Private tour in Florence Massimo C

Chianti Wine Tour - Full day tour leaving from Florence and surroundings.

5.0

(45) reviews

-
Hours icon 7 hours
Private transportation
Private tour for 1-5 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 7 hours
Private transportation
Private tour for 1-5 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later

Massimo C.

4.9

Guide rating

307

Reviews

Tours delivered

16 hrs

Avg. response time

Hello, I'm Massimo, your friendly neighborhood driver-guide based in the stunning city of Florence. I specialize in custom escorted travels across Tuscany and Italy for very small groups, chauffeuring you around in my comfy, air-conditioned Mercedes-Benz. Think of me as your personal Italian superhero, minus the cape! I organize private shore excursions from the ports of Livorno or La Spezia, and day tours from the main Tuscan cities. We’re talking wine tours, cooking classes, outlet shopping sprees—pretty much any kind of customized tour you can imagine. Because I work with smaller groups, I can give you the VIP treatment that makes your Tuscan adventure unforgettable. Just a heads-up, though: I don't do full walking tours or guided museum visits. My superpowers have limits! As your chauffeur, interpreter, and travel consultant, I'll help you pick the best sights, optimize your time, and tweak plans on the fly to match your whims. I’ll also point you to the best restaurants and shopping spots, ensuring you get exactly what you're looking for from your trip—whether it's fun, culture, landscapes, shopping, or delicious food. I’m basically your all-in-one travel genie, minus the lamp. In my secret identity as a travel agent, I can book your accommodations and arrange smooth transfers from any Italian location to Tuscany and back. I also offer pre- and post-cruise packages, all-inclusive tours of Italy, and private transfers to France, Austria, Switzerland, and beyond. I’m like the Swiss Army knife of travel! I'll be there to attend to your needs at all times, not only navigating and handling logistics but also introducing you to friendly locals and hidden gems. This is a unique and genuine travel experience that group tours just can't offer. With such tranquility and charm, it's no surprise that so many famous artists, poets, and musicians have been drawn to Tuscany and Italy. Can't wait to share an amazing journey with you. Arrivederci and ciao for now! - Licensed professional driver (Ncc) - Tourist guide ("Accompagnatore turistico", Certificate issued by Provincia di Firenze in 2001) - From 1992 to 2000, Tour manager for an Italian Tour Operator in many countries around the world. - Licensed Travel Agent since 2001 I am a driver-guide only, and I will not be able to accompany you on some portions of the tour which require long walking. The parts of the itinerary denoted by * will be un-guided, so after my introduction you will be able to explore the area on your own

Have a question or want to customize this tour? Message Massimo C.

Overview of your Florence tour

I love Chianti, let's start from this. . . while in the car I will educate you a bit about the region you are about to visit, its history, culture and wines, definitely my favorite! On the way you'll visit some small tows of the area like Greve, Montefioralle, Panzano. We will head for our first winery where you will have a chance to explore the cellars, taste the wines and discuss them with the winemaker. The wines you will typically taste are Chianti Classico, Riserva, Super Tuscan, Vin Santo. For lunch I will suggest something small and rustic in a perfect Tuscan style! Perhaps at a winery? In the second part of the day if you want is possible to visit another highly rated winery. Together with the previous experience you'll start to appreciate the range of aromas and flavors that Chianti Classico wines have to offer. Should you prefer to skip a town stop I can arrange to visit a third winery. You just let me know what you would like to do and if it is at all feasible I'll plan for it.

Recent Reviews

John H.United States
5 days ago

We had a wonderful day visiting 2 wineries (3 + hours each) and a hill town. Our guide, Massimo, was great. He took care of everything . In between stops he gave us much historical and wine information. You cannot do better.

Lorenzo S.United States
August 2026

Massimo made our Chianti wine tour an absolutely wonderful experience from beginning to end. He was incredibly professional, knowledgeable, thoughtful, and genuinely hospitable throughout the entire day. Everything felt seamless and personal, and it was clear how much he cared about making sure we enjoyed not only the wine and the beautiful Chianti countryside, but the entire experience. We are tremendously grateful to Massimo for creating such a special day and a lifelong memory for us. He truly went above and beyond, and we could not have asked for a better guide. We would highly recommend Massimo to absolutely anyone visiting Tuscany. You will be in excellent hands.

Julia S.United States
July 2026

Massimo was a great guide- friendly, good with our kids, flexible, informative and really went above and beyond to help us have a good time. Also a good, safe driver. It was a beautiful tour, exactly what we were hoping for, and we got to see great places we wouldn’t have found otherwise. Even a few impromptu stops along the way. The vehicle was comfortable and it was such an stress-free way to get around. Highly recommended for a magical day in Chianti.

Robert D.United States
May 2026

We had an excellent tour with Massimo. He was fun, knowledgeable, on time and experienced. Our Mercedes van was perfect for the five of us. He added in the Piazza Michelangelo as our first stop granting us a beautiful view of the entire city of Florence. We enjoyed his banter on life in Florence and a short customized a visit to San Gimignano with a recommendation for the very best gelato. As we ventured into the Chianti region he was informative about the types of grapes and the local lore. Our wine tour and lunch at Casa Emma’s was super—out on the patio with a view of the vineyards. Massimo also assisted with information on some of the other regions in the area in case we had time for additional tours. We would definitely recommend him to friends and family and will surely book him the next time we are back in Florence. Thanks Massimo for a delightful day!

Terri H.United States
March 2026

Massimo was an excellent tour guide! As a local, his knowledge and expertise of Florence and the Tuscany area were exceptional. He customized the tour based on our requests and interest. He was caring, thoughtful, and professional. It was one of the best tours we've taken, and definitely, a highlight of our trip! Gracie Massimo!

Daniel H.United States
November 2025

Masimo was great! He gave us a wonderful day in the countryside sharing the beauty and history of the area with a casual pace and lively conversation. Our visit to the winery with lunch was memorable. We highly recommend him.

Your Florence tour itinerary

The itinerary is quite flexible but focuses on the highlights of the region, including photo stops in the stunning countryside and visits to some of the most charming and representative villages, such as Greve, Panzano, and others in the area, depending on your preferences and the time available. In short, you'll spend a wonderful day enjoying the most beautiful Tuscan countryside while savoring excellent food and wine. Not a wine lover? No worries — this tour is also perfect for anyone who enjoys the beautiful Tuscan landscapes, and the places we’ll visit will make you fall in love with the region. The wine tasting costs aren’t included, so you can decide on the spot if you want to try anything and pay based on your preferences. What more could you ask for? If you have any special interests or wishes, I will be happy to customize this tour for you!

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Private Transportation / Category: Minivan

Mercedes-Benz Vclass with a/c and wifi

What's included
Private Guide
Private Transportation
What's not included
Other: Personal expenses. The maximum group size is 5 travelers. If your group is larger, please let me know, as there is an additional fee to pay. I offer pick-up and drop-off from Florence; if you need a different location, please inform me in advance, as there is a surcharge.
Food Drinks Snacks
Tastings: wine
Meeting location

Florence, Metropolitan City of Florence, Italy

At your accommodation

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
Layover
Food And Drink
Tour reference number
8083
Languages
Italian
English
Activity level
Minimal
Accessibility
Kid Friendly

Traveller reviews

5.0

FAQs

Who is this private tour in Florence best suited for?

This private tour is perfect for wine enthusiasts and anyone who appreciates the beautiful Tuscan landscapes. It's also ideal for those who want to explore the charming villages of Chianti, such as Greve and Panzano, and enjoy excellent food and wine. If you're not a wine lover, you'll still enjoy the stunning countryside and cultural insights. The tour is kid-friendly, making it suitable for families as well.

Can this private tour in Florence be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

Is transportation included?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What languages is this tour offered in?

What's included in this private tour, and what should I budget for separately?

AI-generated. Please confirm details with your guide

-
Hours icon 7 hours
Private transportation
Private tour for 1-5 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 7 hours
Private transportation
Private tour for 1-5 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
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