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Tuscan & Umbrian Countryside

See another side of Italy. Explore Tuscany and Umbria’s smaller, more authentic towns. Learn the secrets of Tuscan and Umbrian cuisine. Journey to Florence, the “Cradle of the Italian Renaissance.” Visit a family owned winery for a tasting and have a home-hosted lunch in a charming country home. Stop in Siena, a medieval town with one of Tuscany's most beautiful squares. Venture to Assisi for a guided walking tour of the old city. Travel to the Etruscan hill town of Orvieto, known for its white wine and Gothic cathedral. Spend time in the hill town of Volterra to visit the Guarnacci Museum and witness an alabaster carving demonstration at a local workshop. Explore San Gimignano, known as the "City of Beautiful Towers." Along the way, savor regional specialties and enjoy Italian wines with every dinner.


9 breakfasts
9 lunches
9 dinners
Embark on a guided walking tour of Spoleto.
Marvel at the ornate Duomo of Santa Maria Assunta.
Behold the magnificent Ponte delle Torri, a 13th-century aqueduct.
Visit one of the most famous Etruscan museums, the Guarnacci Museum.
Tour Provider Collette
Number of Days
Price From
AUD $3,549
Start Location
Rome, Italy
End Location
Tuscany, Italy
Age Range
Avg. 100+
Group Size
1 to 24
Tour Style
Tour Themes
Physical Rating
Moderate to Challenging
Rome, Italy - Tour Begins
Meet your fellow travelers in Rome for a welcome dinner in a local restaurant. Join in an interactive and fun presentation on Italy’s wines given by the restaurant’s sommelier. Indulge in a traditional four-course meal paired with some of the country’s finest wines.
Dinner Included
Rome - Orvieto - Umbria
Travel to the Etruscan hill town of Orvieto, known for its white wine and Gothic cathedral housing a Signorelli fresco. Upon arrival, join a local expert on a walking tour to discover Orvieto’s treasures, including a visit to the cathedral. Take time to explore this town on your own or perhaps enjoy a leisurely lunch. Spend the next four nights in a pristine Umbrian hill town.
Breakfast Included
Dinner Included
Umbria - Spoleto - Cooking Class - Umbria
Embark on a guided walking tour of historic Spoleto. See medieval palaces, the ornate Duomo of Santa Maria Assunta, and the magnificent Ponte delle Torri, an aqueduct dating back to the 13th century. Enjoy free time to peruse the town’s shops and cafés. Pay a special visit to a country restaurant housed in a 16th-century farmhouse where the chef provides a hands-on Umbrian cooking lesson. Indulge in an early dinner in the countryside.
Breakfast Included
Dinner Included
Umbria - Montefalco - Winery - Bevagna - Olive Oil Factory - Umbria
Travel to Montefalco, nicknamed the “Balcony of Umbria” for its unobstructed views of the Umbrian countryside. Feel like you have stepped back in time as you independently explore this charming medieval town. Then, it’s on to a local winery to sip some of this region’s most prized wine, the Sagrantino, before enjoying lunch featuring typical Umbrian dishes. Continue to Bevagna where you will join a local expert for a walking tour featuring Roman and medieval archaeological and architectural marvels. Cap off your day by learning about another local product " olive oil " at a local factory in the area of Trevi.
Breakfast Included
Lunch Included
Umbria - Home-Hosted Lunch - Assisi - Umbria
After a leisurely morning, an Umbrian family welcomes you to their country home as they prepare a delicious home-cooked meal. Afterwards, travel to Assisi, birthplace of St. Francis, for a guided walking tour of the old city, including the Basilica of St. Francis and its medieval streets. Take time to explore the city independently.
Breakfast Included
Lunch Included
Umbria - Winery - Tuscany
Journey from Umbria through southern Tuscany. Admire the picturesque Renaissance landscape of hills and villages of the Val D’Orcia region. Make a stop at a winery to discover the wine cellar, family estate, vineyards, olive groves and stunning views. The winery’s chef prepares an authentic Tuscan lunch, expertly paired with wines produced on-site. Make yourself at home in Tuscany in your restored palazzo for the next four nights.
Breakfast Included
Lunch Included
Tuscany - Florence - Tuscany
Set out on a short journey to Florence, “Cradle of the Italian Renaissance.” Begin with a guided walking tour of the city sights, viewing the cathedral of Santa Maria Del Fiore, located in the religious center of the Piazza Del Duomo and the Palazzo Vecchio. Join your local guide in exploring the unique qualities of the city, focusing on Florence’s local artisans and visiting their workshops. Spend some free time shopping and investigating Florence on your own. Return to Montaione.
Breakfast Included
Tuscany - Siena - Monteriggioni - Tuscany
Travel to the city of Siena. While on a walking tour, visit the historic piazza famous for the Palio Horse Race. Continue to the walled town of Monteriggioni for a stroll along the quaint streets of this town, seemingly frozen in time. Take an afternoon break and try some local snacks before returning to Montaione for the evening.
Breakfast Included
Tuscany - Volterra - San Gimignano - Tuscany
Spend your morning in Volterra, a former Etruscan city which sits high above the Tuscan countryside. Visit the Guarnacci Museum, one of the most famous Etruscan museums in Italy. Afterwards, stop to witness an alabaster carving demonstration* at a local workshop. Travel to San Gimignano, known as the "City of Beautiful Towers," and look for the town's fourteen medieval towers that date back to the 13th century. Enjoy a stroll along Piazza del Duomo and Piazza della Cisterna. Tonight, gather for a farewell dinner with your fellow travelers.
Breakfast Included
Dinner Included
Tuscany - Tour Ends
Your journey comes to a close in Montaione.
Breakfast Included