middle Ages
San Gimignano, our first stop, is an absolutely astonishing example of walled Medieval hilltop town, also known for its dry white wine, Vernaccia
and its colorful local crafts: hand-painted pottery, alabaster, olive
wood items, and many more. Enjoy plenty of free time and lunch on your
own. Quick drive by the village of Monteriggioni to take photos of its extraordinary walls, and the rest of the evening in amazing Siena,
where a local guide will meet us and give us a true "insider's tour" of
the city: she'll tell us about the Sienese peculiar lifestyle, taking
us through hidden parts of the city and pointing out things most
tourists don't know about! You will also have free time to explore the
town and visit its amazing Cathedral. Group dinner in the surroundings
of Siena in a "surprise location". Delizioso!
Wednesday Day 6 | Alla Salute! : To your health!
Today we visit a privately owned Medieval Castle, its ancient underground cellar,
and get to know its curious history. During the
Renaissance, the ruthless Pazzi family (the original owners of the castle) plotted to murder Lorenzo and Giuliano of the Medici family, in an attempt to overthrow the
Medici’s political and economical dominance. Take a fun group cooking class learning how to make fresh pasta from local Mamma's, followed by a group lunch
with home grown products, and take photos around the property
afterwards. Enjoy a relaxing afternoon at the villa to spend at your
leisure. A walk, massage (subject to availability, reservation
required), or relax by the pool and gardens. Dinner in a nearby
historical estate for a fine dining experience in the heart of the Tuscan hills!
Breakfast, Lunch, Dinner.
Thursday Day 7 | Uva & Olive : Grapes & Olives
Our first stop is one of Tuscany’s most charming villages, Pienza, the drive alone offers some of the most stuning views of the countryside. Pienza was built as the ideal Renaissance city
by Pope Pius II who “remodeled” it according to his taste. Lunch in a
small family-owned trattoria and then enjoy some free time in this
fairytale-like community. On our way to the next destination
Montepulciano, we'll visit a Pecorino cheese family farm,
followed by tasting of the traditional cheese that has been produced
here for over 2,000 years. Our next stop is the region’s highest hilltop
town: Montepulciano, land of the Vino Nobile
(“the noblemen’s wine”). Group walk through town, stopping for a visit
at a coppersmith shop that’s been a family tradition for almost two
centuries. Cesare is one of the last 7 remaining coppersmiths in Italy. We'll also visit one of Italy's oldest and most awe-inspiring wine cellars. Then, explore the town's artisan shops and view points on your own. Enjoy a delicious home-made dinner made with farm-fresh ingredients and
wines included. Buon Appetito!
Breakfast, Lunch, Dinner.
Friday Day 8 | L'Arte della Vita Italiana : The Art of Italian Living
Leisure morning drive through the soft-shaped, serene hills of Chianti, for quite an extraordinary
experience at one of Tuscany's traditional wineries, where we'll take a journey into the finest of
Chianti Classico paired with a tasty Tuscan luncheon. A quick stop for a little
shopping and a gelato in the little town of Greve in Chianti is a must before we head to a
relaxing afternoon at the villa. Save some time to pack before your last dinner and
the Gran Finale evening at the villa!
Breakfast, Lunch, Dinner.
Saturday Day 9 | I Tesori del Rinascimento: Renaissance Treasures
Transfer to Florence.
On the way back to the hotel in Florence, where you will spend the last 2
nights of the tour, the group stops at the Piazzale Michelangelo, a terrace offering the absolute best view of Florence,
where you’ll have the opportunity to take some truly memorable pictures
and perhaps purchase some wonderful art from local artists. You'll
return to the hotel around 12pm, so you have enough time to check in and
grab some lunch. Then a local guide will meet you in the lobby at
3:30pm for a private tour of the Galleria dell’Accademia to see Michelangelo’s David up close and personal! (Entrance fees and reservation included).
Sunday Day 10 | La Culla delle Arti : The Cradle of the Arts
You can shop around
Florence or.. take a day trip to Rome or Venice! Enjoy a day of total
freedom in one of the world's most beautiful cities or easily take
daytrips to other areas by train, as Florence is centrally located. Ask
us for recommendations on activities in Florence or other day-trips you
can take from here. Tonight will be
your last night of the tour.
Monday Day 11 | Arrivederci Toscana!
Hopefully you can stay
longer in this gorgeous country and explore other regions. Nada's Italy
wishes to have you back and experience more parts of this colorful
culture! Until next time, beautiful ITALIA says Ciao!
What's included in the Food, Wine, and Traditions of Tuscany Tour:
- 7 Nights lodging in a Classic Tuscan Villa in Chianti Hills area + 3 Nights in luxury Boutique Hotel in Florence for a trip totaling 11 Days/10 Nights (Depart from the US on Thursday and return on Monday for a total of 12 days, including travel time).
- Pick-up & drop-off from a luxury boutique Hotel in the historical district of Florence.
- Small group travel: Maximum of only 12 travelers per group!
- Privately escorted day-trips with full-time English-speaking Nada's Italy Italian Tour Leader throughout the trip.
- Towns visited include: Florence (Walking Tour of the Historical Highlights of Florence and tour of the Galleria dell'Accademia *David* by a licensed bilingual guide) Siena (walking tour with local guide), San Gimignano, Arezzo, Cortona, Pienza, Montepulciano, Monteriggioni, Greve in Chianti (itinerary & destinations may vary depending on time of year).
- Meals: All breakfasts, 5 lunches, 7 dinners (Included meals are shown at bottom of the description for each day).
- Beverages: bottled/filtered water and 2 glasses of wine per person (choice of red or white) with lunch and dinner.
- Materials for your trip: Italian Travel Phrasebook, luggage tags, Maps for places visited during the tour, and much more!
- Unique Experiences: Visits to a local Artisan Coppersmith in Montepulciano, Pecorino Cheese Tasting in Pienza, 3 Wine Tastings, 2 Cooking Classes by local chefs (souvenir apron included).
- Private transportation for day trips throughout your stay in comfortable air-conditioned vans with a professional driver (does not include: transfer from and to airport, airfare, or any other personal travel expenses).
- PLUS: surprise gifts throughout the trip!
- Customer loyalty Reward: receive a $300 credit towards any future trips you take with Nada's Italy!
- No bag limit! (Most tours have a 1-bag limit per person).
- Local VAT taxes and government fees, gas, highway tolls, city access licenses and permits, parking fees, staff tips, and the hotel accommodation tax.
- Tips to staff and restaurants. (Additional gratuities can be
given at the sole discretion of each individual traveler and are not
required for participation on the tour.)
For more information, please call our office Mon.-Fri. 10am-6pm at 704.877.2003. Price listed is subject to change with or without notice.
What's Not Included in Tour Package
Trip price does not include airfare and anything that is not specified to be included. Price does not include any personal related expenses or travel-related expenses outside of the scheduled itineraries. The food & wine that is included is what is presented during meals, all other items ordered by traveler including wine and other alcoholic and non-alcoholic drinks are not included in tour price. Trip price does not include optional tips to restaurants nor to tour personnel such as drivers, maids, etc. These gratuities are given at the sole discretion of each individual traveler and are not required for participation on the tour.
Before you sign up you should note the following:
The first day of tour is Friday, starting in Florence (departure from U.S.
on Thursday for an overnight flight). Last day of tour is Monday,
ending in Florence. Arrival in the U.S. is the same day of departure. It is your responsibility to get to the city where the tour begins.
- Airfare is not included.
- There are no activities scheduled on your arrival day, Friday. Your first scheduled activity is on Saturday at 10:00am: walking tour
of Florence with an expert local guide who will meet you in the hotel lobby. Please wear comfortable walking shoes as you will be standing and walking for about 3 hours. Pick
up at the hotel in Florence is at 4pm on Saturday to take you to the Tuscan Villa.
you register, you will receive a "Benvenuto Box" by mail within approximately 10-15
business days. It will include reminders and important materials for
your trip. The content may vary based on availability and by tour
- Reminders, hotel information, and arrival
instructions will be sent by email roughly 60 days before the start of
the trip (please make sure we have your current email address).
to and from the airport are not included in the tour rate. Please
contact us if you'd like to add transfers to your tour package.
extra nights in Florence before or after the tour and extend your
stay in this amazing country. Contact us for a quote on additional
nights (subject to availability).
- You must be in good physical condition to sign-up for this trip. This
is not considered a physically challenging trip, nonetheless there will be a lot of walking uphill, downhill, walking over uneven pavement, and standing
for extended periods of time.
- Tuscany is full of windy roads, so bring motion sickness pills if necessary.
- Even though basic tips to staff and restaurants are included, it is
highly recommended that you put aside approximately $100 (US) in
combined gratuities for your driver & Tour Director for your entire
stay (and any voluntary additional restaurant gratuities are at your
- The earliest activity on this tour starts at: 9:00am. Latest activity starts at: 11:00am.
- Nada's Italy highly recommends that you purchase Travel Insurance for your trip. For suggestions on policies, please contact us.
- Transportation for this tour is with two luxury vans that are licensed to access small hilltop towns, which larger vehicles cannot access.
should know that air conditioning in Italy, as well as wifi connections
are not as reliable as they are in the United States.
- The hotel
staff assigns rooms to guests, some rooms may include stairs. A view is
not guaranteed. Rooms differ in size and layout, in general, Italian
rooms are smaller compared to US standards. Each room has its own
en-suite bathroom with shower and/or tub, hair-dryer, and toiletries.
- It is your responsibility to obtain the required documents to travel to
Italy. Your passport should be valid for 6 months after your return
date. Verify with your own country's travel laws and government