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Discover the delights of two great Italian hill towns, Cortona and Assisi, on this day trip from Siena. First, explore Cortona, the setting for the best-selling book (and movie) Under the Tuscan Sun, either on your own or as part of a guided walking tour (at own expense) and then head to Assisi, the town made famous by Saint Francis. Set off on a walking tour of the hill town, visiting the stunning Basilica di San Francesco and other amazing spots.


  • Full-day Cortona and Assisi trip from Siena with an expert local guide
  • Spend time at leisure in the hilltop town of Cortona
  • Follow in the footsteps of St Francis of Assisi on a walking tour of Assisi
  • Explore Basilica di San Francesco and admire Giotto’s beautiful medieval frescoes

What You Can Expect

Assisi and Cortona Day Trip from Siena

Visit Basilica di San Francesco on this Assisi and Cortona day trip!

In the morning, head to Cortona, the Tuscan hill town made famous by the travel memoir (and later, movie), Under the Tuscan Sun. At your own leisure, or opt to join a guided walking tour (at own expense), stroll the narrow cobblestone streets of Cortona, taking in the medieval atmosphere. Linger in the squares, pop into the Basilica di Santa Margherita and check out the imposing Palazzo Communale.

Or plant yourself at an outdoor cafe to sip an espresso or indulge in a classic Tuscan meal (at own expense). Later, meet up with your guide and hop on the coach for the next part of the tour.

Arrive in Assisi and be prepared to follow in the footsteps of St. Francis, one of the most beloved figures in Church history. Visit the church named after the saint, the majestic Basilica di San Francisco, also the resting place of Francis. See the frescos by late-medeival/early-Renaissance painter Giotto.

When the time comes, return to the coach and begin the journey back to Siena.

Customer Reviews

Maria L

5 star rating: Highly Recommended October 2014

My husband and I enjoyed the tour. It was well organized, picked us up at our hotel on time and the tour guides were very personable, accomodating and knowledgeable I lost my iphone and the tour guides and the dispatcher as well very supportive and accomodating. I would highly recommend to use "Viator"


4 star rating: Recommended July 2016

Our driver (Chiro?) was a hoot--he was informative and very funny. Cortina was lovely and we had plenty of time to explore. We would have liked some free time in Assisi to explore on our own. It may have been worth it to sacrifice Perugia for more time in Assisi. Our guide in Assisi was very good.

Barbara M

4 star rating: Recommended October 2015

A good tour.


4 star rating: Recommended September 2015

A really good tour. The bus was late and we were left stuck at a gas station for an 1 1/2 hours due to traffic in Florence with no real help. The trip was really great but very long because of the delay and then thectour also took in Puglia. Most people would have been happy enough to skip Puglia due to the delayed start. It was a very long day. Trip was well worth it.

Jennifer N

4 star rating: Recommended July 2015

Started in the medieval village of Cortona before going to Assisi. Assisi was special and so well maintained. With the larger group we were given a PA system to link us to the guide so as we could all hear what she was saying even while we walked. The guide was particularly good in explaining the various churches and centres of St Francis and Saint Claire. The lower church of the main Basilica was particularly moving where St Francis was buried, the second Basilica where he died and the crypt to Saint Claire were also special places that we visited.

Irina P

4 star rating: Recommended December 2013

Apparently on the day of this trip the Pope was visiting Assisi, so the city was closed and we couldn't get in, of which I was informed a day in advance (they said we would visit a different twon instead). Then on the day itself after we visited Cortona and had some free time there, we drove to Assisi. It seemed that our guide and driver had no idea how to get into town, but they tried hard, and eventually we parked outside Assisi and took a shuttle and visited Basilica of San Francesco. We even ended up seeing the Pope as he was transferred from one church to another :-) Under the cirsumstances - I think that this tour went very well, so I give it 4 stars out of 5. I don't know how the tour goes under normal circumstances.

Brenda D

4 star rating: Recommended September 2013

I truly enjoyed this day. The guides were very good and I learned a lot. I had been ready for this, having read a little about both places, knowing some history and the layout of the towns. The connection from Siena worked well.

Robert H

2 star rating: It was OK, but could have been better September 2014

Not enough time for Cortona or Assisi

ELIMINATE using anything by MyTours!!!!

Perugia was a WASTE of time

Bob Hahn


2 star rating: It was OK, but could have been better August 2014

This tour was WAY too rushed and could have done with a lot more attention. First Cortona. We got there at 9:30 and set loose on our own to explore. No map, no orientation, and absolutely no reference to the choice of paying for a local guide as described in Viator's summary of the tour. We were there for just over an hour which was basically enough to have a quick coffee and walk around aimlessly. Assisi was better. We had some free time there for lunch and to wander unattended. The free time would have been better after the guided tour, so that we had some kind of idea about what we wanted to do with our free time. Our driver for the day said it was set up this way because Santa Chaira is closed until 2pm. So 2 we had a guided walking tour ending in 25 minutes to tour the Basillica of San Francesco. 25 minutes, seriously? Three levels of floor to ceiling masterpiece paintings, a huge complex and San Francesco's tomb in 25 minutes? Again this was WAY too rushed. Perugia was a third a final stop on the tour. Why did we do this? It is not even mentioned in viator's description of the day. Again we were set loose for an hour, pointed in the direction of the main square. I and others on the tour thought that it would have been much better to spend the extra time in Assisi. Our driver was a nice person. Overall the day had too much frustration over being rushed. I recommend to readers that if any of these towns are of interest to you as a day trip, do a maximum of two in one day and do it on your own. You could easily spend a full day in Assisi alone. That may be true for Cortona and Perugia too, but I didn't see enough to say for sure.


1 star rating: I do not recommend this April 2015

English speaker in Siena was impossible to understand.

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