Eat, Drink, Walk Tuscany

Posted in Health & Wellness, Culinary & Wine Tours, Foodie Escapes, Go Active, Inspirations, Italy, Italy, Trips, Women's Destinations

Tuscany Back Stage Pass

Escape to Tuscany’s idyllic landscape. There is something eminently peaceful in wandering through vineyards and olive groves, passing vines tended by generations of winemakers, and savoring traditional cuisine made of the freshest local ingredients. Walk the lush rolling hills and medieval towns with their meandering roads.  Experience the magic of medieval towns and renaissance landscapes and you’ll never want to leave.

  • Discover the Tuscany countryside, culture, food, and traditions.
  • Visit the Tuscany of your dreams on this awesome trip.
  • Check out Chianti’s main wine market town of Greve.
  • Walk past vineyards to the Castello di Brolio, home of the original Chianti Classico recipe.
  • Enjoy guided visits to important Tuscan towns of Siena, Florence and Pienza.
  • Meander up the steep hills of Medieval Montalcino.
  • Savor the super Tuscans: Brunello di Montalcino and more.
  • This is a bespoke travel group limited to a maximum of 10 people.

Custom departures year round. Group departures May 3, 2017 (limited availability) and October 14, 2017.

Trip Length 7 days/6 nights
Start/Finish Florence/Florence
Walk Rating Easy to Moderate
Included All breakfasts, some lunches, three dinners, cooking lesson, wine tasting.
Hotels Luxury accommodations included in pricing.
Price per person Starting at $3,475*
Single Supplement $550*

Group Departures:  May 3, 2017, October 14, 2017, April 3, 2018  Personalized departures: year-round.

* All prices in US dollars. Ask about personalizing this trip for your departure dates.



We’ll pick you up in Florence and whisk you away to the Tuscan country. Visit the rolling hills of Chianti for a backstage view of vineyards and quintessential Tuscan towns. After dropping off the luggage, explore the funnel-shaped main square of the market town of Greve, the medieval hamlet of Volapaia and taste some of the richest organic olive oil. There is time to freshen up before a welcome dinner. Weather permitting, lounge by the pool or simply take in the Tuscan countryside. Our guide joins you for dinner and will describe all that is Italian. (L. D)

Accommodations: Villa Le Barone or equivalent


After a typical Italian breakfast a guided walk takes you past the vineyards of the Chianti region. Visit the Castello di Brolio, home to the original Chianti wine recipe. The journey continues to the small family-owned vineyard of Renzo Marinai. Included is a unique wine tasting and tour around their winery. (B, wine tasting, L)

Accommodations: Villa Le Barone or equivalent


Today includes a transfer to and guided visit of Florence. As this is a pedestrian city, your guide will walk you through the historic center and filled with incredible renaissance architecture. The tour includes a walk around some of the most famous monuments – the Duomo, the Ponte Vecchio, Signorini Square and more. Before returning to Greve, there is time on your own to walk around, visit the Uffizi Gallery, or try some Italian shopping. For personalized tour groups dinner options include a pizza marathon in a renaissance villa outside Florence or dinner at Villa Le Barone. Group tours include dinner. (B, D)

Accommodations: Villa Le Barone or equivalent


After breakfast there is a transfer from Greve to San Quirico set in the Val d’Orcia between Montalcino and Pienza. Montalcino is one of Italy’s most famous wine towns and is home to the super Tuscans: the Brunellos and Rossos. Today’s exploration will include the town of Montalcino and Bagno Vignoni. Walks include these famous towns in the heart of the Tuscan hills and valleys and the surrounding countryside. (B)

Accommodations: Relais Palazzo del Capitano or equivalent


This morning visit the picture-perfect renaissance town of Pienza. Pienza was rebuilt by the humanist, Pope Pius II.  He was born and raised in the town and wanted to make it a model of the then modern era -letting the light into the dark streets of medieval design. Wander down alleys and lanes that were created to encourage people to interact with each other and with nature. Walking through the town guarantees an encounter with locals sitting on benches, selling some of Italy’s finest pecorino cheese, or displaying colorful flowers and flowers and more flowers. We love this town so much that we’ve even written about in our blog. Read more. Continue the day on a trail that passes between the iconic cypress trees of Tuscany. (B, D)dsc_0069_2

Accommodations: Relais Palazzo del Capitano or equivalent


Walk along picture-perfect paths, working farms and more. If you are lucky you will come face to face with the ‘chianine,’ white cattle weighing up to one ton and famed for producing the Florentine steak. Visit the Romanesque Benedictine monastery of Sant’Antimo. Tonight, celebrate with a farewell dinner. (B, D)

Accommodations: Relais Palazzo del Capitano or equivalent


After breakfast we say our good-byes and transfer to Florence. You have the option of a direct transfer to the Florence airport or you can extend your trip for a few extra glorious days in Florence. (B)

INCLUDED: Full time certified local guide during the trip, transportation for the above itinerary, luggage transportation, 6 nights accommodations as listed, hotel tips and taxes, all breakfasts, one lunch, 3 dinners, two wine tastings, guided visit to Florence and Montalcino, and more. Prices are based on double occupancy.

NOT INCLUDED: Airfare, airport taxes, consumer protection for Canadian residents, travel insurance (mandatory), pre and post trip arrangements, personal purchases, mini-bar services, alcohol unless specifically included, gratuities for the guides and drivers, Florence cooking class available upon request.

B= breakfast included, L=lunch included, PicL=picnic lunch included, D=Dinner included
All bookings through Voyages GAM SPS  Travel, Quebec Licensee.


Sign up for this group departure or ask about our personalized departure dates, Personalized departures are customized to your availability and group needs. Read our eating in Italy blog.

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