Our private Chianti Tuscany tour is the ideal choice for wine enthusiasts and novices alike. Delve into the Chianti Classico wine region famous for its combination of natural beauty, glorious history, excellent wines and delicious food. Our private Chianti Tuscany tour offers plenty opportunities to entertain children and adults. Travel through the scenic back roads of Tuscan countryside rich in vineyards, olive groves, and hilltop castles. Enjoy privileged, personalized attention from your expert driver/guide who teaches you about the sites, the food, and wines of the area. Your local driver/guide will point out landmarks and wineries along the way, telling stories and talking about local history, as well as cluing you in about the culture of the area. Visit exclusive wine estates and vineyards. Learn the techniques of wine-making and ageing from local producers. Taste fine wines and savor the delights that this region offers. Bring the kids. Among the 200 big and boutique wineries available we arrange also visits to upcoming wine producers, wineries that are family-friendly, and extra virgin olive oil makers. Contact us  for your private Chianti Tuscany tour.

* Family-Friendly
* Private Guided Chauffeured Full-Day Trip
* Private Licensed Professional Driver/Guide
* Private Deluxe Vehicle
* Pickup and Drop-Off from your Hotel in Florence or from any other Location in Tuscany
* Scenic Drive
* Chianti Top Attractions and Hidden Gems
* Guided Vineyard Tour
* Guided Wine Tasting
* Best Photo Ops

Taste fine wines and savor the delights that Tuscany offers on an experience full of colors and flavors. Indulge in stunning scenery and learn about winemaking and ageing from local producers. Enjoy famous and off the beaten path wineries that go above and beyond, making it a priority to welcome families to Italy’s most prestigious wine country. Our private Chianti Tuscany tour captures the sights, sounds and tastes of Chianti countryside. The area comprises several towns, all once medieval settlements with castles, and farmsteads. Enjoy privileged, personalized attention from your expert local driver/guide who introduces you to the ageless atmosphere of old towns, fortified castles and Tuscany hidden gems. Visit world-renowned vineyards and historic wineries.
Chianti wine region stretches from Florence to Siena, over great expanses of vineyards resting on the hillsides. Begin your Tuscan adventure from your hotel. Sit back and relax in the comfort of your private deluxe vehicle. During the scenic journey your personable driver/guide provides a comprehensive introduction to the region winemaking history, the places you see and visit with insider knowledge and enlightening anecdotes. This private Chianti Tuscany tour ensures a personalized experience based on your interests with the utmost flexibility to explore at your own pace. Enjoy boutique vineyards and wineries kids and parents enjoy together. Savor Tuscany best wines paired with local food. At the end of your private Chianti Tuscany tour your driver/guide transfers you back to your accommodation.

Optional Upgrades to Enhance Your Private Trip

Travel Tuscany in Comfort and Style by Mercedes Benz GL Class 4×4 Luxury SUV

ADD ON Private Mercedes Benz GL Class 4×4 Luxury SUV


This private guided Tuscany trip can departure from any Tuscan town. When you contact our Italy vacation planners  let us know which city you would like to depart from to accommodate you request.

We never use vehicles larger than 7-person capacity on this trip. Because we specialize in personalized experiences for our guests comfort we use luxury air-conditioned Mercedes cars and minivans to tour our guests throughout the trip. Cars and minivans can get closer to the main points of interest than larger buses. Cars and minivans can reach special spots only accessible by dirt roads. Larger buses/vans are forbidden entry onto many of the town’s streets. Therefore, this high-quality option gives us access to most villages’ areas without concerns regarding traffic restrictions. Each minivan accommodates up to 7 guests. We can caravan more than one minivan for larger groups (Example: A party between 8 to 14 guests in two minivans, and a party of 15 to 21 guests in 3 minivans, etc.).

Baby seats are mandatory for infants, please request at time of booking.

Do you combine people to share the tour?

All our tours are private, luxurious, and totally customized to suit your desires, which means that you do not share your tour with anyone else. Our private tours are exclusive to one booking party and we do not combine separate reservations to form groups.

Which wineries will we visit?

We do not have just one set of wineries that we visit, as there are so many great ones! With so many wonderful wineries in this area, there is no reason to put on a “one size fits all” wine tour. We customize the day’s tour based on several factors, some of which include, locations of pick-ups, guest wine preferences and available wineries for the day (as they all have different days of operation and special event scheduling).

Are tastings included in your private Tuscany day trip?

Tastings are NOT included in the price of this tour. Each touring experience is unique which is why our private tours are personalized and not standard tours so that you try the food and wine YOU crave. Therefore, tastings, meals and drinks are EXTRA and are set by the wineries. Prices will depend on your choice and requirements. Food and wine are some of the best aspects of Tuscany and we do not want to limit your options. YOU are free to decide how much and what you want to try and pay on the spot for what you prefer to eat and drink.

Do we stop for lunch during our private Tuscany excursion?

Yes. The cost of the meal is NOT included in the price of the tour. Nevertheless, your driver/guide is happy to recommend delicious choices.

Are your private vehicles licensed and insured?

Yes. All of our vehicles are officially licensed and insured.

Are your private vehicles non-smoking? Air conditioned?

Yes. All of our vehicles are non-smoking and air-conditioned.

Are tips included?

Tips are optional. Gratuity is not included and is left to individual discretion.


Private Tuscany Trips


Experience Tuscany your way. Our private guided Tuscany trips delve into art, history in an educational and fun way.

Private Florence Tours


Experience Florence your way. Our private guided Florence tours delve into art, history in an educational and fun way.

Private Rome Tours


Experience Rome your way. Our private guided Rome tours delve into art, history in an educational and fun way.


Private Vatican City Tours


Experience the Vatican your way. Our private guided Vatican City tours delve into art, history in an educational and fun way.

Private Venice City Tours


Experience Venice your way. Our private guided Venice tours delve into art, history in an educational and fun way.

Private Southern Italy Tours


Experience Naples and beyond your way. Our private guided Naples tours delve into Southern Italy art, history in an educational and fun way.


Experts in Inspired Italian Luxury Journeys!


  • Italy Family Vacation Package

    I apologize for not yet contacting you regarding our tours.. We were in the UK for a time after Italy, however we have now been home in Canada for 2 weeks and I had planned to write a letter as soon as I got home.
    I will fill in your questionnaire as requested but wanted to tell you that your tours were absolutely excellent! The quality of guide, the small group, the attention and interest in the children really made them outstanding and as we only had a week in Rome, really allowed us to fit so much more interest and value into our time! I have already given your contact information to two families.
    I particularly wanted to express how fabulous Lucia and Lauren were as tour guides (Ancient Rome and Vatican respectively). They both were extremely enthusiastic about their subject – passionate would be the word, and they both presented the history in the form of story which really caught the children’s interest (and to be honest the adults too). THE two other families that were with us for Ancient Rome particularly asked me to send a note stating how fantastic Lucia was.
    As you know we made a last minute change to our Pompeii tour reducing the hours and adding a drive to Sorrento. All three families agreed that this combination of Pompeii and Sorrento really made the day – a great balance and contrast and we are so glad we had that opportunity. For future clients I would highly recommend that consultants recommend this combination, as I think it was better than either trip alone. The last minute flexibility was appreciated.
    Also, Alfredo and Nina had told the children that we would be e-mailed the recipes they made so that they could make them again. I have not received those so maybe you could check into that as the children want to get together and do that. Also we said we would send Alfredo and Nina some photos which I understood to send through you. I have not yet even downloaded our photos but wanted to check if this is appropriate and if so will send those on once I have them.
    Again I wanted to express our great satisfaction with our tours and to particularly comment on the excellence of Lucia and Laura. We will definitely pass your contact information to friends going to Rome or Florence!
    With many thanks,

    Lenora Moore
  • Vatican Children Tour

    Hidden Rome Family Tour

    Pompeii Fun Family Tour

    We cannot recommend Nancy Aiello Tours highly enough. In fact we’ve been telling all our friends about you since returning home!
    We went to Rome and Pompeii with our children to learn as much as possible about some of the most famous sites, and gain a greater understanding of the history surrounding them. With a very curious and interested 10 year old boy, I was most concerned about our daughter aged 8. Would she keep up? Would she get bored? Would a 4 hour tour be too long? Was it going to be a waste of money? Absolutely not! Katia in Rome (4hrs Vatican and St Peter’s tour and 4hrs Colosseum and St Clement’s tour) and Stefania (3hrs in Pompeii) were amazing. The tours began with them both engaging with the children and making them feel like VIPs throughout. They valued the children’s opinions and frequently asked them questions to help them remain focussed. After 4hrs in the Vatican my daughter even said she wanted more! These guides are amazing as my husband and I were also learning all the time too. If you’re concerned about children being tired please don’t be. The guides pace the tour so that there are periods of time when you all have a rest too. For example before entering the Sistine Chapel we sat for about 40mins looking at a picture of Michelangelo’s paintings and hearing some of the funniest stories ever about how they came to be. The children especially liked the one about the Pope’s secretary being painted in hell with a snake and the other artist’s dog appearing in rather random places!
    Thank you once again, for making our holiday so special. We’re already thinking about returning to other parts of Italy and would definitely use your tours again.
    PS We found you by Googling ‘Family friendly tours Rome’

  • Rome Discovery Family Tour

    I was just about to write to you to let you know how happy I was with your tour guide. He was very knowledgeable, very patient (with my 2 very young kids) and very interesting. We had a lovely morning and would definitely recommend your company to others. We came across your company while looking online for a tour guide. We are happy we found you.
    All the best

    Dafna Sharir
    New York , USA

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