Join Father Timothy Kennedy on an unforgettable Catholic pilgrimage through Italy, a land sanctified by saints, apostles, martyrs, and centuries of Christian devotion. From October 12–22, 2026, pilgrims are invited to embark on an 11-day, 10-night journey, which includes one overnight transatlantic flight, thoughtfully designed to foster prayer, reflection, and spiritual renewal.
This pilgrimage leads you through the very heart of the Catholic faith — from the Eternal City of Rome and the seat of the Church in Vatican City, to the tranquil hills of Assisi, the homeland of St. Francis and St. Clare, and onward to San Giovanni Rotondo, where St. Padre Pio lived, prayed, and served. Along the way, pilgrims will encounter some of the Church’s most powerful Eucharistic miracle sites, ancient monasteries, and sacred shrines that have shaped Christian history.
Daily Mass, celebrated by Father Kennedy at holy sites throughout Italy (subject to confirmation), anchors each day in prayer. Expert local Catholic guides provide theological, historical, and cultural insight, helping pilgrims not only see these sacred places, but truly understand their meaning and significance.
This pilgrimage is ideal for those seeking more than sightseeing — it is an invitation to deepen one’s faith, encounter the sacraments in extraordinary settings, and journey in fellowship with a community of believers.
11 Days / 10 Nights, including 1 overnight flight
Daily Mass at sacred churches and shrines (subject to confirmation)
Visit the tombs of:
St. Peter & St. Paul in Rome
St. Francis & St. Clare in Assisi
St. Benedict & St. Scholastica at Montecassino
St. Padre Pio in San Giovanni Rotondo
Pray at major Eucharistic Miracle sites:
Orvieto – site that inspired the Feast of Corpus Christi
Lanciano – the oldest recognized Eucharistic Miracle
Attend a Papal Audience in St. Peter’s Square (subject to the Holy Father’s schedule)
Explore Vatican City, including:
Vatican Museums
Sistine Chapel
St. Peter’s Basilica
Walk in the footsteps of St. Francis at:
San Damiano
La Verna (site of the stigmata)
Porziuncola at Santa Maria degli Angeli
Visit the Grotto of St. Michael the Archangel
Experience Italy’s sacred beauty through:
Medieval hill towns
Renaissance art
Baroque Rome
Enjoy comfortable accommodations, private motor coach transportation, and professionally guided touring throughout
Beyond the remarkable destinations, this pilgrimage offers time for personal prayer, quiet reflection, and shared spiritual experiences with fellow pilgrims. Whether kneeling before the tomb of an apostle, celebrating Mass in a centuries-old basilica, or contemplating the mystery of the Eucharist where miracles occurred, pilgrims are invited to open their hearts to grace and renewal.
This is not simply a trip to Italy — it is a sacred journey through the living history of the Church, guided by faith, tradition, and prayer.
Fr. Timothy Kennedy will celebrate Mass each day at holy sites throughout Italy
10 nights total (including 1 overnight flight): 4-star hotels in Assisi (3 nights), San Giovanni Rotondo (2 nights), and Rome (4 nights).
Professional English-speaking tour escort throughout the itinerary from Day 2 to Day 11 (escort accommodations, meals, and expenses included).
Local guided touring in Orvieto, Assisi, San Damiano Heritage, La Verna, Gubbio, Loreto, San Giovanni Rotondo, Montecassino, and Rome
Comfortable climate-controlled private motor coach with driver for all tours and transfers from Day 2 to Day 11 (parking fees and driver accommodations/meals/expenses included)
Hotel meals on half-board basis (daily breakfast and 3-course dinner including water and 2 glasses of wine) from Day 2 through Day 9
Lunch at a local restaurant in La Verna on Day 4 (3-course meal including water and 2 glasses of wine).
Farewell dinner at a local restaurant in Rome on Day 10 (3-course meal including water and wine)
Entrance fees included for: Orvieto Cathedral (Duomo) & San Brizio’s Chapel, Basilica of St. Francis in Assisi, Vatican Museums, and St. Peter’s Basilica
Funicular ride in Orvieto included
Porterage service in and out at hotels (1 piece of luggage per person)
Audio headsets throughout the itinerary
Hotel city taxes included
International flights are not included. Economy group air may be offered as an optional Add-On
Trip cancellation/protection plan is optional but highly encouraged (available through Travelex or your own provider)
Medical insurance is not included
Meals not specified are not included (lunches are on your own except Day 4)
Extra beverages at meals unless specifically indicated
Porterage at airports is not included
Donations at churches / Mass donations are not included
Personal expenses are not included
Gratuities for tour manager, local guides, driver, wait staff at group meals, and hotel porters are not included (added as a $250/person line item to final invoices)
Personal gratuities (housekeeping, personal meals & services) are not included
Depart from your home airport for Italy.
Dinner and breakfast served on overnight flight.
Group flights available as an optional Add-on. Transportation to airport for group flights also available as an optional Add-on.
Overnight: In-flight
Meals Included: Dinner & breakfast on flight
Arrive at Rome Fiumicino Airport and meet your professional English-speaking tour escort.
Travel by private motor coach to Orvieto.
Visit the magnificent Gothic Cathedral built to house the relics of the Eucharistic Miracle of Orvieto, an event that inspired the Feast of Corpus Christi and St. Thomas Aquinas’ famous hymn Tantum Ergo.
Lunch on your own.
Continue to Assisi for hotel check-in, followed by dinner.
Overnight: Assisi
Meals Included: Dinner
Begin the day with breakfast, then enjoy a guided tour of Assisi. Visit the Basilica of St. Clare to venerate her remains and view the miraculous crucifix.
Continue to the Sanctuary of the Spogliazione to see the tomb of Blessed Carlo Acutis.
Visit the Basilica of St. Francis, including the Upper and Lower Basilicas and the saint’s tomb.
Lunch on your own. In the afternoon, transfer to San Damiano, where St. Francis received his call to rebuild the Church.
Visit the Basilica of Santa Maria degli Angeli, which houses the Porziuncola and the Chapel of the Transitus.
Celebrate Mass and return to the hotel for dinner.
Overnight: Assisi
Meals Included: Breakfast & dinner
Travel through the Umbrian mountains to La Verna, where St. Francis received the stigmata.
Celebrate Mass and enjoy time for personal prayer.
Lunch at a local restaurant.
Continue to Gubbio, known for the story of St. Francis and the wolf.
Return to Assisi for dinner.
Overnight: Assisi
Meals Included: Breakfast, lunch & dinner
Depart Assisi and travel to Loreto to visit the Holy House of Nazareth.
Lunch on your own.
Continue to Lanciano to visit the Church of St. Francis, site of the Eucharistic Miracle, and celebrate Mass.
Travel onward to San Giovanni Rotondo for hotel check-in and dinner.
Overnight: San Giovanni Rotondo
Meals Included: Breakfast & dinner
This day is dedicated to St. Padre Pio. Visit his tomb, cell, confessional, and the Capuchin Monastery of Our Lady of Grace. Celebrate Mass and visit the Home for the Relief of the Suffering.
Lunch on your own.
Travel to the Grotto of St. Michael the Archangel for prayer before returning for dinner.
Overnight: San Giovanni Rotondo
Meals Included: Breakfast & dinner
Depart for Montecassino Abbey, founded by St. Benedict.
Celebrate Mass near the tombs of St. Benedict and St. Scholastica and visit the Abbey museum.
Lunch on your own.
Continue to Rome for hotel check-in and dinner.
Overnight: Rome
Meals Included: Breakfast & dinner
Visit the Vatican Museums and Sistine Chapel, followed by a guided tour of St. Peter’s Basilica, including time for prayer at the tombs of St. Peter and St. John Paul II.
Lunch on your own.
Visit the Basilica of St. Paul Outside the Walls and celebrate Mass.
Overnight: Rome
Meals Included: Breakfast & dinner
Visit St. Mary Major Basilica, St. John Lateran Cathedral, and the Holy Stairs. Celebrate Mass.
Lunch on your own.
Enjoy a guided walking tour of Baroque Rome, including Piazza Navona, the Pantheon, Trevi Fountain, and Spanish Steps.
Free time for shopping before dinner.
Overnight: Rome
Meals Included: Breakfast & dinner
Attend the Papal Audience in St. Peter’s Square (subject to confirmation).
Lunch on your own.
Visit Trastevere and the Church of San Francesco a Ripa, where St. Francis stayed while in Rome.
Celebrate Mass and enjoy a farewell dinner at a local restaurant.
Overnight: Rome
Meals Included: Breakfast & farewell dinner
Transfer to Rome Fiumicino Airport for return flight to the USA.
Meals Included: Breakfast
This is an active itinerary requiring approximately 15,000 steps per day, often on uneven surfaces and including stairs. Participants should prepare in advance through a regular walking program.
As a pilgrimage, we commit ourselves to traveling together in patience, cooperation, and trust. Different foods, cultures, schedules, and unexpected events are part of the pilgrimage experience. We believe that the unexpected can be God’s way of offering us something—or someone—we otherwise would not have encountered.
All registrations and payments are managed through WeTravel. Upon registering, each participant creates a personal WeTravel account, which allows you to view your balance, submit payments, and access your booking details.
Regardless of who enters the information, each registrant is solely responsible for the accuracy of all information entered into their WeTravel account, including name spelling (as it appears on your passport), contact details, and payment selections. Name corrections or changes requested after registration may incur additional fees or may not be permitted by suppliers.
Cloverdale Travel does not control WeTravel’s platform, account functionality, or processing fees. All online payments and refunds (when applicable) are subject to WeTravel’s terms and conditions.
Quoted prices are based on payment by check or cash, for which no processing fees apply.
All online payments are processed through WeTravel and are subject to non-refundable processing fees, which are charged directly by WeTravel and are not collected or retained by Cloverdale Travel.
Current online payment fees (subject to change by WeTravel):
All online transactions (including ACH/bank transfer): 1% + $0.30 per transaction
Credit/Debit Card Payments:
Visa / Mastercard: +2.9% (in addition to 1% + $0.30)
American Express: +3.9% (in addition to 1% + $0.30)
There are no online processing or service fees for registrations or payments mailed directly to Cloverdale Travel and paid by check.
Please note that check payments are typically processed once weekly on Saturdays.
Online registrations or payments may not be cancelled or refunded for the purpose of re-registering or re-paying by check (or another method) to avoid fees.
Any such request will be treated as a cancellation, and all applicable cancellation penalties will apply. Processing fees are non-refundable under all circumstances.
By registering, you authorize all charges in accordance with the payment plan and these Terms & Conditions.
All cancellations must be submitted in writing.
90 days or more prior to departure:
Refundable minus $500 per person handling fee
90–60 days prior to departure:
Refundable amounts exclude:
Initial deposit ($1,000)
$500 single supplement, if applicable
$500 group air cost, if applicable
Within 60 days of departure:
All payments are non-refundable
Unused portions of the trip are non-refundable.
Cloverdale Travel cannot refund credit card, bank, or processing fees, nor premiums paid for travel insurance/protection plans.
Travel protection is optional but strongly encouraged. Plans are available through Travelex or your own provider. A Travelex link will be included in your confirmation email.
If you decline travel protection, you assume full financial responsibility for losses that might otherwise be covered by insurance.
A copy of your passport (photo page) is required for hotel and airline reservations. Please upload it or email it to info@cloverdaletravel.org.
Passports must be valid for at least six (6) months after the return date.
ETIAS (Europe):
Beginning in 2026, most travelers entering Europe must obtain ETIAS travel authorization. ETIAS is not included and is the sole responsibility of the traveler. Authorization is obtained online and is typically valid for three (3) years or until passport expiration.
Israel ETA:
Beginning in 2025, travelers to Israel must complete the Israel ETA Application prior to arrival. This is also the traveler’s responsibility.
Group Air (Economy Class) is offered as an optional add-on.
Once issued, airline tickets are non-refundable and governed entirely by the airline’s terms.
Seating is assigned by the airline as a group block
Seating requests, upgrades, and frequent flyer numbers must be handled directly with the airline
One checked bag and one carry-on are typically included, subject to airline policy
Cloverdale Travel is not responsible for airline schedule changes, seating assignments, aircraft substitutions, baggage policies, delays, or cancellations.
Participants with specific flight or seating needs are encouraged to make their own air arrangements and book the pilgrimage land-only.
Switching from Land + Air to Land-Only after booking incurs a $100 fee.
Land-only services begin at the first hotel and end at the last hotel.
Participants arriving independently are responsible for making their own arrangements to meet the group. Airport transfers and activities outside the published land-only services are not included.
Typically not included in Land-Only packages:
International airfare
ETIAS or other visas/travel authorizations
Travel protection/insurance
Medical insurance
Meals not specifically listed
Beverages beyond those specified
Donations at churches or shrines
Personal expenses
Gratuities (mandatory group gratuities may be billed separately and are non-refundable once invoiced)
Participants requesting roommates will be introduced to one another to make their own arrangements.
If a roommate is not secured by final payment, the single supplement will apply.
Single rooms are limited and typically capped at 20% of total room inventory.
Pricing is based on a minimum of 20 participants and an exchange rate of €1.15 = $1.00 USD. Prices may be adjusted due to:
Fewer participants
Exchange rate changes
Fuel surcharges or tax increases
By registering and accepting these Terms & Conditions, you acknowledge that travel involves inherent risks. You agree that Cloverdale Group LLC, Cloverdale Travel, staff, contractors, vendors, Reverend Zachary Navit, and group leaders are not responsible for events beyond their control.
You voluntarily assume all risks and agree to hold harmless and indemnify the above parties from any claims arising from your participation.
Participants requiring special assistance must be accompanied by a paying companion who will provide that assistance.
Errors and omissions may occur in itineraries, pricing, or communications. Cloverdale Travel reserves the right to correct such errors, including billing adjustments, at any time.
Cloverdale Travel acts solely as a tour operator and travel arranger. All transportation, accommodations, and other services are provided by independent suppliers. Cloverdale Travel LLC does not own, operate, or control these suppliers and is not responsible for their acts or omissions.
Cloverdale Travel shall not be liable for any injury, loss, accident, delay, or irregularity resulting from acts or omissions of any company or person providing services included in the tour.
Participant understands that international travel involves risks including illness, injury, transportation delays, and unforeseen circumstances. By participating in the pilgrimage, the traveler voluntarily assumes these risks.
Cloverdale Travel shall not be liable for failure to perform its obligations when such failure is due to events beyond its control including acts of God, government actions, labor disputes, pandemics, natural disasters, or transportation disruptions.
Cloverdale Travel shall not be liable for failure to perform its obligations when such failure is due to events beyond its control including acts of God, government actions, labor disputes, pandemics, natural disasters, or transportation disruptions.
Travelers are responsible for ensuring they are physically able to participate in the pilgrimage and must carry adequate health insurance. Cloverdale Travel assumes no responsibility for medical care or expenses incurred during the trip.
By clicking “YES”, you confirm that you have read, understand, and agree to these Customer Terms & Conditions and the Terms of Service posted on the Cloverdale Travel website (www.cloverdalegroup.org).
