October Pilgrimage to Italy

October 26th – November 4th, 2021
$3,400 (plus air)

October in Italy is one of the busiest seasons, with good reason. Italy in the fall is a beautiful thing. Warm days with cool mornings and evenings. Perfect blue skies. The changing colors of leaves.

I arranged this pilgrimage to have us in Rome for All Saints Day and All Souls Day, two very special days here, with lots of exciting celebrations.

Italy is currently open to anyone passing a negative test. But keep in mind, this is Italy and things can change at any moment. This pilgrimage comes with the risk that it could be cancelled if Italy decides the reopening isn’t going well or if they change the requirements for entry. You can read the cancellation policy below – it’s very generous. Should you have any questions, email me.

Is this pilgrimage trip for you?

You need to be flexible.
This pilgrimage is not for grumpy people or those unable to be joyfully flexible. Italy is getting back to normal, but the world is still a bit uncertain. While everything is going well so far, we have be able to adjust our plans if needed.

That said, all my pilgrimages since Italy has reopened have been great.

So if you are easy-going and excited to travel, even with some uncertainties mixed in, this could be the trip for you!

If this pilgrimage doesn’t work for you, no worries, I’ve been doing this for nearly 17 years and plan to do many, many more.

You should be in good physical shape.
We will do a lot of walking, much of it outside, and much of it on uneven ground. We average around 5 miles per day. Please do consider this before signing up.

You need to be able to carry your own luggage.
You are responsible for your luggage. We don’t not have porters and the two story hotel we use in Rome does not have an elevator. I will provide a thorough packing list to help you pack lightly and efficiently.


I’ll have the detailed itinerary once Masses and tour times are confirmed. But if you have specific questions, let me know.

We are going to take things easy. This is, hopefully, a once in a lifetime opportunity to visit Italy in the summer months before crowds fully return.

Expect some slow walks, long coffee breaks, relaxing meals, and plenty of time for prayer in each place we visit.

In Rome we will visit Saint Peter’s Basilica, Saint Mary Major, Saint Paul Outside the Walls, Saint John Lateran, Santa Croce, Scala Santa, and some rarely visited churches. We will tour the Vatican Museums, including the Sistine Chapel, and Ancient Rome, including the Colosseum and Roman Forum. We will also attend the Papal Audience.

We will stop in Orvieto on the way to Assisi. Here we will celebrate Mass below the Eucharistic Miracle of Bolsena. You’ll have time for lunch and shopping before we continue to Assisi.

In Assisi we will visit the tombs of Saint Francis and Saint Clare. We will visit the hermitage and the shrines of San Damiano and the Porziuncola. We will spend an afternoon at a nearby winery and have lunch from their organic farm.

We will day trip to Siena from Assisi. Here we will visit a Eucharistic Miracle, the head of Saint Catherine of Siena, her home, and the cathedral. You’ll have time for a little shopping and lunch on one of Italy’s most impressive piazzas.

And, of course, we will celebrate Mass daily in some of the most amazing places.


$3,400 per person – ground only.

$1,000 deposit secures your spot.

Final payment of $2,400 is due September 27th, 2021.

The cost is per person, in double occupancy, meaning two people to a room.

Traveling alone?
I match singles with other traveling singles (of the same sex) and that always works out great. If you are uncomfortable sharing a room with a stranger, you can request a single room for an additional $700. Single rooms are limited.

Included in the price

Accommodations for 9 nights
Rome: Five nights at Hotel Bramante
Assisi: Four nights at Hotel Umbra

Breakfast daily plus 7 additional meals in some of my favorite restaurants, never hotels!
Drinks, including unlimited wine, is included in all our lunches and dinners.

Coffee and pastry breakfast at my favorite cafe, Sant’Eustachio

Traditional aperitivi one evening

Airport transfers
Airport transfers both ways between FCO and our Rome hotel. Send me your flight info and my driver will pick you up. Easy.

All group ground transportation
We’ll be traveling in a private motor coach.

Full time service of a tour director
I’ll be with you at all times.

Local guides
We will have local experts with us for some tours.

No hidden costs
If we do it as a group, it’s included in the price! You are responsible only for the meals you have on your own, souvenirs you wish to buy, and anything you want to do in your free time.

Guaranteed price
Once I receive your deposit, your tour price will not go up!

All tips for group meals, guides, and drivers
Would you believe that many tour companies require you to tip as you go? Not only does that add to the advertised sticker price of a tour, it’s also a huge hassle to you! No need to worry about that here. Tips are already included.

Entry fees and tours
All entry fees and tours to our included group activities.

Social planning
Plan your trip with your traveling companions before you leave! I’ll set up private Facebook groups for each tour to give you a chance to meet before you meet!

You time
We have a lot planned, but time on your own is important. We take our time in churches to give you the opportunity for prayer and reflection. We also include free time for you to explore, shop, and relax on your own.

Not Included

Your flights.

You should arrive in Rome no later than October 26th, we will begin at 3 PM on October 26th.

You should depart no earlier than November 4th, our last group activity will be dinner on November 3rd.

Most airlines are offering free changes should anything happen to the trip. Most airlines are not offering refunds, but rather a credit.

If you need to cancel your trip for any reason, if the situation in Italy changes and we need to cancel or postpone the trip, it’s your responsibility to work with your airline to cancel, reschedule, or request refunds.


I want you to feel comfortable signing up for one of the first post-pandemic pilgrimages to Italy, so I am offering you 100% refunds for any reason you may wish to cancel.

I offered 100% refunds for all my cancelled/postponed pilgrimages for 2020, and I’m offering that here as well. It’s the right thing to do.

If for any reason I need to cancel or postpone the trip, you will be refunded 100% of the cost of the pilgrimage.

If Italy changes their requirements for entry, and you decide that doesn’t work for you, you will be refunded 100% of the cost of the pilgrimage.

If you need to cancel for any reason up to 21 days before the start of the trip, you will be refunded 100% of the cost of the pilgrimage.

If you need to cancel for any reason after that date, you’ll get everything back minus $500.

Trip insurance is a wise investment in case something comes up while you are in Italy. I can recommend places for that, if you are interested.

Entry & Exit Requirements

Currently Italy allows anyone with a negative COVID test (rapid or PCR) taken within 72 hours before arrival to enter the country. You are responsible for getting tested according to your airline’s instructions. I recommend you make an appointment well in advance.

I will keep you updated on Italy’s requirements to make this as easy as possible for you.

Should anything change, remember, I am allowing you to cancel for any reason with a 100% refund up 30 days before departure.

To go home: The US requires everyone, regardless of vaccination status, returning from Europe to pass a COVID test within 48 hours before departure. You are responsible for getting tested. I will include time for testing and we have a few testing locations near the hotel. The test is around €19 and takes 10 – 20 minutes, no appointment needed.

Green Pass

As of this writing, a Green Pass is required to dine inside restaurants and to visit museums.

For non-Europeans, a Green Pass is simply:

  • proof of vaccination (such as a paper CDC card),
  • or proof of a negative test (valid for 48 hours),
  • or a letter of recovery within the last six months from your doctor.

Admittedly, Italy is currently easier for those vaccinated. But for those who are not, testing is quick and easy in Rome. The cost is about €19 and takes 10 – 20 minutes. No appointments are necessary. Most of our meals are outside – no Green Pass required.


Since Italy is allowing anyone passing a negative test, know that we could have people who are vaccinated on the trip and some who are not.

Keep in mind that some of the Italians we interact with here will not be vaccinated.

If you are uncomfortable around those who are not vaccinated, or those who are vaccinated, this is not the trip for you.


As of this writing, masks are only required inside public places, with a few outdoor museums also requiring them. No exceptions are made for vaccinated people. No exceptions are made for those who are unable to wear masks for medical or personal reasons. We are all visitors to a foreign country, so we must be willing to follow their laws.

We will follow the local laws and the request of our bus driver. That means if masks are required while outside and/or on buses, we will comply. But it also means that if masks are not required outside and/or on buses, then it will be up to the individual to wear a mask or not.

If you are uncomfortable around those who do wear masks, or those who do not wear masks when not required by law, this is not the trip for you.

Openings and Closings

Currently, everything in Italy is open, including churches, museums, restaurants, cafes, and bars. But keep in mind that things can change. Again, we need to be flexible. If something unexpectedly closes, we will look for a good alternative.


Email me at mtn@thecatholictraveler.com to be added to the waiting list.

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