top of page
Tuscany and Umbria invite you to slow down and walk in step with the rhythm of the land. This thoughtfully paced journey starts in Florence and traces the ancient pilgrim paths of the Via Francigena, weaving through cypress-lined hillsides, vineyard-covered slopes, and medieval towns that have stood the test of time. You’ll pass through storybook villages like Monteriggioni and Montefioralle, pause for picnic lunches among the vines of Lamole, and stroll through the same sun-dappled countryside that inspired scenes in *Gladiator*. From Chianti to the Val d’Orcia, the focus here is on connecting with Italy through its landscapes, its food, and its people. You’ll enjoy rustic farmhouse meals, sample local wines and cheeses, and even try your hand at preparing traditional dishes with a local chef in Umbria. Ending in Rome, you’ll have time to explore the Eternal City by foot or Vespa, taking in its layers of history and culture at your own pace. Designed for active travellers who appreciate comfort, this small-group experience is part of the Geluxe Collection—where immersive walking, authentic cuisine, and well-chosen stays come together in harmony.
Tuscany and Umbria invite you to slow down and walk in step with the rhythm of the land. This thoughtfully paced journey starts in Florence and traces the ancient pilgrim paths of the Via Francigena, weaving through cypress-lined hillsides, vineyard-covered slopes, and medieval towns that have stood the test of time. You’ll pass through storybook villages like Monteriggioni and Montefioralle, pause for picnic lunches among the vines of Lamole, and stroll through the same sun-dappled countryside that inspired scenes in *Gladiator*. From Chianti to the Val d’Orcia, the focus here is on connecting with Italy through its landscapes, its food, and its people. You’ll enjoy rustic farmhouse meals, sample local wines and cheeses, and even try your hand at preparing traditional dishes with a local chef in Umbria. Ending in Rome, you’ll have time to explore the Eternal City by foot or Vespa, taking in its layers of history and culture at your own pace. Designed for active travellers who appreciate comfort, this small-group experience is part of the Geluxe Collection—where immersive walking, authentic cuisine, and well-chosen stays come together in harmony.
Italy

Food, Wine & Scenic Trails in Tuscany & Umbria

Small Group Holiday

8

CA$

days from

5399

Tuscany and Umbria invite you to slow down and walk in step with the rhythm of the land. This thoughtfully paced journey starts in Florence and traces the ancient pilgrim paths of the Via Francigena, weaving through cypress-lined hillsides, vineyard-covered slopes, and medieval towns that have stood the test of time. You’ll pass through storybook villages like Monteriggioni and Montefioralle, pause for picnic lunches among the vines of Lamole, and stroll through the same sun-dappled countryside that inspired scenes in *Gladiator*. From Chianti to the Val d’Orcia, the focus here is on connecting with Italy through its landscapes, its food, and its people. You’ll enjoy rustic farmhouse meals, sample local wines and cheeses, and even try your hand at preparing traditional dishes with a local chef in Umbria. Ending in Rome, you’ll have time to explore the Eternal City by foot or Vespa, taking in its layers of history and culture at your own pace. Designed for active travellers who appreciate comfort, this small-group experience is part of the Geluxe Collection—where immersive walking, authentic cuisine, and well-chosen stays come together in harmony.

Activity / Theme

Country

Food, Hiking

Italy

Comfort Level

Physical Rating

Comfortable

Moderate

Transportation

Accommodation

Private vehicle, walking

Comfortable Hotels (7nts)

Months of Operation

April, May, June, July, August, September, October

Adventure Coordinators Insider Tip:

For your day in Rome, I’d suggest hopping on the back of a Vespa with a local driver. It’s a fun, breezy way to take in the city’s highlights—gliding from the cobbled lanes of Trastevere to the grandeur of the Colosseum, with plenty of surprises along the way.

Itinerary

DAY 1: Join in Florence, walk Via Francigena to Colle Val d’Elsa
DAY 2: Stroll medieval paths from Monteriggioni to Siena
DAY 3: Walk Chianti vineyards and enjoy farmhouse lunch
DAY 4: Explore Siena and savour wine pairing dinner
DAY 5: Discover Val d’Orcia and Gladiator trail walk
DAY 6: Cook traditional dishes with a local Umbrian chef
DAY 7: Choose your own adventure in timeless Rome
DAY 8: Departure day with time to reflect and relax

Inclusions

Accommodation
Transportation
7 breakfasts, 4 lunches, 4 dinners
Molino di Grace Visit & Lunch, Panzano
Wine Pairing Dinner
Pecorino Cheese Tasting
Rome Walking Tour or Fully Guided Vespa Tour
Welcome lunch
Guided walking tours of San Gimignano, Montepulciano, Siena, Città della Pieve
Cooking class in Umbria
Picnic lunch in vineyards
Farewell dinner
All tips for meals and activities, except for CEO and porterage

Sample tour.  Itinerary, accommodation, transportation, inclusions and prices are correct at the time of publication but may change without prior notice.  Please inquire.

© Adventure Coordinators

Contact us
TICO logo

Thank you - we will get in touch soon!

Direct Travel logo
Virtuoso Adventure logo

We are located in Toronto, Canada and work in partnership with Direct Travel and Virtuoso.  TICO license 50023501

© 2016, 2020 Adventure Coordinators

  • Adventure Coordinators on Facebook
  • Adventure Coordinators on Instagram
bottom of page