October 12 - 21, 2026
Assisi | Siena | Rome
Join Fr. Kennealy and Msgr. K.B. Smith on a Pilgrimage to Italy
Embark on a spiritual journey through Italy, immersing yourself in the sacred sites and timeless beauty of the Catholic faith. This carefully curated pilgrimage follows a prayerful path through Assisi, Siena, San Gimignano, Orvieto, and Rome, offering a rich blend of liturgy, history, and artistic splendor—perfect for discerning travelers seeking both spiritual renewal and cultural enrichment.
Begin in Assisi, finding peace in the serenity of this sacred hill town as you walk in the footsteps of St. Francis, St. Clare, and St. Carlo Acutis. Celebrate Mass at St. Mary of the Angels and the Basilica of St. Francis, venerate the body of St. Carlo Acutis, and visit San Rufino and St. Clare’s Basilica. Enjoy time for prayer and reflection amid the quiet beauty that has inspired saints for centuries.
Continue through the heart of Tuscany to Siena and San Gimignano, deepening your encounter with Eucharistic devotion and the witness of great saints. Celebrate Mass at the Basilica of St. Francis in Siena, home to the Eucharistic Miracle, and visit the Basilica of St. Domenico to venerate the relic of St. Catherine of Siena. Explore the Piazza del Campo, then journey to San Gimignano to celebrate Mass at its Romanesque cathedral and stroll the Town of the Five Towers, rich in medieval charm and spiritual heritage.
Travel onward to Orvieto to celebrate Mass at the magnificent Duomo and behold the Eucharistic Miracle of Corpus Christi before arriving in Rome, the eternal city and heart of the Catholic Church. Visit the Catacombs, celebrate Mass at San Clemente and St. Mary Major, and explore Ancient Rome and Christian Rome’s great basilicas, including the Holy Stairs. Conclude with a guided tour of the Vatican Museums and Sistine Chapel, moments of prayer at Rome’s most sacred sites, and a farewell celebration—leaving renewed in faith, connection, and grace at the very roots of Catholic tradition.
TOUR INCLUSIONS:
• Eight nights’ accommodations at 4-star hotels
• Two nights in Assisi
• Four nights in Rome
• Two nights in Siena
• Continental Breakfast
• Five dinners, including wine
• Luxury motor coach for airport transfers in «Destination_country» and specified
sightseeing
• Local tour manager while in Italy
• Local guides according to the itinerary
• Sightseeing and entrance fees according to the itinerary
• Arrangements of daily Mass including donations in unique and historical churches (all
locations are tentative and subject to confirmation)
• Hotel & city taxes and porterage for 1 piece of luggage
• Personal audio devices for group tours
• Gratuities payable to the tour manager, guides, and motorcoach drivers
THE TOUR DOES NOT INCLUDE:
• Airport transfers for travelers not on group flights
• Tour Manager from the USA
• Meals not specifically identified
• Beverages with meals unless specified
• Other personal expenses
• Items not specifically mentioned above
• Travel insurance
• Items not specifically mentioned
ITINERARY
Day 1: Monday, October 12 - Depart USA
Depart the USA on overnight flights to Rome.
Day 2: Tuesday, October 13 - Assisi
Upon arrival in Rome, meet your local tour manager and transfer to Assisi. Celebrate Mass at the Basilica of St. Mary of the Angels, home to the Porziuncola. Enjoy a welcome dinner and overnight in Assisi.
Day 3: Wednesday, October 14 - Assisi
Begin the day with Mass at the Basilica of St. Francis, followed by a guided tour. Venerate the body of Blessed Carlo Acutis and visit the Churches of St. Clare and San Rufino. Evening at leisure and overnight in Assisi.
Day 4: Thursday, October 15 - Siena
Travel to Siena and enjoy a visit to the Basilica of St. Domenico and the Piazza del Campo. Celebrate Mass at St. Francis Basilica, the site of the Eucharistic miracle. Overnight in Siena.
Day 5: Friday, October 16 - Siena | San Gimignano
Depart for San Gimignano, the Town of the Five Towers. Celebrate Mass at the Romanesque Cathedral and explore the medieval town. Return to Siena for an evening at leisure and overnight.
Day 6: Saturday, October 17 - Orvieto | Rome
Depart Siena and stop in Orvieto for Mass at the Duomo. Visit the site of the Eucharistic Miracle of Corpus Christi. Continue to Rome for overnight.
Day 7: Sunday, October 18 - Rome
Visit the Catacombs of Saint Sebastian. Explore Ancient Rome, including the Coliseum and Roman Forum. Celebrate Mass at San Clemente and enjoy the evening at leisure.
Day 8: Monday, October 19 - Rome
Take a guided tour of the Vatican Museums and Sistine Chapel, followed by an evening at leisure. Enjoy dinner at a local restaurant and overnight in Rome.
Day 9: Tuesday, October 20 - Rome
Take a Christian Rome tour, visiting the Holy Stairs and the major basilicas: St. John Lateran, Holy Cross, St. Mary Major, and St. Paul Outside the Walls. Celebrate Mass at St. Mary Major and gather for a special farewell dinner. Overnight in Rome.
Day 10: Wednesday, October 21 - Return to the USA
Transfer to the airport for return flights home.
PRICES STARTING AT
$4,799* - Price per person, double occupancy
*This price reflects a $300 per person Early Booking Discount for deposits received before 2/28/2026 and a $170 per person Check Discount for those paying the remaining balance by check after the initial deposit.
SINGLE SUPPLEMENT + $1,200
OPTIONAL GROUP AIR + $1,250
Round trip from Washington, Dulles (IAD) to Rome, Italy (FCO)
TRAVEL PROTECTION:
Cancel For Any Reason (CFAR) travel protection is highly recommended and must be purchased within 14 days of intial deposit.
PAYMENT & CANCELLATION TERMS:
Deposit: $500 per person due upon registration
Second Payment: $1,250 per person due on or before 5/10/2026
Final Payment: Balance due 5/10/2026
Please note late payments will incur a $50 late fee.
All cancellations must be received in writing. Payments are non-refundable and subject to CTS Terms and Conditions, including the CTS Liability Release. CTS reserves the right to cancel any reservation if payments are not made according to the payment schedule. A $25 fee will be added to any reinstated reservation.
ADDITIONAL QUESTIONS? REVIEW OUR FAQs.