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11-Day Tuscany and Umbria Tour

tuscany big picture1

Succumb to this 11-Day Tuscany and Umbria Small Group Italy tour. This all-inclusive vacation package is an unforgettable journey into Italy’s beautiful “Green Heart.” The Tuscany and Umbria tours explore the depth of Italian culture. This tour indulges in the beauty and wealth of these two Italian regions. From the wine tastings to cooking classes, to the fine lunches and dinners, this all-encompassing tour will provide you with a taste of the finest Tuscany and Umbria vacation experiences. The food, wine, art, and natural beauty of Tuscany and Umbria is all on display with this all-inclusive tour package. For a day-by-day tour itinerary click here.


tuscany umbria tour map

This escorted Italy tour explores Italy’s cultural gems: the regions of Tuscany and Umbria. You’ll visit the charming and authentic villages of these two beautiful regions. In Tuscany, you’ll visit the highlights including Florence, Siena, San Gimignano and Volterra. Here you’ll explore Tuscany’s history from its Etruscan founders right through Medieval times to the Renaissance. In Umbria, you’ll dive into the region’s long and storied history that shaped the Italic peninsula for the last three thousand years. Known as Italy’s “Green Heart” Umbria is full of charming medieval towns. In Umbria, you’ll visit Spoleto, Bevagna, Assisi, Orvieto and Montefalco.

  • 9 Nights in Italy
    • Rome – 1 Night
    • Umbria – 4 Nights
    • Tuscany – 4 Nights
  • 16 Meals: 4 dinners, 3 lunches, and 9 breakfasts
  • Tour Umbria: Orvieto, Spoleto, Montefalco, Bevagna, Assisi
  • Tour Tuscany: Florence, Siena, Monteriggioni, San Gimignano, Volterra
  • Participate in an authentic Umbrian cooking class learning classic recipes in a 16th-century farmhouse
  • Tour the Basilica of St. Francis is Assisi
  • Visit with local Umbrian family and enjoy authentic Umbrian home-cooked meal
  • In Montefalco visit local vineyard and enjoy wine tasting of the famous and delicious Sagrantino
  • Volterra visits one of the most famous Etruscan museums in Italy, the Guarnacci Museum
  • In Florence enjoy walking tour of the historic center
  • Experience the benefits of personal audio headsets, designed for better communication between you and your guides throughout your tour.

For a day-by-day tour itinerary click here.



tuscany umbria tour rome hotelRome – Hotel Imperiale

Located on the world famous Via Veneto in the center of Rome, this 4-star luxury hotel will welcome you to Rome. You’ll begin your Tuscany and Umbria tour in Rome in-style. Walk right out the front door of this Rome luxury hotel to visit the Centro Storico Rome sightseeing highlights.


tuscany umbria tour trevi hotelUmbria – Antica Dimora Alla Rocca, Trevi

You’ll be sure to enjoy this luxury 4-star boutique hotel. The 17th-century building is a former aristocrat’s mansion. Renovated to maintain its original design, your time in one of the 19 guestrooms at one of the finest hotels in the Umbria region and the perfect location for Umbria sightseeing.


tuscany tour hotel mannaioniTuscany – Una Palazzo Mannaioni, Montaione

Located in Montaione, this Tuscan mansion has been completely restored into a 4-star hotel including all the modern comforts. Perfectly located to explore Tuscany’s important sightseeing highlights with easy access to Florence, Siena, Pisa, San Gimignano and Volterra.


“We loved Tuscany and Umbria! The Italy tour guide who escorted us through Italy was very personable and knowledgeable. She gave us an experience more than our best dreams. The tours, cooking classes, wine tastings were all fantastic. The drivers and guides were full of fun and great information.  Thanks again for a great vacation to Tuscany and Umbria!!”

Barbara L.
San Jose, CA

11-Day Tuscany and Umbria Tour Package

  • Submit form for Italy tour price with airfare from your city.

Tuscany and Umbria Tour

Day 1 – Overnight Flight

Board your overnight flight to the Italian capital city of Rome.

Day 2 – Rome, Italy – Tour Begins

Today you’ll arrive in Rome the Eternal City. Here you’ll meet your fellow travelers. This evening you’ll enjoy an authentic Roman welcome dinner in a local Roman restaurant. Dinner will include a wine tasting, which you will get you ready for your Tuscany and Umbria tour.

Hotel Imperiale Rome


Day 3 – Rome to Orvieto

Today you’ll travel from Rome to the Orvieto. Orvieto was originally founded by the Etruscans. Tuscany is named after these ancient people, who three-thousand years literally invented what is today known as “la dolce vita” – “the sweet life.” The Etruscan culture is at the root of Western Civilization. Your Tuscany and Umbria tour is an exploration of this important ancient yet highly sophisticated culture. Today Orvieto is most notable for its location on the table-top of a big hill. There its Gothic Cathedral houses a Signorelli fresco. Take time for a leisurely lunch or explore this town on your own. For the next four nights, your accommodations are in a palace in the pristine Umbrian hill town of Trevi, near Perugia and Assisi
Breakfast & Dinner

Antica Dimora Alla Rocca, Umbria


Day 4 – 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 visit to a country restaurant housed in a 16th-century farmhouse. The chef provides a hands-on Umbrian cooking lesson. Indulge in an early dinner in the countryside.
Breakfast & Dinner

Antica Dimora Alla Rocca, Umbria


Day 5 – Umbria – Olive Oil Factory – Bevagna – Montefalco – Umbria

Explore Umbria’s specialty food items through a series of tastings. Start the day with a visit to a local olive oil factory in the area of Trevi. Travel to Bevagna for a guided walking tour featuring Roman and medieval archaeological and architectural marvels. Stop off in Montefalco, nicknamed the “Balcony of Umbria.” Visit a local winery and sip some of this region’s most prized wine, the Sagrantino, accompanied by some local specialties.
Breakfast High

Antica Dimora Alla Rocca, Umbria


Day 6 – 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. Afterward, 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 on your own.
Breakfast & Lunch

Antica Dimora Alla Rocca, Umbria


Day 7 – Umbria – Winery – Tuscany

The journey takes you from Umbria through southern Tuscany. 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 & Lunch

Una Palazzo Mannaioni, Tuscany


Day 8 – 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, including 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 & Dinner

Una Palazzo Mannaioni, Tuscany


Day 9 – Tuscany – Siena – Monteriggioni – Tuscany

Travel to the city of Siena. On a walking tour, you will visit the historic piazza famous for the Palio Horse Race. Continue to the walled town of Monteriggioni for a stroll along quaint streets. Take an afternoon break and try some Tuscan pastries before returning to Montaione.
Breakfast High

Una Palazzo Mannaioni, Tuscany


Day 10 – Tuscany – Volterra – San Gimignano – Tuscany

Spend your morning in Volterra, a former Etruscan city which sits high above the Tuscan countryside. Visit one of the most famous Etruscan museums in Italy, the Guarnacci Museum. Travel to San Gimignano, known as the “Medieval Manhattan,” 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. This evening gathers for a farewell dinner with your fellow travelers.
Breakfast & Dinner

Una Palazzo Mannaioni, Tuscany


Day 11 – Tuscany – Tour Ends

Your Tuscany and Umbria journey come to a close in Montaione.

To book your Tuscany and Umbria tour submit the form or call 800.227.1577

* When all-inclusive Italy vacation prices are quoted to include airfare the price includes fuel surcharges, airport taxes, Italy airport transfers and fees. All prices are per person based on twin occupancy. Italy tours with air & land tour prices apply from the gateway airport. Prices will vary from alternative gateway airports or cities and may be higher. The total price will be emailed to you prior to any deposit being required. Airline baggage fees may apply. Please review all terms and conditions before booking.