Explore the very best of Florence and Tuscany with a full cultural immersion into local traditions, wine, and cuisine. Starting at USD $8,950 per person (6-12 travelers).

The Wine, Food & Traditions of Tuscany Tour

Indulge in the laid-back and luxurious Tuscan lifestyle. The perfect Tuscan villa experience awaits.

11 Days/10 Nights (7-Nights in Tuscan villa + 3 Nights in Florence)*

Starting at USD $8,950 price per person based on double occupancy (12 travelers max). Call us to reserve your spot today.

Explore the charming hill-top villages of Tuscany, wandering through the cobbled stone alleyways, discovering new textures, sounds, and colors of the countryside. Take cooking classes from local chefs, private tours to boutique wineries, learn about high-quality extra virgin olive oil.

Live in the moment, find your passion, do what you love. This is what Tuscany is about.

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 in executive Mercedes vans to the surrounding areas, including Siena & San Gimignano, the Chianti wine district, Montepulciano, Pienza, Arezzo, Cortona, and many more.

Small Group Tuscany Tours

This Nada’s Italy tour of Tuscany will allow you to venture through a region that looks like something straight out of a fairytale.

The region of Tuscany is full of landscapes that house some of the most down-to-earth people that will welcome you with open arms. But besides the locals, one of Tuscany’s greatest treasures is the food and wine this amazing region has to offer. And when you book a tour with Nada’s Italy, you’ll get to taste all the flavors that each landscape we venture through provides.

And along with experiencing great foods, you can enhance your experience even further by adding a layer of luxury most travelers would only dream of having. When you’re speaking with your journey coordinator, make sure to inquire about flying business/first-class when you fly overseas. More so, if you’re interested, also inquire about the limousine services that we can provide for you. Don’t settle in riding coach - give yourself the extra room before your adventure begins. And right after you land, enjoy the convenience and sense of prestige you can get from being a passenger in a limo. Here at Nada’s Italy, we like to give our clients the opportunity to utilize our custom tours in Tuscany. If you’re going to travel into Tuscany, do it with style.

Our Wine, Food, and Traditions of Tuscany Tour is unlike any other. When you choose us as your guide for this one-of-a-kind adventure, we can promise you that you’ll get to experience the culture and taste of Tuscany to the fullest. Continue reading below to see what our tours encompass.

Luxury Tuscany Wine Tours

It would be an absolute shame if you were to travel through Tuscany and not be able to taste the different types of wonderful wines that have been produced there for centuries.

Even though it would be impossible to taste every single type of wine this Italian region could offer, Nada’s Italy does its best to make its tours through Tuscany especially satisfying to the most discerning taste buds of avid wine-tasters.

Tuscany Food Tasting Tours

You’ll get the ultimate taste of Italy when you join Nada’s Italy for our culinary tours through Tuscany. Tuscany is a region full of zestful cuisine that can leave even the most experienced chef perplexed in how they’re able to accomplish such flavors. It’d be a crime if we didn’t allow our tourists the opportunity to dine in different areas of Tuscany. With each region we visit, there are exquisite delicacies that will impress any palate. And besides just eating it, you’ll also get the chance to learn how these traditional dishes are made.

The region of Tuscany is one that’s full of amazing and unique historical and cultural value. And just as rich as the history and culture of this Italian destination is the food and wine that’s offered there. If you ever want to embark on the best trip through Tuscany, this package will allow you to experience amazing food, wine, and regions that will leave an everlasting impression on you.

Contact Nada’s Italy Today For The Best Food & Wine Tour of Tuscany

To learn more about what our Wine, Food & Traditions Of Tuscany Tour can do for you, feel free to call us at 877-959-8365 or visit our contact page.

*Nada's Italy works with centrally-located luxury boutique hotels of the highest quality standards and amenities, which we regularly inspect and evaluate. For specific information about accommodations selected for this tour, please contact us with your travel dates.


  • EXPLORE: Florence, Siena, San Gimignano, Pienza, Montepulciano, Greve in Chianti, Arezzo, Cortona.
  • Enjoy the local Italian lifestyle with a small group limited to 12 travelers.
  • Savor delicious meals in local trattorias with traditional Tuscan specialties.
  • Stay in a luxury Villa overlooking the romantic hills of Tuscany, vineyards, and olive trees.
  • Walk through the Renaissance sites of Florence with an expert local guide.
  • Explore romantic hilltop Tuscan villages such as Pienza, Montefioralle, and Montepulciano.
  • Wander the cobblestone streets of Arezzo and Cortona, with amazing views and craft shops.
  • Take fun cooking classes with local chefs and learn to make traditional Tuscan dishes.
  • Travel back in time: explore Medieval San Gimignano & Siena and learn about the famous "Palio" horse race.
  • Pecorino cheese tasting, produced in the region for over 2,000 years.
  • Visit a Medieval Castle winery, its ancient underground cellar, and get to know its unique family history.

(Itinerary is subject to change with or without notice. The sequence of day trips may vary. A 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 beautiful cities! No meals included

Saturday | Day 2 | The Sublime Sites of Florence

Meet in the lobby in the morning and enjoy an orientation tour through the historical streets of Florence, guided by your expert local guide who will show you the main sites, churches, and shopping areas that Florence is known for. Enjoy lunch on your own. Before we make our way to the Tuscan countryside, we'll stop on one of the side-hills of Florence from where you can enjoy the most breathtaking view of the Renaissance city. Later, we’ll arrive on the scenic property of a beautiful local Tuscan Villa (50 min. drive from Florence) overlooking the hills of Tuscany, surrounded by cypress trees, vineyards, and olive groves. After our arrival, you’ll be able to enjoy some free time to relax, have a glass of vino, water, unpack, walk, take a power nap, explore the grounds, and freshen up. In other words make yourself at home in Tuscany. Benvenuto dinner in the property. Meals included: breakfast, dinner

Sunday | Day 3 | Cortona, Arezzo, and the Etruscans

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 deli's and specialty gourmet shops, enjoy a typical Italian Sunday morning seeing families come out to greet their neighbors and stretch out with their morning “passeggiata” (stroll). Group lunch in a 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. Meals included: breakfast, lunch, dinner

Monday | Day 4 | Cooking and the Secret to Happiness

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. Enjoy a relaxing afternoon on your own at the Villa or a quiet walk in nature (the property offers several panoramic hiking trails). We’ll then have a group dinner at a nearby family-owned Pizzeria for a fun, casual, fresh, piping-hot pizza!! Meals included: breakfast, lunch, dinner

Tuesday | Day 5 | Medieval Siena & the Towers of San Gimignano

San Gimignano, our first stop, is an absolutely astonishing example of a 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 much more. Enjoy plenty of free time and lunch on your own. After lunch we will drive to 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 a typical local restaurant. Delizioso!Meals included: breakfast, dinner

Wednesday | Day 6 | Sweet Tuscan Life

Enjoy a relaxing morning at the villa to spend at your leisure. Enjoy a walk along the various hiking trails, a glass of wine & book under the olive trees…or relax by the pool and gardens. This is your slice of La Dolce Vita! In the afternoon, we'll depart for more wine and cooking again!  We will experience another fun group cooking lesson by a local chef (participation is optional). Bring your aprons to the old kitchen and learn to make fresh pasta! Group dinner after the cooking class with a wine tasting.   Meals included: breakfast, dinner

Thursday | Day 7 | Pienza, Montepulciano, and Pecorino Cheese

Our first stop is one of Tuscany’s most charming villages, Pienza, the drive alone offers some of the most stunning 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. 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 an ancient wine cellar We meet at the Porta al Prato (large brick archway at bottom of hill), our final stop of the day will be for a delicious dinner made with farm-fresh ingredients and wines included. Buon Appetito! Meals included: breakfast, lunch, dinner

Friday | Day 8 | Greve, the Heart of Chianti Classico

Drive to the nearby Greve in Chianti (only 15 minute drive) where we’ll have some free time to shop and explore. Shortly afterwards, we will have panoramic drive through the heart of the oldest part of the Chianti Classico hills. We’ll make a quick stop in the amazingly small and uniquely charming Montefioralle to walk around and explore. The we’ll visit of an historic wine estate, with a private tour of the beautiful wine cellars, followed by group lunch paired with wines. Once we return to the Villa you’ll have a little free time before our last group dinner, at the Villa. Please reserve some time after dinner to prepare your luggage for morning checkout. Meals included: breakfast, lunch, dinner

Saturday | Day 9 | Michelangelo and the Renaissance

We transfer back to Florence in the morning. At our arrival, a local guide will meet you in the lobby for a private tour of the Galleria dell’Accademia to see Michelangelo’s David up close and personal, and right after that, we will take a nice walking tour throught the street of the cradle of the Renaissance! Dinner will be on your own tonight. Meals included: breakfast

Sunday | Day 10 | Picturesque Piazzas and Palazzos

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 day trips 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 so make it special! Meals included: breakfast

Monday | Day 11 | Arrivederci! Until we meet and eat again!

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!Meals included: breakfast

What's included in the Wine, Food, and Traditions of Tuscany Tour:

  • 7 nights in Tuscan Villa + 3 nights in Florence. A trip totaling 11 Days/10 Nights (depart the US on Thursday and return on Monday).
  • This tour begins and ends in Florence.
  • Small group travel: maximum of 12 travelers per group!
  • Fully escorted day trips with professional private driver and full-time English-speaking Nada's Italy Italian Tour Director.
  • Meals included: all breakfasts, 4  lunches, 7 dinners (included meals are shown at bottom of the description for each day.)
  • Beverages included: bottled water, soft drinks (in limited amounts), coffee, and choice of red and white wine with included lunches and dinners.
  • Private Walking Tours by locally licensed English-speaking City Guides: Historical Highlights of Florence, Walking tour of Siena (with tickets to the Cathedral), tour of the Galleria dell’Accademia to see Michelangelo’s David in Florence (includes PRIORITY entrance & ticket).
  • Destinations included: Florence, Siena, San Gimignano, Tuscan countryside, Arezzo, Cortona, Castiglione del Lago, Greve in Chianti, Montepulciano, Monteriggioni, Pienza (destinations may vary based on the time of the year).
  • Unique Experiences: tour a 13th-century winery in Tuscany followed by cooking class and lunch in the castle, culinary tour in Florence, fine dining experience in Tuscan village, visits to artisans in Montepulciano, delicious authentic meals in local family-owned restaurants, and much more!
  • Private Transportation for day trips and transfers in comfortable air-conditioned Mercedes Executive vans (does not include: transfer from and to the airport, airfare, or any other personal travel expenses).
  • A+ Rated Customer Service With Nada's Italy you can rest assured that your travel experience will be completely stress-free. Your personal Journey Coordinator will assist you with any additional services you may need, provide expert packing and travel advice, and answer any questions you may have before your trip.
  • Benvenuto Box: after you sign up, you'll receive a box full of Nada's Italy goodies for your trip with lots of useful information to make the best of your stay!
  • Return Traveler Program: receive up to $800 credit per person towards any future trips you take with Nada's Italy!
  • No bag limit (many tour companies have a 1-bag limit per person).
  • Taxes & Fees: Local VAT taxes and government fees, City Tax, gas, highway tolls, city access licenses and permits, parking fees.
  • Staff & restaurant tips (additional gratuities can be given at the sole discretion of each individual traveler).

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 itinerary. The food & wine that is included is what is presented during group meals.

Before you sign up, please note the following:

>     The first day of this tour is Friday (you will need to book your flight from the USA on Thursday to get to Florence on Friday). The last day of this tour is Monday (arrival in the U.S. is the same day of departure on your way back). Some tours start and end in different cities, make sure to book your flights accordingly.

>     Airfare is not included. Nada's Italy can assist with Business and First Class airfare. Please let us know if you need information about arrival and departure airport for this tour.

>     Reminders, hotel information, and arrival instructions will be sent only by email, please make sure we have your current email address.

>     Transfers 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.

>     You must be in good physical condition to sign-up for this trip! There will be a lot of walking uphill, downhill, walking over uneven pavement, and standing for extended periods of time. An average walking tour is about 2-3 hours without sitting.

>     Even though tips to staff and restaurants are included, it is suggested that you put aside approximately $100 (US) in combined gratuities for your driver & Tour Director for your trip (and any voluntary additional restaurant gratuities are at your discretion).

>     Nada's Italy strongly recommends that you purchase Travel Insurance for your trip. For suggestions on policies and a quote, please contact us.

>     You should know that air conditioning in Italy, as well as WIFI connection, are not always 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. As Nada's Italy works mainly with luxury historic inns and small upscale boutique hotels, rooms differ in size and layout. In general, Italian bedrooms and bathrooms are smaller compared to US standards. Each room has its own en-suite bathroom with shower and/or tub, hair-dryer, and basic toiletry set. Please contact us if you have specific requests/needs.

>     It is your responsibility to obtain the required documents to travel to Italy, please verify with your own country's travel laws and government agencies. Your passport should be valid for at least 6 months after your return date.

>     In the unlikely event your tour does not reach the minimum participation requirement of 6 travelers, we will work with you to choose another available tour or tour date. We will do our best to make the transition as smooth as possible.

>     Add extra nights and extend your stay in this amazing country. Contact us for a quote (subject to availability).

>     Please note: while we do our best to adhere to our published itineraries, they may be changed at the discretion of the  Tour Leader due to weather conditions and any other unforeseeable circumstances.

>     Unless stated otherwise, all rates are per person, based on double occupancy, land only, in USD, and subject to availability. Rates may vary by departure date and are subject to change without notice.  Nada’s Italy reserves the right to correct any errors, inaccuracies or omissions and to change or update rates, fees and surcharges at any time without prior notice.

Signature Extensions


What Our Clients Say