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Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns

Tuscan & Umbrian Countryside featuring Italy’s Charming Hill Towns
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 specialties and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.

05/16/2025 through 06/23/2027
05/16/2025 through 07/07/2027

Day 1
Day 2 Often called the Eternal City, Rome stands alone as Italy's most visited destination. The third most populated city in the European Union, Rome boasts ancient sites, yet has a modern flair — an exhilarating mix of the Old World and the new.

Rome's must-see attractions include the Colosseum, Trevi Fountain, Pantheon, and St. Peter's Basilica. Of course, within the city limits of Rome lies an independent country: Vatican City, the Roman Catholic Church headquarters and the only current example of a country inside a city.

With its Renaissance architecture, ancient ruins, and works by Michelangelo, Rome is a vibrant destination offering spectacular examples of human achievement. Visitors wandering through this glorious city have so much to discover!
Day 3 Often called the Eternal City, Rome stands alone as Italy's most visited destination. The third most populated city in the European Union, Rome boasts ancient sites, yet has a modern flair — an exhilarating mix of the Old World and the new.

Rome's must-see attractions include the Colosseum, Trevi Fountain, Pantheon, and St. Peter's Basilica. Of course, within the city limits of Rome lies an independent country: Vatican City, the Roman Catholic Church headquarters and the only current example of a country inside a city.

With its Renaissance architecture, ancient ruins, and works by Michelangelo, Rome is a vibrant destination offering spectacular examples of human achievement. Visitors wandering through this glorious city have so much to discover!
Day 4

Nestled in the heart of Italy, Umbria is often called the "Green Heart of Italy" due to its lush landscapes and rolling hills. This region offers visitors a tranquil escape from the bustling cities, with medieval hilltop towns, rich history, and exceptional cuisine. Perugia, Umbria's capital, is a cultural hub known for its well-preserved Etruscan history, including the Etruscan Well and Arco Etrusco, a gateway dating back to the third century BC. The city’s vibrant piazzas and streets come alive during the Umbria Jazz Festival, one of the most prestigious jazz festivals in Europe.

A short drive from Perugia is the enchanting town of Assisi, the birthplace of St. Francis of Assisi, one of the most revered saints in the Catholic Church. The Basilica of Saint Francis, a UNESCO World Heritage Site, is renowned for its stunning frescoes by Giotto and Cimabue, which narrate the life of the saint. The peaceful atmosphere of Assisi, coupled with its rich spiritual history, makes it a must-visit destination for those seeking reflection or simply to marvel at its architectural beauty.

Umbria also entices nature lovers with its natural beauty. Lake Trasimeno, Italy’s fourth-largest lake, offers picturesque views and opportunities for boating and hiking. Additionally, the Marmore Falls, one of the tallest man-made waterfalls in Europe, is an awe-inspiring sight that was created by the ancient Romans. The falls are a great spot for outdoor activities like trekking and rafting.

A fun fact about Umbria is that it’s home to Norcia, the birthplace of the famed black truffle. Foodies will relish the chance to sample local delicacies such as truffle pasta, aged pecorino cheese, and hearty Umbrian wines. The region’s commitment to preserving its traditional cuisine and agricultural practices makes Umbria a culinary paradise for visitors.


Day 5

Nestled in the heart of Italy, Umbria is often called the "Green Heart of Italy" due to its lush landscapes and rolling hills. This region offers visitors a tranquil escape from the bustling cities, with medieval hilltop towns, rich history, and exceptional cuisine. Perugia, Umbria's capital, is a cultural hub known for its well-preserved Etruscan history, including the Etruscan Well and Arco Etrusco, a gateway dating back to the third century BC. The city’s vibrant piazzas and streets come alive during the Umbria Jazz Festival, one of the most prestigious jazz festivals in Europe.

A short drive from Perugia is the enchanting town of Assisi, the birthplace of St. Francis of Assisi, one of the most revered saints in the Catholic Church. The Basilica of Saint Francis, a UNESCO World Heritage Site, is renowned for its stunning frescoes by Giotto and Cimabue, which narrate the life of the saint. The peaceful atmosphere of Assisi, coupled with its rich spiritual history, makes it a must-visit destination for those seeking reflection or simply to marvel at its architectural beauty.

Umbria also entices nature lovers with its natural beauty. Lake Trasimeno, Italy’s fourth-largest lake, offers picturesque views and opportunities for boating and hiking. Additionally, the Marmore Falls, one of the tallest man-made waterfalls in Europe, is an awe-inspiring sight that was created by the ancient Romans. The falls are a great spot for outdoor activities like trekking and rafting.

A fun fact about Umbria is that it’s home to Norcia, the birthplace of the famed black truffle. Foodies will relish the chance to sample local delicacies such as truffle pasta, aged pecorino cheese, and hearty Umbrian wines. The region’s commitment to preserving its traditional cuisine and agricultural practices makes Umbria a culinary paradise for visitors.


Day 6

Nestled in the heart of Italy, Umbria is often called the "Green Heart of Italy" due to its lush landscapes and rolling hills. This region offers visitors a tranquil escape from the bustling cities, with medieval hilltop towns, rich history, and exceptional cuisine. Perugia, Umbria's capital, is a cultural hub known for its well-preserved Etruscan history, including the Etruscan Well and Arco Etrusco, a gateway dating back to the third century BC. The city’s vibrant piazzas and streets come alive during the Umbria Jazz Festival, one of the most prestigious jazz festivals in Europe.

A short drive from Perugia is the enchanting town of Assisi, the birthplace of St. Francis of Assisi, one of the most revered saints in the Catholic Church. The Basilica of Saint Francis, a UNESCO World Heritage Site, is renowned for its stunning frescoes by Giotto and Cimabue, which narrate the life of the saint. The peaceful atmosphere of Assisi, coupled with its rich spiritual history, makes it a must-visit destination for those seeking reflection or simply to marvel at its architectural beauty.

Umbria also entices nature lovers with its natural beauty. Lake Trasimeno, Italy’s fourth-largest lake, offers picturesque views and opportunities for boating and hiking. Additionally, the Marmore Falls, one of the tallest man-made waterfalls in Europe, is an awe-inspiring sight that was created by the ancient Romans. The falls are a great spot for outdoor activities like trekking and rafting.

A fun fact about Umbria is that it’s home to Norcia, the birthplace of the famed black truffle. Foodies will relish the chance to sample local delicacies such as truffle pasta, aged pecorino cheese, and hearty Umbrian wines. The region’s commitment to preserving its traditional cuisine and agricultural practices makes Umbria a culinary paradise for visitors.


Day 7
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Day 9
Day 10
Day 11

06/07/26 - 06/17/26

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