Pilgrimage to Italy with Father Timothy Kennedy

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Overview

Pilgrimage to Italy with Father Timothy Kennedy
Rome, Assisi, San Giovanni Rotondo
Oct 12 - 22, 2026
Cloverdale Travel image
Cloverdale Travel
$3,795
Deposit: $1,000

About your trip

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.

Spiritual & Cultural Highlights

  • 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

A Journey of Faith & Fellowship

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.

What's included

Daily Masses

Fr. Timothy Kennedy will celebrate Mass each day at holy sites throughout Italy

Accommodations

10 nights total (including 1 overnight flight): 4-star hotels in Assisi (3 nights), San Giovanni Rotondo (2 nights), and Rome (4 nights).

Tour Escort

Professional English-speaking tour escort throughout the itinerary from Day 2 to Day 11 (escort accommodations, meals, and expenses included).

Local Guides

Local guided touring in Orvieto, Assisi, San Damiano Heritage, La Verna, Gubbio, Loreto, San Giovanni Rotondo, Montecassino, and Rome

Transportation

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)

Meals

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

Included Lunch

Lunch at a local restaurant in La Verna on Day 4 (3-course meal including water and 2 glasses of wine).

Farewell Dinner

Farewell dinner at a local restaurant in Rome on Day 10 (3-course meal including water and wine)

Entrance Fees

Entrance fees included for: Orvieto Cathedral (Duomo) & San Brizio’s Chapel, Basilica of St. Francis in Assisi, Vatican Museums, and St. Peter’s Basilica

Orvieto Funicular

Funicular ride in Orvieto included

Porterage

Porterage service in and out at hotels (1 piece of luggage per person)

Headsets

Audio headsets throughout the itinerary

City Taxes

Hotel city taxes included

What's not included

Airfare

International flights are not included. Economy group air may be offered as an optional Add-On

Travel Protection

Trip cancellation/protection plan is optional but highly encouraged (available through Travelex or your own provider)

Medical Insurance

Medical insurance is not included

Meals Not Listed

Meals not specified are not included (lunches are on your own except Day 4)

Extra Drinks

Extra beverages at meals unless specifically indicated

Airport Porterage

Porterage at airports is not included

Church Donations

Donations at churches / Mass donations are not included

Personal Expenses

Personal expenses are not included

Gratuities

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

Personal gratuities (housekeeping, personal meals & services) are not included

Day 1 – October 12, 2026

Day 1 – October 12, 2026 image

USA Departure

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

Day 2 – October 13, 2026

Day 2 – October 13, 2026 image

Rome Arrival – Orvieto – Assisi

  • 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

Day 3 – October 14, 2026

Day 3 – October 14, 2026 image

Assisi

  • 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

Day 4 – October 15, 2026

Day 4 – October 15, 2026 image

Assisi – La Verna – Gubbio – Assisi

  • 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

Day 5 – October 16, 2026

Day 5 – October 16, 2026 image

Assisi – Loreto – Lanciano – San Giovanni Rotondo

  • 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

Day 6 – October 17, 2026

Day 6 – October 17, 2026 image

San Giovanni Rotondo – St. Michael’s Cave – San Giovanni Rotondo

  • 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

Day 7 – October 18, 2026

Day 7 – October 18, 2026 image

San Giovanni Rotondo – Montecassino – Rome

  • 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

Day 8 – October 19, 2026

Day 8 – October 19, 2026 image

Rome – Vatican City – Rome

  • 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

Day 9 – October 20, 2026

Day 9 – October 20, 2026 image

Rome

  • 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

Day 10 – October 21, 202

Day 10 – October 21, 202 image

Rome – Papal Audience & Trastevere – Rome

  • 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

Day 11 – October 22, 202

Day 11 – October 22, 202 image

Rome Departure

Transfer to Rome Fiumicino Airport for return flight to the USA.

Meals Included: Breakfast

TERMS & CONDITIONS

TERMS & CONDITIONS image

Please read carefully before registering!

CUSTOMER TERMS & CONDITIONS

PHYSICAL REQUIREMENTS & PILGRIMAGE EXPECTATIONS

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.

WETRAVEL ACCOUNT & REGISTRATION MANAGEMENT

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.

PRICING & PAYMENT METHODS

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.

CANCELLATION & REFUND POLICY

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 / INSURANCE

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.

PASSPORTS & TRAVEL AUTHORIZATIONS

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.

FLIGHTS

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 PACKAGES

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)

ROOMING

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 CONDITIONS

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

LIABILITY & RESPONSIBILITY

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.

KEY CLAUSES

  • 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.

ACCEPTANCE

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).

Location

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1. Rome, Assisi, San Giovanni Rotondo

Rome, Assisi, San Giovanni Rotondo

About your organizer

Jesus Christ invites us: "Come and see!" Cloverdale Travel is your partner and guide in answering that invitation to encounter Jesus with others through fun, faith-based pilgrimage. Cloverdale Travel, a division of Cloverdale Group LLC, is proud to feature the pilgrimages of Father Zachary Navit, a Catholic priest of the Archdiocese of Philadelphia and experienced group leader.

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