Treasures of Tuscany

Immerse yourself with the best of Tuscany, from the regions sumptuous wines, traditional regional cuisine and medieval towns and Renaissance cities
Bursting with quaint medieval villages, undulating fields of neatly planted vineyards and olive groves, traditional cuisine, and not to mention large, elegant, and antiquated art cities, Tuscany is the perfect place to visit for those looking for a taste of la dolce vita! Adore the streets of Renaissance Florence, plunge deep into the calm countryside, and experience picture-perfect Siena, Pienza, and Montepulciano
7 Days from $2889/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 every Friday departure from April to October 2022


  • 4-nights in Florence based on 4-star accommodation
  • 2-nights in Cortona or Val d’Orcia (Montepulciano) based on 4-star accommodation
  • Daily breakfast
  • Private transfer from Florence airport or train station to the Florence hotel
  • Welcome briefing
  • Welcome to Florence city stroll
  • Guided tour of Siena & San Gimignano with Dinner in Chianti
  • Guided tour of Florence including the Accademia Gallery with skip-the-line tickets
  • Cooking class in Tuscany with Winery visit and Farmers' market tour
  • Full-day driver-guided tour of Montepulciano and Pienza with wine tasting in Montepulciano, with drop off at your estate
  • Farewell dinner at your estate

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:

  • Private departure transfer from the Tuscany hotel to Florence or Rome
  • 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! After your arrival at the airport or train station, meet your driver for a private transfer to your hotel located near the historical center of the city. In the afternoon, meet your tour guide at your hotel for a welcome briefing. Start your discovery of Florence with an orientation tour in the heart of the city.

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 in 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 the Ponte Vecchio.

Our walkthrough of Florence will end with a skip-the-line entrance to the world-famous Accademia Gallery, best known as the home of Michelangelo's 'David' Renaissance sculpture. After the tour, enjoy the rest of the day at your leisure. Meals: B

Accommodation at the Hotel Executive, Florence, or similar


Today visit two of the most beautiful towns in Tuscany, Siena and San Gimignano. Starting from Florence, you will arrive in Siena passing along the beautiful hills of Chianti. Once in town, you will enjoy a guided walking tour to discover Piazza del Campo, the stage of the famous Palio horse race, as well as exploring quieter backstreets. Your journey continues to San Gimignano celebrated for its medieval skyscrapers, high walls, and narrow streets.

After some free time in San Gimignano, gaze in awe at a marvelous sunset on the Tuscan hills and then enjoy a typical Tuscan dinner in the cellar of a fascinating noble Villa in the Chianti countryside. During your dinner you will also enjoy a wine tasting, pairing different wines with the various courses of your Tuscan meal. A Tuscan dessert is then served with local sweet wine. Transferring back to Florence, you will stop at Piazzale Michelangelo belvedere, for a breathtaking view of Florence, admiring all the lights of the city. Meals: B, D

Accommodation at the Hotel Executive, Florence, or similar


Today, participate in a hands-on experience of learning the secrets of Italian cooking from an experienced Chef in an intimate and friendly atmosphere immersed in the beauty of the Tuscan countryside. In the morning, take a little stroll in the city center and visit Florence Farmers' Market and discover all its beautiful colors and authenticity, getting to know the butchers, bakers, and farmers from which Florentines buy their ingredients.

Later, reach a fascinating villa in the Chianti countryside where you will have the opportunity to learn about Tuscan food and prepare your dishes under the attentive guidance of an expert Chef. The experience includes lunch with wine tasting of 3 wines and a visit to a boutique winery in Chianti. Return to Florence late afternoon and overnight. Meals: B, L

Accommodation at the Hotel Executive, Florence, or similar


Today depart for Pienza, a tiny village in southern Tuscany in the beautiful valley called Val d'Orcia. Upon arrival, enjoy free time to have a walk in the city center. Aftward, transfer the quintessential Tuscan medieval village of Montepulciano and upon arrival enjoy a guided visit of the city. Montepulciano, just eleven kilometers away from Pienza is nestled between the Val D’Orcia and Val di Chiana. The town is also famous worldwide for its Vino Nobile, one of Tuscany's most renowned red wines.

You will have the chance to taste delicious Tuscan treats during your lunch that will be served in a local Trattoria, paired with a wine tasting. In the end, continue to the Cortona or Montepulciano area where you will arrive late afternoon. Meals: B, L

Accommodation at the Cortona Resort & SPA, Cortona or the Tenuta Svetoni, Montepulciano


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 tiny Tuscan towns in the area.

Among the many activities available, we suggest having a cooking class with the resident chef. The cuisine of Tuscany stands out for its simplicity and sobriety which combines well with the refinement and attention for high-quality local products. 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 the traditional recipes. Tonight, enjoy a farewell dinner paired with Tuscan wines. Meals: B, D

Accommodation at the Cortona Resort & SPA, Cortona or the Tenuta Svetoni, Montepulciano


Enjoy one final breakfast at the hotel before your week in Tuscany comes to an end. An optional private departure transfer to Florence or Rome is available on request. Meals: B

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