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Image by Greta Farnedi

Tuscany and Umbria without the crowds

26 October - 2 November 2025

Tuscany with Deb Van Pelt
Tuscany and Umbri

Embark on a soul-stirring journey through Tuscany and Umbria, where each day is a celebration of Italy’s culinary heritage, timeless landscapes, and warm-hearted traditions. From savouring legendary steak at a legendary butcher shop to cycling around Lake Trasimeno, cooking in a farmhouse kitchen, and foraging for truffles on a scenic Umbrian farm, every experience is rich with authenticity. Explore medieval Siena, sip Brunello in Montalcino, and soak in Florence’s Renaissance splendor—with plenty of time to linger in charming piazzas, toast with local wine, and enjoy the slower rhythm of Italian life. This is not just a trip—it’s a love letter to la dolce vita.

This trip is perfect for food enthusiasts, wine connoisseurs, history lovers, and adventure seekers who want to immerse themselves in the authentic experiences of Tuscany and Umbria. Whether you’re passionate about cooking, indulging in local wines, cycling through picturesque landscapes, or exploring centuries-old towns, this tour offers a blend of luxury, culture, and adventure. It’s ideal for those looking to explore Italy’s culinary heritage, charming villages, and rich history in a truly unforgettable way.

Highlights:

  • five nights in a five star boutique hotel in the historic centre of Cortona

  • two nights in a four star boutique hotel in the historic centre of Florence

  • a day of cycling around Lake Trasimeno

  • a hands-on cooking class in the countryside outside Siena

  • truffle hunting and lunch in Umbria

  • a winery visit and lunch

  • time each day to do as you please

 

Sample day:​

  • 8:00am: breakfast at our hotel

  • 9:00am: depart for a farmhouse in the countryside outside Siena for our hands-on cooking class and lunch

  • 2:30pm: arrive in Siena to explore at our leisure

  • 6pm: return to Cortona

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This trip includes:

  • Five nights shared (double) accommodation in a luxury boutique hotel in the historic center of Cortona

  • All activities, tours and tastings outlined in the itinerary as well as private transportation to/from these activities

  • Breakfast every day, three lunches and two dinners

 

The trip does not include:

  • Flights

  • Airport transfers 

  • Alcohol outside of included tastings

  • Mandatory medical insurance

  • Optional trip cancellation insurance

  • Incidentals

  • Gratuities

  • Anything not outlined in “included” list

Something to consider: 

We will spend a couple of hours each day in an air-conditioned vehicle, driving through the beautiful Tuscan countryside in order to reach the various wine-growing regions and travel between wineries. Tuscany is 68% hill! Expect to come across some steep climbs and cobblestone paths, but the views are worth it! 

Trip cost:

$6300 Canadian dollars

Join this trip:

This trip is sold out. Please fill out this registration form if you would like to be put on the waiting list and we will let you know if spots become available. Feel free to contact natasha@thevoyagiste for more information.

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The Voyagiste Travel Ltd. and all travel companies that are located in the province of Ontario, Canada are required to register with the Travel Industry Council of Ontario (TICO) and contribute to the Ontario Travel Industry Compensation Fund. The Compensation Fund compensates consumers, regardless of place of residence, who have paid for, but did not receive travel services because of the bankruptcy or insolvency of a registered Ontario agent or due to the failure of an airline, hotel or cruise line. 

The Voyagiste Travel Ltd. is an independent affiliate of Nexion Canada ULC 
380 Wellington St. Tower B, 6th Floor London, ON Canada, N6A 5B5 (519-660-6966)
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