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Tuscan & Umbrian Countryside

9 night guided tour

Rome to Chianti Region

231 days / 230 nights 52 days / 51 nights

Guided Tour

Multiple depatures

Overview

Journey for 10 days through the less-travelled country roads of Umbria and Tuscany, discover another side to Italy you'll love. Enjoy included meals, must see inclusions, cultural experiences and more! Tour departs year around in 2025 & 2026.

Discover another side of spectacular Italy through country roads of Umbria and Tuscany. Stroll Assisi’s old city, and explore the Etruscan hill town of Orvieto, where one of history’s rarest frescoes is on display inside a Gothic cathedral. Visit Florence, the “Cradle of the Renaissance.” In Siena, stand inside one of Tuscany’s most ancient piazzas. Admire the famous towers of San Gimignano. Delight in regional specialities and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.

Collette 

You're not just going on tour; you’re having a travel experience!

True adventures go beyond incredible destinations or inclusive packages. Collette delivers a sense of possibility across hundreds of destinations across the world.

Since 1918, we have been sharing our love of travel. Today our worldwide travel collection features comprehensive land tours, river cruises, rail journeys, small group tours, garden holidays and more. With Collette, wake each morning on tour with a new experience in front of you, and when your head hits the pillow, you will know it has been an amazing day. Best of all - we seamlessly handle the details. All you must do is enjoy the adventure!

Why choose Collette Tours?

  • When Collette says guaranteed, we mean a guaranteed departure.
  • Family owned Since 1918
  • 24/7 Emergency Services
  • Be immersed with fewer one-night stays and more 2 – 3 – 4 night stays. 
  • 5-Star Touring with 4-Star Plus Accommodation
  • Includes both the must-sees and unique local experiences - not one or the other.
  • Culinary Immersion dining at local restaurants unique to each region
  • Location, Quality & Uniqueness of Accommodation staying in a grand castle, picturesque villa, glass igloo, private yacht, safari lodge, French chateau and more.

*Advertised price based on 30 March 2025 departure, correct as of 18 October 2024.

Inclusions

  • 10 days starting in Rome, Italy, your journey through Tuscany and Umbria with the tour ending in the Chianti Region
  • 16 Meals included, from breakfast, lunch, and dinners at various wonderful locations. Experience a home cooked meal in one Umbria’s country homes. Enjoy a Wine tasting and lunch in a Tuscan winery.
  • Make it your own, it’s your choice. Choose from various options on how you would like to experience your journey. For example, join a local truffle hunt or take to country on an ATV Adventure!
  • Experience beautiful culture, with a hands-on cooking class in a 12th century abbey, behold the unique water filled piazza in the village of Bagno, Vignoni.
  • Tour Manager. We like to say that our Tour Managers are part tour guide, part concierge and part friend because it’s true! When you go guided with one of our Tour Managers, you have the benefit of a highly trained expert (many of them have been with us for over 20 years) right by your side every step of the way.
  • Transport by private motor coach

Itinerary

Day 1 Rome, Italy - Tour Begins

On a journey through Italy’s roads less travelled, discover its endless treasures from Rome to Umbria to Tuscany, and the marvels of wine, cuisine, culture, and history in between. Italy’s dynamic capital city beckons. Get a taste of the local culture and start your journey at a delicious welcome dinner.

Tuscan Umbrian Countryside Day2 RomeItaly

Day 2 Rome - Orvieto - Umbria

Olive and cypress trees accent the Etruscan hill town of Orvieto. Stroll the historic streets with a local expert and visit the prominent Gothic cathedral to gaze at a remarkable Signorelli fresco. Continue to discover Orvieto on your own this afternoon. Eat, drink, and disappear into the local scene before taking in the splendors of country life in a pristine Umbrian hill town, your home for the next 3 nights.

Tuscan Umbrian Countryside Day3 Rome Orvieto Umbria

Day 3 Umbria - Spoleto - Olive Oil Mill - Umbria

Medieval palaces command the foreground of ancient Spoleto. In the shadow of the Apennines, embark on a walking tour to see centuries of architectural history, from the Ponte delle Torri aqueduct to the gilded elegance of the Duomo of Santa Maria Assunta. Explore more of Spoleto on your own before learning about olive oil at a family-run frantoio (olive presser). Venture into a local restaurant in the Nera Valley, where you’ll enjoy a cooking class in a former 12th-century abbey. Dig in to your handcrafted meal for dinner.

Tuscan Umbrian Countryside Day4 Umbria Spoleto OliveOil Umbria

Day 4 Umbria - Assisi - Home-Hosted Lunch - Umbria

Travel to Assisi, birthplace of St. Francis. Set out on a walking tour of the old city with a local guide, learning about its history as you stroll the medieval streets. Visit the famous Basilica of St. Francis. Later, a local family welcomes you to their country home for lunch as their honored guest. Share stories and make an Umbrian friend (or two).

Tuscan Umbrian Countryside Day5 Umbria Assisi HomeHostLunch

Day 5: Umbria - Pecorino Cheese Farm - Orcia Valley - Pienza

Leave Umbria for the villages of Tuscany, nestled among the rolling hills and cypress trees of the Val d’Orcia region (UNESCO). Taste the flavors of the region at a local pecorino cheese farm. Snack on some of the cheesemaker’s  reations and take in the views of the sparse farmhouses and open fields on  our way to Pienza (UNESCO), a Renaissance village where flowers and plants adorn the cobblestoned streets. 

Tuscan Umbrian Countryside Day6 CheeseFarm

Day 6: Pienza - Bagno Vignoni - Brunello di Montalcino Winery - Pienza

Traverse the Tuscan countryside to the unique hamlet of Bagno Vignoni, whose central piazza is filled with thermal water once used to cure pilgrims who stopped here on their way to Rome. Then explore hilltop Montalcino, namesake to one of Italy’s great red wines, the Brunello. Tour a winery’s estate and cellar before indulging in a multi-sensory tasting, pairing wine with music. Back in Pienza for the evening, maybe you’ll explore the countryside along one of the many white roads that cut through the farmland.

Tuscan Umbrian Countryside Day7 Pienza

Day 7 Pienza - Siena - Chianti Region

Take a guided walking tour through Siena, delving into the local history as you learn about the world-renowned Palio Horse Race. Enjoy free time to explore more of this hilly town, perhaps visiting its cathedral or the town hall’s frescoes. An afternoon drive through Tuscany’s Chianti Region takes you to the restored Tuscan villa where your hotel is located.

Tuscan Umbrian Countryside Day8 Siena

Day 8 Chianti Region - Florence - Chianti Region

Explore Florence, the “Cradle of the Renaissance,” with a local expert on foot. Wander along the glittering storefronts on the Ponte Vecchio, where gold shops adorn the only Florentine bridge to survive WWII. You’ll also take in the Palazzo Vecchio, the Piazza della Signoria, and Santa Croce. Take some time on your own to explore the city’s seemingly endless treasures, both historic and modern. Return to your Tuscan villa in the evening.

Tuscan Umbrian Countryside Day9 florence

Day 9 Chianti Region - San Gimignano - Chianti Region

Choose how to explore Tuscan landscape because it’s your choice! Join a local truffle hunter in search of the elusive mushroom and sample the goods yourself -OR- take to the countryside on an ATV adventure along winding dirt roads, followed with a taste of truffle bruschetta. Spend your afternoon in San Gimignano, whose beautiful 13th-century medieval towers stand tall over the surrounding vineyards. As the sun begins to set, gather with your fellow travelers for a farewell dinner of Tuscan specialties.

Tuscan Umbrian Countryside Day10 TruffleHunting

Day 10 Chianti Region - Tour Ends

Your journey through Tuscany and Umbria comes to a close today in your restored Tuscan villa.

Tuscan Umbrian Countryside Day11 Chianti

Booking terms and conditions apply.

* Term and conditions apply: All pricing subject to change and availability. Advertised prices are per person twin share unless stated otherwise. Offers may be withdrawn at any time. Itineraries are subject to change. Booking Conditions and Phil Hoffmann Travel Schedule of Professionalism* applies. Please speak to your Phil Hoffmann Travel Consultant for more information.

Destinations featured in this deal

Europe Italy Tuscany Rome Florence Spain Siena

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