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A journey through Italy is like a passage across a land where art and history intertwine with the beauty of nature. The gentle hills of Tuscany, covered with vineyards, give way to the green valleys of Umbria, while the blue waters of the Tyrrhenian and Adriatic seas reflect the light of the setting sun like a masterpiece of the Renaissance. In the shadow of cathedrals and basilicas, prayers resound, and the cobblestone streets of towns are filled with the scents of fresh bread, olive oil, and aromatic espresso.
Here, mornings are greeted by church bells, while evenings echo with music and conversations over wine. The sanctuaries of Assisi, Loreto, and Rome invite travelers to pause along the way—not only on their journey through the land but also on their spiritual path. Italy is like a song, in which every verse carries a story of beauty, faith, and encounter—with others and with oneself.
The tour price has been calculated based on a group of 40 paying participants. This is the minimum number of participants required for the tour to take place.
Note: Upon request, we can prepare and organize the program in a secular (non-pilgrimage) form. In this case, the minimum number of participants is 10.
First payment: $500 by 11/30/25
Second payment: $2000 by 12/31/25
Final payment:by 2/12/26
O’Hare International Airport (Google Map)
Italy is a country where everyday life intertwines with history and art. It is a place where traces of great civilizations can be found at every step, while at the same time one can experience the joyful Italian dolce vita—life in the rhythm of taste, beauty, and tradition.
Culture and People
Italians are famous for their openness, warmth, and remarkable expressiveness. Conversations in the streets, family gatherings around the table, loud laughter, and lively gestures—all of this creates an atmosphere in which you can instantly feel part of the community. Hospitality and pride in their traditions make traveling through Italy an experience filled with authentic emotions.
Cuisine Full of Passion
Pizza from Naples, pasta from Rome, risotto from the north, or olive oil and wine from Tuscany—Italian cuisine is a journey through flavors that enchant with their simplicity and intensity. It is fresh ingredients, traditional recipes, and the art of celebrating meals. Italy tastes like coffee sipped quickly at the bar, homemade pasta, and gelato enjoyed while strolling on a hot day.
Landmarks and Nature
Rome, Florence, Venice, or Milan—each of these cities is a testament to extraordinary history and architecture. From ancient ruins to Renaissance palaces to modern galleries—Italy is an open-air museum. Added to this are the picturesque landscapes: the Dolomite mountains, Tuscan vineyards, the Amalfi coast, and Sicily, fragrant with citrus.
Traditions and Festivals
Italy lives through music, art, and tradition. The Carnival of Venice, operas in Verona, the grape harvest festival in Tuscany, or religious processions in the south—every region has its own unique customs and colorful celebrations. These are what make the Italian calendar full of events that unite history with the joy of shared festivity.
We will begin our pilgrimage to Italy with the meeting of the group at ORD airport in Chicago. After passport and baggage check-in, we will fly to Italy.
Day of arrival. A rest after a long trip. The welcome dinner or lunch at one of the local restaurants.
Third day of our pilgrimage will be dedicated to exploring the most significant tourist attractions in Rome: Colosseum, Roman Forum, Arch of Constantine commemorating the victory of Constantine the Great, Palatine Hill.
This day will be dedicated to participating in the General Audience with the Pope at the Vatican. This will include exploring the Papal Basilica of Saint Peter and the Saint Sebastian Chapel with the Tomb of John Paul II. After lunch, visits to the Vatican Museums, the Sistine Chapel, and the Vatican Gardens will take place. In the evening, the group will return to the hotel for dinner.
Rome – one more day of exploring one of the most beautiful European cities. Piazza Navona with the Fountain of the Four Rivers, Trevi Fountain, Spanish Steps at Piazza di Spagna, Papal Basilica of Saint John Lateran, Piazza Venezia with its main features
After breakfast, we will depart for Siena, one of the most beautiful cities in Tuscany. As we stroll through its medieval streets, we will reach the famous Piazza del Campo, considered one of the most stunning squares in Europe, surrounded by magnificent palaces and Gothic buildings. At the heart of the city stands the splendid Cathedral of Saint Mary, whose interior impresses with its wealth of details, including famous mosaics and sculptures.
Siena is full of charming, narrow alleys leading to hidden gems and cozy cafés, where you can truly feel the atmosphere of this Tuscan town. After the tour, there will be time for shopping and a moment of relaxation in one of the local restaurants. We will then continue our journey toward Florence. Overnight stay in the city or nearby.
After breakfast, we will travel to Florence, where we will see: the Basilica of Santa Croce with the tombs of Dante, Michelangelo, Galileo, and Machiavelli, the Cathedral of Santa Maria del Fiore with its famous red-domed structure dominating the rooftops of Florence, Giotto’s Bell Tower, the Baptistery of San Giovanni with the Gates of Paradise (named by Michelangelo). We will stroll through Piazza della Signoria, the main square of the city, where we will see Palazzo Publico. Finally, we will visit the Ponte Vecchio, the oldest bridge in Florence. Transfer to the hotel, dinner, and overnight stay.
After breakfast at the hotel, the group will tour Padua. During an all-day outing, there will be a visit to the Basilica of Saint Anthony of Padua. In the afternoon, the group will explore the Old Town, including Piazza delle Erbe and Prato della Valle. The day will end with some free time to enjoy the sunset, followed by dinner and an overnight stay in Padua.
Breakfast at the hotel. A full day of touring Venice and Murano Island awaits. Murano Island is famous for its glassmaking. We will have the opportunity to observe the glassmaking process, purchase souvenirs or jewelry adorned with glass elements. In the early afternoon, we will return to Venice. The exploration of the city will include visits to the Basilica of Saint Mark, the Doge’s Palace, Church of Santa Maria della Salute, and the Bridge of Sighs. For those interested, a gondola ride is available (at your own cost). The day will conclude with a return to the hotel for a group dinner.
We will begin our tour of Bologna with a visit to the Basilica of Saint Dominic – the final resting place of Saint Dominic, founder of the Order of Preachers. The interior of the basilica houses remarkable works of art, including sculptures by the young Michelangelo. Next, we will head to the Santo Stefano complex, known as the “Seven Churches” – one of the most unique places of worship in the city, combining various architectural styles.
Making our way toward the historic center, we will visit the Cathedral of Saint Peter (Cattedrale di San Pietro) – Bologna’s main cathedral, featuring a baroque interior and an impressive bell tower. While on Piazza Maggiore, we will see the famous Fountain of Neptune and the Palazzo d’Accursio with its clock tower. There will be free time to enjoy coffee or lunch at one of the local cafés around the square. In the afternoon, we will travel toward Assisi for check-in and an overnight stay.
On the sixth day of our Italian adventure, we will explore Assisi. The city tour will include a visit to the Basilica of Saint Francis of Assisi, marking his birthplace. Additional stops will encompass the Basilica of Saint Clare, the Church of San Damiano, and the San Damiano Cross. We will also visit the Basilica of Saint Mary of the Angels with Porziuncola – Cappella del Transito, the place of Saint Francis’s death.
It is a final day of our trip to Italy. Breakfast at the hotel. Check out and drive to the airport for departure.
The program is tentative. The order of the various points in the program may be subject to change. Holy Mass every day (if possible, in selected sanctuaries).
Please review the tour terms, which you can read in our Terms & Conditions or download as a PDF
Get ready for your journey — review our travel preparation guidelines or download them as a PDF.
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