Holy Trinity Pilgrimage to Italy 

Holy Trinity Pilgrimage to Italy
May 15th-25th, 2026
with Fr. Michael Connolly,
Pastor of Holy Trinity Church

Visiting Rome, Subiaco, Assisi, Lanciano, San Giovanni Rotondo and Monte Cassino 

Join Fr. Michael Connolly, pastor of Holy Trinity Parish, on a pilgrimage to Rome, the Eternal City. With great excitement and anticipation, wave to the new Holy Father, Pope Leo XIV during a Wednesday Papal Audience in Vatican Square. Enjoy the major basilicas of Rome including St. Peters. See the iconic sites of both ancient and Christian Rome. Spend a glorious day in Assisi to honor St. Francis and to see St. Carlo Acutis, the first millennial to be canonized. Travel to the shores of the Adriatic to Lanciano to witness an 8th century Eucharistic Miracle. Spend time on the Gargano getting to know Padre Pio and the message of St. Michael the Archangel. Climb the hills to the Benedictine Monasteries of Subiaco and Monte Cassino. 

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Highlights

  • Rome - Papal Audience in St. Peters Square 
  • Rome - Historical center walking tour 
  • Catacombs of San Callisto 
  • Subiaco - Sacre Speco - St. Benedict
  • Assisi - St. Francis, St. Clare and St. Carlo Acutis 
  • Lanciano - 8th century Eucharistic Miracle 
  • San Giovanni Rotondo - St. Padre Pio 
  • Monte Sant'Angelo - Cave of St. Michael 
  • Shrine of St. Philomena  
  • Monte Cassino - Abbey - St. Benedict
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Tour Itinerary

Day 1


Late afternoon departure from New York JFK on an overnight nonstop flight to Rome on American Airlines. Dinner served on board.

Day 2


Morning arrival in Rome's Fiumicino Airport. Meet our guide and board the coach for a wonderful week in Italy. Our first stop this morning will be at the magnificent Basilica of St. Paul Outside the Walls. Built in the 4th Century over the site of St. Paul's burial, marvel at the amazing lineup of Papal medallions (267) starting with the first Pope, St. Peter, and continuing to Pope Leo XIV, showing the continuity of the Succession of Popes. Also view the incredible architecture and see the chains that bound St. Paul as a prisoner of Rome. Then continue to the historical center of Rome and enjoy a panoramic tour taking in many of the sites from the coach including the Circus Maximus, the Roman Forum, the Colosseum, the Arch of Constantine. Early afternoon check-in at our city center hotel with free time to rest. Dinner and overnight in Rome.

Day 3


This morning enjoy a walking tour through the historical center of Rome to see the famous Via Veneto, the Spanish Steps, Trevi Fountain, Pantheon and Piazza Navona. Then continue to St. Peter's Square to attend the Angelus Prayer at Noon with Pope Leo followed by free time for lunch in the Vatican area. This afternoon take in the splendor of St. Peter's Basilica with a guided tour. Dinner and overnight in Rome. 

Day 4


This morning enjoy a tour of Christian Rome. First stop on Esquiline Hill for a visit to St. Mary Major Basilica which has some of the most exquisite artwork in the world. See the golden ceiling, which is an architectural marvel, and the treasure of the relics from Bethlehem. It was here that the dogma of the Immaculate Conception was proclaimed by Pope Pius IX in 1854. Next stop - St. John Lateran, the oldest of the major basilicas and the designated Cathedral of Rome, the official seat to the Pope. Approaching the basilica by foot, pass by the notable monument to St. Francis of Assisi representing the arrival of Francis and his followers in Rome in 1209 to meet with Pope Innocent III to seek approval for their new order. After initially refusing permission, the Pope had a dream showing Francis holding up a falling church. Realizing that Francis would be instrumental in saving the church, he gave his approval. Crossing the street from the Lateran is Scala Santa (Holy Stairs) which were brought from Jerusalem by St. Helena, mother of Emperor Constantine. Here you can climb the Holy Stairs that are known to be ones that Jesus walked on the way to face Pontius Pilate. Later this afternoon visit the Church of San Benedetto in Piscinula in Trastevere which contains the room where the young Benedict lived during his studies in Rome. Dinner and overnight in Rome. 

Day 5


This morning visit the Catacombs of St. Callixtus located on the ancient Appian Way. of Rome on an excursion along the ancient Appian Way. Dating back to the early church of the 2nd and 3rd centuries when Christianity was outlawed and Christians persecuted, the catacombs, with miles of underground tunnels and caverns, provided secret meeting places and burial crypts for the early Christians. Time permitting, stop at the Church of Quo Vadis where St. Peter encountered the Risen Christ and asked, "Lord where are you going?” This afternoon travel east into the hills outside of Rome to visit the Monastery of St. Benedict in Subiaco, also known as the Sanctuary of Sacro Speco (Holy Cave). It was here that St. Benedict sought and lived a life of solitude like the Desert Fathers of the past. His life and work attracted many others to follow which eventually led to the establishment of a new rule of monastic life. Enjoy the drive up into the mountains and climb to the heights to the cave where he lived and be inspired by the surroundings and peace of the monastery. Mid-afternoon return to Rome. Dinner and overnight in Rome.

Day 6


This morning there will be an opportunity to attend the weekly Papal Audience on St. Peters Square (pending the Holy Father's schedule). Following some free time for lunch and shopping in the Vatican area, depart for Assisi. Upon arrival in Assisi check in at hotel located a few steps from the Basilica di Santa Maria degli Angeli where St. Francis. Dinner and overnight. 

Day 7


Full day to enjoy the sites of Assisi. First visit the Basilica of St. Mary of the Angels which stands prominently in the valley below Assisi. Within the basilica is the Portiuncula Chapel (first Franciscan dwelling) and the Chapel of Transit (where St. Francis died). Then continue to upper Assisi to visit the Basilica of St. Francis (his tomb in the crypt chapel and famous Giotto Frescos depicting his life) and the Basilica of St. Clare (tomb of St. Clare and San Damiano Crucifix). St. Francis lived and died in Assisi over 800 years ago. Inspired by Francis, a young Italian teenager by the name of Carlo Acutis became the first Millennial apostle of Christ to be beatified and will be canonized a saint for his great love for the Eucharist, charity towards neighbors, young and old alike, and for his stellar virtue in pursuing a life dedicated to evangelizing through the use of technology, computers and the internet. He has become a model especially for young people by embracing technology for good and for navigating the dangers it presents. Struck with leukemia, he was called home to the Lord at the age of 15 on October 12, 2006 and his desire to be laid to rest in Assisi was granted. His relics can be venerated in the Church of Santa Maria Maggiore in Assisi. Enjoy free time in Assisi. Dinner and overnight in Assisi.

 Day 8


Depart San Giovanni Rotondo and travel northwest along the Adriatic Coast to Lanciano. Here visit the site of a Eucharistic Miracle which took place in the year 750 in the Basilian Monastery of St. Longinus. Wavering in his belief in the Eucharist, a priest consecrating the host witnessed the host transformed into actual flesh and blood. Here you can see the monstrance holding this same host. Later this afternoon arrive in the Umbrian hill town of Cascia, known as the city of St. Rita. Dinner and overnight in Cascia. 

Day 9


Full morning to visit the Friary of St. Padre Pio. Here visit his rooms in the original monastery and then walk to the new church containing his tomb. Meet with one of the monks to get a blessing with a glove of St. Padre Pio. Take some time to enjoy the monastery surroundings including the Stations of the Cross and the hospital that St. Padre Pio had built to care for the local people on the Gargano. Afternoon excursion to Monte Sant’Angelo on the Gargano overlooking the Adriatic. Here visit the cave where St. Michael appeared in around 490 AD. A revered site dedicated to the Archangel St. Micheal, this holy place has been visited through the centuries by emperors, kings and pilgrims. Return to San Giovanni for dinner and overnight. 

Day 10


Depart San Giovanni Rotundo today for Rome.  Travel southwest and across Italy into the Valle Latina, a mountainous region, to visit the ancient Abbey of Monte Cassino, founded by St. Benedict in the year 529.  It was here that St. Benedict founded the first Benedict House and where he established the Rule of St. Benedict and the "Vow of Stability" unique to the order. Visit the cloisters and the church where the relics of St. Benedict and St. Scholastica can be venerated. Marvel at the views of the valley below. Then continue the northwest to our final night at our hotel near Rome's Fiumicino Airport. 

Enjoy a farewell dinner to share your memories of beautiful Italy.   

Day 11


Morning transfer to nearby Rome Airport for a midday departure on a nonstop American Airlines flight to New York.  Late afternoon arrival into New York JFK. 

Tour Details

 Cost: $5400.00 (double room occupancy) 
A limited number of single rooms available at an additional $975.00


Includes:
Roundtrip airfare - NYC to Rome American Airlines 
9 nights excellent accommodations 
4 nights in Rome /2 nights Assisi/2 nights San Giovanni Rotundo/1 night Fiumicino 
Breakfast & Dinner daily  
Touring as listed on itinerary
Entrance fees where applicable 
Arrangements for Daily Mass  



To Reserve A Seat: 
Please click below to download and print an application. Complete the application and send it with a $1000 deposit to the address below.  Or call 1-800-334-5425 and we will be happy to send you one.

SYVERSEN TOURING
P.O Box 509
Bangall, NY 12506
Ph: 1-800-334-5425

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