Treasures of Tuscany

Immerse yourself in the best of Tuscany including sumptuous wines, traditional cuisine and medieval towns

Bursting with a unique energy, and filled with undulating fields of vineyards and olive groves, traditional cuisine, and not to mention elegant and antiquated art cities, Tuscany is the perfect place to visit for those looking for a taste of la dolce vita! You’ll adore the vibrant streets of Renaissance Florence as much as you’ll relish the calm countryside. Experience picture-perfect Siena, historic hilltop Montepulciano, the famous towers of San Gimignano and so much more.

7 Days from $2899/person CAD
Food & Wine
Honeymoon & Anniversary
Off The Beaten Path
Small Group
UNESCO World Heritage Sites


Choose from a range of places to stay, from premium four to luxury five-star hotels, beautiful villas, and charming boutique properties.
Tailor your trip to include a wide variety of activities, from the must-see to the off-the-beaten-track, on a small-group tour or with a private driver and guide.
Travel whenever you want and escape the tour bus crowds! With no fixed dates or set schedules, you can travel whenever you want, on your own terms.
With in-country knowledge, we are specialists in creating unique experiences, due to a personal and direct relationship with our local partners.

Primary Location

Tuscany, Italy


Available from March to October 2023


  • 4 nights in Florence based on 4-star accommodation
  • 2 nights in Montepulciano in a Tuscan Estate (farmhouse)
  • Small-Group Walking Tour of Florence with Accademia Gallery
  • Small-Group Siena and San Gimignano Excursion with dinner in a winery
  • Small-Group Florence cooking class with a market visit
  • Private driver-guided tour of Val D’Orcia with pick up in Florence and drop off in Montepulciano including wine tasting and lunch

Not Included:

  • International or domestic airfare
  • Gratuities to guides and drivers
  • Travel insurance
  • Additional meals when not mentioned on the itinerary
  • Entrance fees to monuments or museums when not mentioned on the itinerary
  • Local city tax for overnight stays
  • Visas required for entry into the country as necessary
  • Anything of a personal nature or that is not mentioned in included

Pricing Details

Click Book Online for pricing!

  • All pricing is subject to change and is based on availability at the time of booking
  • Seasonal surcharges and blackout dates may apply
  • The final price will vary and is also based on the month of travel

Optional Extras:

  • Airport or Train Station transfers
  • With many accommodations and touring options in Italy, we can mix and match different hotel and activity options to your liking!

Custom Itinerary

This pre-designed itinerary can be booked as is or our specialists can take away the stress and create a custom trip tailored to your tastes. We can arrange an itinerary around your budget, interests, dates, and special requests.

Find out more



Welcome to Florence! Upon arrival at the airport or train station make your way to your hotel in Florence. An optional private transfer is available. Enjoy the rest of the day exploring the artistic city on your own.

Accommodation at the Hotel Executive, Florence, or similar


Start your exploration of Florence from the unknown and most picturesque sides of the city. Visit the market of San Lorenzo, where it’s possible to see the food arriving from the Tuscan countryside. In the afternoon, meet your guide at the hotel and get ready to explore the heart of the town. We’ll visit Piazza della Signoria, walk by the Palazzo Vecchio, the Duomo with Giotto's bell tower (exterior), and Ponte Vecchio. Our walkthrough of Florence will end with a visit to the Accademia to admire, among the many masterpieces, the jewel of Michelangelo, the statue of David. Meals: B

Accommodation at the Hotel Executive, Florence, or similar


Enjoy the morning exploring Florence on your own.

In the early afternoon, enjoy a visit to two of Tuscany's most beautiful towns and sample local flavors with a typical Tuscan dinner and wine tasting. Leaving Florence in the afternoon, enjoy the drive to Siena, the first stop on the tour. Enjoy a guided tour of its UNESCO-listed historic center, which includes the unique shell-shaped square where the legendary Palio race takes place twice a year.

Next, reach San Gimignano, the stunning medieval town with an impressive skyline crowned by 14 towers that have survived through the centuries. Get some time to explore its atmospheric cobbled lanes, then take the road to the hills of Chianti and admire the beautiful colors of Tuscany at sunset. Dinner will take place at a charming wine estate, where you’ll visit the cellars and dine on traditional Tuscan dishes paired with their fine wines. Meals: B, D

Accommodation at the Hotel Executive, Florence, or similar


Today meet your local chef who’ll guide you in this experience and head to the city’s lively central food market, where you’ll pick the ingredients to prepare your meal. Take a quick stroll to the kitchen facilities in the heart of Florence and sample some local delicacies before you start cooking. Next, put your apron on and learn how to cook bruschetta, homemade pasta with a tasty sauce, and a traditional Tuscan dessert under the watchful eye of the chef, who will share stories about Tuscan food and culture along the way. Then, it’s time to enjoy the fruits of your culinary efforts accompanied by some great Chianti wine. At the end of the experience, you’ll receive a certificate and a recipe booklet to replicate the dishes at home. Meals: B, L

Accommodation at the Hotel Executive, Florence, or similar


Pick up from your hotel and your driver will take you on a scenic drive through the heart of Tuscany to visit beautiful villages where history, art, and a great wine tradition. The itinerary includes stops at Montalcino, a walled medieval town famous for the production of the renowned Brunello, and Montepulciano, the Renaissance jewel home to one of Italy’s most ancient wines, the Vino Nobile, and Pienza, a lovely town in the heart of Val d’Orcia known as the ideal city because it is one of the first examples of humanistic ideal urban planning. Included in the tour is a visit to a local winery to sample some of the region’s best wines and a delicious lunch to taste Tuscan specialties. Overnight in Montepulciano. Meals: B, L

Accommodation at the Villa Cicolina, Montepulciano, or similar


After a long week in Tuscany, your Estate is the perfect spot to relax and recover energy. You can read your favorite book in the gorgeous garden, walk along the shady roads around your villa, enjoy horse riding or visit the town of Cortona, just 10 minutes away. Among the many activities available, we suggest having a cooking class with the resident chef. You can enjoy a class in a beautiful kitchen located in an evocative setting, where thanks to an experienced chef you will learn all the secrets of traditional recipes. Overnight in Montepulciano.

Accommodation at the Villa Cicolina, Montepulciano, or similar


After breakfast, make your way to the airport or train station for your onward journey. Optional private transfers are available. Meals: B

    Please provide your contact details

    This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

      Please provide your contact details

      This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

      Shopping Cart