Private tour in Florence Massimo C

Highlights of Cortona and Montepulciano

5.0

(3) reviews

-
Hours icon 8 hours 30 minutes
Private transportation
Private tour for 1-5 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 8 hours 30 minutes
Private transportation
Private tour for 1-5 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Massimo C.

4.9

Guide rating

303

Reviews

Tours delivered

11 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

We start with the stunning town of Cortona, enclosed by ancient stone walls dating back to Etruscan and Roman times, perched on a hill about 600 meters above sea level. It became internationally famous thanks to Frances Mayes’ book “Under the Tuscan Sun” (and the film with Diane Lane, shot here). You’ll have time to relax or explore at your own pace, and I will suggest the best things to do. We then continue to Montepulciano, with a relaxing 30-minute drive through rolling hills, vineyards, and breathtaking landscapes, offering many photo opportunities along the way. If you wish, I can recommend a great local restaurant for lunch based on your preferences. Enjoy this elegant medieval hill town, rich in Renaissance palaces, ancient churches, charming squares, and hidden corners. A walk through Montepulciano is the best way to admire its beauty and take in stunning views over the surrounding vineyard-covered countryside.

Recent Reviews

Kathleen M.United States
October 2024

Great day with Massimo. The two locations were quaint and less touristy. We also stopped at Casa Emma, a winery, for a tasting. We all enjoyed Massimo and the tour.

Bill G.United States
May 2024

Massimo is an excellent and careful driver. He knows the best ways to access sites and gave good advice regarding the hilltop towns we visited. He is friendly and helpful. We enjoyed his company.

Robert C.United States
September 2023

See my notes on the Chianti Tour.

Your Florence tour itinerary

• Drive to Cortona in about 1 hour and 30 min from Florence. I suggest to stop here for about 2 hours. • Continue after to Montepulciano at only 30 min away. Possibility to add a stop at a local winery 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

What's included
Private Guide
Private Transportation
What's not included
Other: Price is based on a maximum of 5 people. For groups of up to 8 guests, please contact me for the dedicated quote.
Food Drinks Snacks
Tickets
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
Architecture
History
City Highlights
Food And Drink
Tour reference number
426943
Languages
Italian
English
Activity level
Minimal
Accessibility
Kid Friendly
Wheelchair Accessible

Traveller reviews

5.0

FAQs

Who is this private tour in Florence best suited for?

This private tour is perfect for travellers who want to explore the beautiful towns of Cortona and Montepulciano with a local expert. It's ideal for those interested in history, culture, and stunning landscapes. The tour is also suitable for families, seniors, and travellers with mobility concerns, as it is kid-friendly and wheelchair accessible.

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?

Is this a private tour? What is the maximum group size and the starting price?

AI-generated. Please confirm details with your guide

-
Hours icon 8 hours 30 minutes
Private transportation
Private tour for 1-5 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 8 hours 30 minutes
Private transportation
Private tour for 1-5 people
Your party size

1

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