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Multiple departures March - December 2026 & March - June 2027
On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love. Stroll Assisi’s old city, and explore the Umbrian hill town of Spoleto, where the gilded façade of the cathedral rivals with the silvery sheen of the olive trees. 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 and hunt for truffles in the Umbrian countryside. 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.
All About 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. Family owned 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 pricing based on per person twin share on 22 March 2026 departure, inclusive of savings, correct as of 12 September 2025. Surcharges may apply on different departures.
Inclusions
9 nights accommodation
15 Meals: 10 Breakfasts, Lunches, 9 Dinners
Must See Inclusions
Surround yourself in the mystery of the Umbrian hill town of Spoleto
Explore historic Siena and see the famous piazza of the Palio Horse Race
Discover Florence, the "Cradle of the Renaissance"
Culinary Inclusions
Hunt for truffles with a local expert and his truffle-sniffing dogs
Behold the unique water-filled piazza in the village of Bagno Vignoni
Enjoy 3 nights in a restored Tuscan villa
Cultural Experiences
Experience a home-cooked meal in one of Umbria's country homes
Sample pecorino sheep-milk cheese at a local farm in the Orcia Valley
Savour the famous Brunello red wine during a musical tasting at a winery in Montalcino
Highlights
Rome
Spoleto
Olive Oil Mill
Assisi
Home-Hosted Lunch
Truffle Hunting
Pecorino Cheese Farm
Pienza
Orcia Valley
Pasta Factory Visit
Bagno Vignoni
Brunello Wine Tasting
Siena
Florence
San Gimignano
Itinerary
Day 1 | Rome, Italy
Italy’s dynamic capital city beckons. Get a taste of the local culture and start your journey at a delicious welcome dinner.
Stay: Kolbe Hotel Rome
Meals: Dinner
Day 2 | Rome - Spoleto - Umbria
Olive and cypress trees accent the Umbrian hill town of Spoleto. Stroll the historic streets with a local expert and see centuries of architectural history, from the ruins of the Rocca Albornoz castle to the gilded elegance of the Duomo of Santa Maria Assunta. Pause at a family-owned frantoio (olive presser), where olives are pressed each November.* After learning about the many varieties of trees and oil-making methods, join a tasting of the EVOO produced at the mill. Then, take in the splendors of country life in a pristine Umbrian hill town, your home for the next 3 nights.
Stay: Antica Dimora Alla Rocca
Meals: Breakfast & Dinner
Day 3 | Umbria
Pre-sunrise, consider an optional balloon flight over the Umbrian countryside. Your included program instead, takes you 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 honoured guest. Share stories and make an Umbrian friend (or two).
Stay: Antica Dimora Alla Rocca
Meals: Breakfast & Lunch
Day 4 | Umbria
In the shadow of the Apennines, experience Umbria’s epicurean side. Join a local truffle hunter in search of the elusive fungi in the company of his trained, truffle-sniffing dogs. Sample the goods yourself during a rustic, home-cooked lunch before returning to your hotel in the late afternoon.
Stay: Antica Dimora Alla Rocca
Meals: Breakfast & Lunch
Day 5 | Umbria - 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 flavours of the region at a dairy farm producing prized sheep-milk pecorino cheese. Snack on some of the cheesemaker’s creations and take in the views of the sparse farmhouses and open fields on your way to Pienza (UNESCO), a Renaissance village where flowers and plants adorn the cobblestoned streets. The evening is yours to eat, drink, and explore the local scene.
Stay: Hotel Corsignano
Meals: Breakfast & Lunch
Day 6 | Pienza
Embark on a culinary journey through the undulating landscape of the Orcia Valley. Begin your day with a visit to an artisanal pasta factory, producing the local speciality – pici – with its organically-grown wheat. Pause in 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 an afternoon at leisure, maybe you’ll explore the countryside along one of the many white roads that cut through the farmland.
Stay: Hotel Corsignano
Meals: Breakfast
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.
Stay: Villa San Lucchese
Meals: Breakfast
Day 8 | Chianti Region
Explore Florence, the “Cradle of the Renaissance,” during an extensive walking tour in the company of a local expert. View the Ponte Vecchio, the only Florentine bridge to survive WWII. Take in the Signoria Square and its imposing Palazzo Vecchio, where, for over 300 years, the Medici Family ruled over the city. Admire the Piazza del Duomo, richly adorned by polychrome marble and gilded bronze doors. Take some time on your own to explore the city’s seemingly endless treasures, before returning to your Tuscan villa in the evening.
Stay: Villa San Lucchese
Meals: Breakfast
Day 9 | Chianti Region
Spend your morning in San Gimignano, whose 13th-century medieval towers stand tall over the surrounding vineyards. Nicknamed “the Manhattan of the Middle Ages,” San Gimignano’s towers soar over the landscape making its distinctive skyline stand out against the rolling hills. Taste authentic Italian gelato from an award-winning ice cream parlour whilst you wander the cobbled streets and gaze up at the imposing towers during time at leisure in this Tuscan gem. Return to your hotel mid-afternoon. As the sun begins to set, gather with your fellow travellers for a farewell dinner of Tuscan specialities.
Stay: Villa San Lucchese
Meals: Breakfast & Dinner
Day 10 | Chianti Region - Tour Ends
Your journey through Tuscany and Umbria comes to a close today in your restored Tuscan villa.
Meals: Breakfast
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.
