Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns (Rome to Tuscany) (2025)

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Description

Summary

Starts
Rome
Duration
11 days
Languages
English
Difficulty
Medium

Description

Embark on an enchanting 11-day journey through the heart of Italy, exploring its hidden gems and indulging in its world-renowned cuisine and wine. This multi-day tour takes you from the bustling streets of Rome to the serene landscapes of Umbria and Tuscany. Discover the architectural marvels of historic towns, savor the flavors of local delicacies, and immerse yourself in the rich culture and history of this captivating country. From olive oil tastings in Spoleto to truffle hunting in the Apennines, from exploring UNESCO-listed villages in Tuscany to walking tours in Florence, every day brings a new adventure. Whether you're a history buff, a foodie, or simply a lover of beautiful landscapes, this tour offers an unforgettable Italian experience.

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Included

9 breakfasts, 3 lunches, 3 dinners

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Transport to/from destinations included as per itinerary.

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Day 1: Kolbe Hotel

Day 2 to 4: Hotel Antica Dimora Alla Rocca, Trevi

Day 5 to 6: Hotel Corsignano, Pienza

Day 7 to 9: Villa San Lucchese Hotel, Chianti Countryside

hotel: 9 night(s);

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Local guides

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Must-See Inclusions:

Surround yourself in the mystery of the Etruscan hill town of Spoleto.

Explore historic Siena and see the famous piazza of the Palio Horse Race.

Discover Florence, the "Cradle of the Renaissance."

Cultural Experiences:

Behold the unique water-filled piazza in the village of Bagno Vignoni.

Enjoy 3 nights in a restored Tuscan villa.

Hunt for truffles with a local expert and his truffle-sniffing dogs.

Culinary Inclusions:

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.

Savor the famous Brunello red wine during a musical tasting at a winery in Montalcino.

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Destinations

Assisi - city in ItalyAssisi
Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence
Siena - city in ItalySiena
Spoleto - city in ItalySpoleto

Map

Attractions

photo of Florence, Italy. Palazzo Vecchio (or Palazzo della Signoria ) and Loggia dei Lanzi, twilight scene in Tuscany.Palazzo Vecchio
Christmas in Assisi, Saint Francis Basilica with the Christmas Crib. Province of Perugia, Umbria, Italy.Basilica of San Francesco d'Assisi
Piazza del Duomo, San Gimignano, San Gimignano, Siena, Tuscany, ItalyPiazza del Duomo, San Gimignano
Rocca di Albornoz in La Scogliara, Italy.Rocca di Albornoz
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio

Daily Itinerary

Day 1

Day 1 – Day 1: Rome to Umbria to Tuscany

Day 1: Rome to Umbria to Tuscany

Begin your Italian adventure in the historic city of Rome. From there, journey through the picturesque regions of Umbria and Tuscany, discovering their endless treasures. Immerse yourself in the rich culture, history, and culinary delights that these regions have to offer.

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Day 2

Day 2 – Day 2: Exploring Rome

  • Rome
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Spend the day exploring Rome, Italy's dynamic capital city. Immerse yourself in the local culture and kick-start your journey with a delicious welcome dinner, offering a taste of the city's vibrant culinary scene.

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Day 3

Day 3 – Day 3: Journey to Spoleto

  • Rome
  • Spoleto
  • More
  • Rocca di Albornoz
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Travel to the charming hill town of Spoleto in Umbria. Explore its historic streets with a local expert, marvel at the architectural wonders of the Rocca Albornoz castle and the Duomo of Santa Maria Assunta. Visit a family-owned olive presser and learn about the oil-making process before tasting the exquisite extra virgin olive oil produced there.

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Day 4

Day 4 – Day 4: Discovering Assisi

  • Spoleto
  • Assisi
  • More
  • Basilica of San Francesco d'Assisi
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Journey to Assisi, the birthplace of St. Francis. Embark on a walking tour of the old city with a local guide, learning about its rich history. Visit the famous Basilica of St. Francis and enjoy a delightful lunch at a local family's country home, making friends and sharing stories.

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Day 5

Day 5 – Day 5: Truffle Hunting in Umbria

  • Assisi
  • More

Experience the epicurean side of Umbria. Join a local truffle hunter and his trained dogs in search of the elusive fungi in the shadow of the Apennines. Savor the taste of freshly found truffles during a rustic, home-cooked lunch before returning to your hotel in the late afternoon.

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Day 6

Day 6 – Day 6: From Umbria to Tuscany

Day 6: From Umbria to Tuscany

Leave Umbria and head to the picturesque villages of Tuscany. Taste the region's prized pecorino cheese at a local dairy farm and enjoy the serene views of the Val d'Orcia region. Arrive in Pienza, a UNESCO-listed Renaissance village, and spend the evening exploring the local scene.

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Day 7

Day 7 – Day 7: Culinary Journey through Orcia Valley

Day 7: Culinary Journey through Orcia Valley

Embark on a culinary journey through the Orcia Valley. Visit an artisanal pasta factory, explore the unique hamlet of Bagno Vignoni, and tour a winery in Montalcino. Indulge in a multi-sensory tasting, pairing wine with music. Spend the afternoon at leisure in Pienza, perhaps exploring the countryside along the white roads that cut through the farmland.

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Day 8

Day 8 – Day 8: Siena and the Chianti Region

  • Siena
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Take a guided walking tour through Siena, delving into the local history and learning about the world-renowned Palio Horse Race. Enjoy free time to explore more of this hilly town. An afternoon drive through Tuscany's Chianti Region takes you to your hotel, a beautifully restored Tuscan villa.

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Day 9

Day 9 – Day 9: Exploring Florence

  • Florence
  • More
  • Palazzo Vecchio
  • Piazza del Duomo, San Gimignano
  • Ponte Vecchio
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Explore Florence, the 'Cradle of the Renaissance,' during an extensive walking tour with a local expert. View the iconic Ponte Vecchio, the imposing Palazzo Vecchio, and the richly adorned Piazza del Duomo. Enjoy some free time to discover the city's endless treasures before returning to your Tuscan villa in the evening.

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Day 10

Day 10 – Day 10: Visit to San Gimignano

  • Florence
  • More

Spend your morning in San Gimignano, a town renowned for its 13th-century medieval towers. Enjoy authentic Italian gelato from an award-winning parlor as you wander the cobbled streets. Return to your hotel mid-afternoon and gather with your fellow travelers for a farewell dinner of Tuscan specialties as the sun sets.

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Day 11

Day 11 – Day 11: Farewell to Tuscany

Day 11: Farewell to Tuscany

Your journey through Tuscany and Umbria comes to a close today. Spend your final moments soaking in the serene beauty of your restored Tuscan villa, reminiscing about the unforgettable experiences of the past 10 days.

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