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The Best of Tuscany in 8 Days Tour in 2023 - Sample Itinerary

Food & Wine
Off the Beaten Path
Duration: 8 Days
Languages: EN

Nestled in central Italy, Tuscany is a region of rolling hills, vineyards and medieval towns. It's an ideal destination for food, wine and art lovers, but it also offers a wealth of other experiences from natural beauty to adventure. From the renaissance capital city of Florence to the breathtaking Tuscan countryside, uncover the best of Tuscany during this immersive 8-day vacation. This is the ultimate in luxury experience through enchanting Tuscany! Imagine waking up to amazing views of the Chianti countryside, tasting truffles and wines, visiting the art city of Florence, seeing the architectural masterpieces of the Uffizi, making a Tuscan meal and so much more on private tours tailored to your tastes and interests.


Perfect for:
  • Foodies
  • Art & History Lovers
Covid-19 Health & Safety Measures
Day 1

Welcome to Florence - Get a Lay of the City!

Upon arrival in Florence, you’ll be privately transferred to your centrally located hotel where you will be staying for 3 nights. After checking in and some down time, set out on a walking tour of the city highlights and hidden gems with your local expert guide. The balance of the day is at your leisure.

Day 2

Renaissance Florence In Depth

Stroll through the city Renaissance past with this guided walking tour of Florence's historic center admiring its piazzas and palaces. Visit the Accademia to see and learn about the Statue of David of Michelangelo. You'll also visit the impressive Medici’s collections at the Uffizi Gallery which includes the artworks of Leonardo and Botticelli. The balance of the day is at your leisure.

Day 3

Cooking Class & Market Shopping in Florence

Discover some of the culinary tricks behind Florence's delicious cuisine on this private tour. Stroll through a local food market alongside your local chef, who then welcomes you into his home in the center of Florence. After discovering firsthand how to prepare time-honored Tuscan dishes — including antipasti, homemade pasta from scratch, a main course and dessert. You will later enjoy eating what you prepared during your hands-on cooking class. The rest of the day is at your leisure.

Day 4

From Florence to the Chianti Hills

Chianti is the heart of Tuscany’s wine industry and one of the country’s most picturesque regions. After breakfast, our expert local driver-guide will pick you up and accompany you to your accommodation in the Chianti countryside stopping along the way at two boutique wineries for visiting their cellars and sampling their excellent foods and wines. Afterwards your driver-guide will leave you at your countryside hotel where you will be staying for 4 nights. The rest of the day is at your leisure.

Day 5

Truffle Hunting

Enjoy a full day in the heart of the Tuscan countryside hunting for truffles and enjoying typical, local delicacies. You’ll head into the woods alongside the truffle hunter and his trusted dog. After a successful hunt, you’ll enjoy a well-deserved truffle tasting and light lunch. Continue on to the little hill town of San Gimignano, famous for its medieval skyscrapers, before your private driver-guide will transfer you back to your countryside hotel.

Day 6

Tuscany's Val d'Orcia

After breakfast, our expert local driver-guide will collect you from your hotel and bring you for an enjoyable sample of the different wineries in the UNESCO-protected Val d’Orcia region. Think of rolling landscapes, picturesque hamlets, medieval castles and delicious Brunello and Montepulciano wines. You’ll visit two boutique wineries, sip their fine wine and have a traditional Tuscan lunch. You’ll also discover the neighboring hill town of Pienza home of Italy’s famous Pecorino cheese before returning to your countryside hotel.

Day 7

Savoring Medieval Siena

Today you will learn the story of the Tuscan hill town of Siena. An expert local guide, we'll introduce you to the city's medieval treasures. Admire its major sites like the Piazza del Campo, where the famous horse race takes place every year, as well as explore quieter backstreets to gain insight into the city's complex and rich history. You'll also enjoy some free time to wander around Siena's charming streets before your driver-guide will take you back to your countryside hotel.

Day 8

Tuscany Departure - Arriverderci!

Today it’s time to prepare to bid farewell to peaceful Tuscany as you transfer privately to return home. If you want to explore further, you have the option to extend your stay by adding another city to your itinerary – or booking a longer stay in the Tuscan Hills. The choice is yours and we would be happy to design your trip as you wish.

Itinerary Highlights

  • Get a lay of Florence
  • Marvel at David & Admire Renaissance art at the Uffizi
  • Visit a local market in Florence, followed by a culinary class that’s tailored to your level of ability, tastes and interests
  • Taste the world-famous Chianti wines
  • Meet with a local truffle hunter in Tuscany
  • Bask in wondrous sceneries and wineries in Val d'Orcia
  • Wander the medieval town of Siena
  • Unwind as we manage all of the details so you can thoroughly experience the best of Tuscany at your own pace

Private Trip Pricing & Availability

The Best of Tuscany in 8 Days Tour 2023

  • Prices start from €7920,00 per person, based on double occupancy in 4-star hotels and for travel in low season (excluding flights).
  • The final price of your trip will vary on the itinerary itself, along with factors such as your hotel choices, your travel dates and the number of travelers in your party.
  • The Best of Tuscany in 8 Days Tour departs daily on a private basis. With no fixed dates or set schedules, you can travel whenever you want and customize the itinerary to your interests.

What Is Included

  • Customized travel planning for your style
  • 3 nights at the accommodation of your choice in Florence
  • 4 nights at the accommodation of your choice in the Tuscan countryside
  • 7 Breakfasts & 4 Lunches
  • Privately guided tours and experiences tailored specifically to you
  • Inspiring local guides who provide insider know-how and share their love and knowledge of the destination
  • Entrance fees to museums, sites, etc. as described in itinerary
  • In-country private transportation as per the itinerary
  • Private airport transfer on arrival and departure to/from the hotel

What Is Not Included

  • International or domestic airfare
  • Travel insurance
  • Local city tax for overnight stays
  • Meals & beverages not mentioned in itinerary
  • Tips & gratuities (optional)
  • Personal expenses
  • Anything not expressly mentioned as included

Accommodation Options

When it comes to accommodations, there is no one size fits all. For your bespoke trip, you can choose your hotel from our handpicked selection below or we’ll make personalized suggestions based on your preferences.

Vetted options for hotels in Florence

4-star Plaza Hotel Lucchesi | Rooftop & Pool | A 10-min walk from Piazza della Signoria
5-star Portrait Firenze – Lungarno Collection | Luxurious rooms | A 2-min walk from the Ponte Vecchio

Vetted options for hotels in the Tuscan countryside

4-star Locanda Le Piazze | Extensive gardens with outdoor pool | Gluten free breakfast
5-star Como Castello Del Nero | 12th century castle | Michelin starred restaurant


Booking Procedure

  • Start Filling out Our Quick Trip Inquiry Form
    After submitting the trip request we match you with one of our local specialists who will assist you with travel consultation.
  • Work out the Trip Plan Together
    Do you like this Foodie Tour of Italy but prefer to customize it? Your dedicated travel specialist will put together a tailor-made trip based on your input and our first-hand experiences and knowledge.
  • Book Your Trip
    Once you’re 100% happy with the custom travel plan, you can book your trip via our secure payment system.

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The Best of Tuscany in 8 Days Tour in 2023 - Sample Itinerary

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