2024 Ursuline School Italy Cultural Journey

Dear Families, Friends, and Travelers – Welcome to the 2024 Ursuline School Italy Cultural Journey! We have created two webpages dedicated to this exciting program so that travelers are as informed as possible throughout the process. The first page, Pre-Enrollment, is meant to share exciting details, highlights and pertinent info that participants will want to know before enrolling. Once enrolled, the Post-Enrollment page, is meant to prepare travelers for participation on the adventure ahead. Please be sure to review the information on the appropriate page thoroughly and we can't wait to start our enriching adventure!
Travel Dates: March 27, 2024 - April 4, 2024
Group Organizer(s):
WTT Contact:
Program Tuition: $2,550 USD
Airfare not included in program tuition
Estimated Airfare: $1,000

Tuition Calculator

There are two options for payment, including an interest-free installment plan.  Follow whichever works best for your family. If we are within 90 days of travel, only the pay in full option is possible.

Program Tuition: $2,550

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All prices in United States Dollars.

Italy Cultural Journey

Italy is a traveler’s dream and an item on everyone’s bucket list. No other country in the world contains as many historical sites and artifacts that provide a glimpse at the very root of western civilization. Where else can you stand and see the place where the basis for modern government was forged? Where else can you see so many timeless and priceless pieces of ancient art and architecture in just a few days?

Natural history, as well as human history, is on full display in the massive peninsular nation with stunning views of the Dolomites and Alps in the north, idyllic Mediterranean countryside along the coast, and broad pastoral landscapes of rolling hills in between. Italians are an incredibly varied and diverse people, but the one constant is their openness and sense of hospitality towards travelers. And, of course, once you have tried true Italian food, there’s no going back to anything else!

Cultural Journeys

Cultural Journeys

Cultural Journeys allow travelers to gain insights into the heritage, history and modern realities of their destination by offering a broad diversity of experience. We rely on the expertise of our local staff to plan itineraries which not only explore the prominent sites but also make time for the lesser-known local gems and are intentional about regular interaction with local people.

Program Highlights

Check out some of the featured experiences of your program!

Witness your classwork come to life!

Wander the streets of Florence, one of the most charming cities in the world!

Have the adventure of a lifetime with your friends

The Itinerary

We do everything possible to run safe, engaging, and immersive programs for our travelers and given the unpredictable nature of international travel we must remain flexible in our planning. Changes to a schedule are uncommon but, we reserve the right to adjust programming in the best interest of the group. 

March 27USA - Milan, ItalyFly from USA to Milan, Italy.Airplane
March 28MilanWe'll likely arrive in the morning and transfer to our hotel before heading out on a guided tour of the city center during. We'll climb to the top of the Duomo, where you can see the Milan on full display in the foreground and the Alps in the backgound. We'll have a quick lunch, then visit other city sites like the Scala Theater and the Via Monte Napoleone (the street of Italian fashion) and before dinner and good night's rest. Milano Hotel
March 29MilanWe will start our day with a visit to The Last Supper, then the beautiful church that sits adjacent. We will continue exploring the city and get a chance to see other attractions in Milan such as the Parco Sempione, Castello Sforzesco and the Corso di Porta Ticinese, a fashion street where stores offer a more alternative and eccentric take on fashion. After dinner we will head back to our hotel to prepare for tomorrow's trip to Bergamo. Milano Hotel
March 30Milan - BergamoToday we will have day trip to Bergamo and learn about its history and culture. We will have a walking tour of the city where we will get a chance to explore the ancient and small streets and admire the most important and symbolic places of the Upper Town, such as the Rocca and Piazza Vecchia, including its cathedral. We will also visit the Venetian walls, which are a UNESCO World Heritage Site. The group will then have some a photographic scavenger hunt and return to Milan. Milano Hotel
March 31Milan - VeronaWe will start our day attending to Easter Mass in Milan. After lunch we'll head to Verona, home of Romeo and Juliet. Upon arrival we will settle in our hotel and then head out in smaller groups to have a dinner with structured reflection about our Easter Mass and adventure so far. Verona Hotel
April 1VeronaToday we will visit Juliet's house and the very famous Roman Area which is still used for concerts. We'll then see the rest of the city including the many beautiful Piazze (squares) and the Castelvecchio, a 14th century castle turned into a museum. We will head back to our hotel to prepare for the last portion of trip after enjoying our last dinner in Verona.Verona Hotel
April 2Verona - FlorenceAfter the beautiful train ride through the Tuscan alps we'll arrive to Florence and start our day with a guided walking tour, visiting the Duomo, Ponte Vecchio and the rest of the piazze and monuments. Then we will head to the Uffizi Gallery, one of the oldest and most famous art museums in Europe and the world. We'll also make time for the Galleria dell' Accademia, which hosts the original David.Florence Hotel
April 3FlorenceAfter breakfast, we will continue our exploration of the capital of the Rinascimento (Renaissance). We will enter the monuments like Cupola del Brunelleschi, which is still the tallest building of Florence and was designed by Giotto and Brunelleschi. We will then visit the famous market and have some delicious street food and head to La Basilica di Santa Croce, where people like Niccola Machiavelli, Galileo Galilei, Michelangelo rest in peace. Not only will we see the tombs of the Italian greats, but also great paintings such as the Giotto. Finally, we will head to see the copy of the David of Donatello, which is situated in front of one of the most beautiful public offices in the world, Palazzo Vecchio, which is actually the city hall of Florence.Florence Hotel
April 4Florence - USAToday we will return to Milan for our direct flight back to New York. Your own bed, eventually!


In order to provide a safe and memorable experience, we follow strict guidelines when choosing program accommodations. Walking Tree partners with hotels and guest houses which are centrally located, clean and safe.  We vet and inspect the accommodations to ensure they uphold the ethos of our programs, are great values for our travelers and nice places to rest after enriching days of travel.  

Below are the accommodations we anticipate using on your trip, subject to availability. 
Hotel Palazzo Delle Stelline Milan

Hotel Palazzo Delle Stelline is set in a former convent in the historic center of one of the best neighborhoods of Milan, next to the Church of Santa Maria delle Grazie where the famous Leonardo da Vinci fresco, The Last Supper, resides. The rooms offer modern amenities, such as free Wi-Fi and overlook the quiet courtyard. Students will be grouped in their rooms according to gender and availability.

B&B Hotel Firenze City Center

The B&B Hotel Firenze City Center is located in the very center of the city in the Santa Croce district, and a ten minute walk from the Basilica in Florence. This three star hotel includes Wi-Fi, air conditioning and private bathrooms. Students will be split between double and triple rooms based on gender.

Safety and Support


Lovett’s trip to Morocco was a once in a lifetime trip for a lot of our students. It was great to hear how the students raved about the trip to their parents upon return. Overall a wonderful trip that the students and staff loved!

Group Organizer on Morocco Service Adventure

Your Adventure Includes

Estimated Airfare

In order to give our travelers the best possible price, we break out airfare from the Program Tuition. We will still handle all booking and ticketing via our flight partner who has access to special fares not available to the general public. Once confirmed, you will be invoiced for the flight roughly 75 days prior to travel. 

Program Tuition Excludes: Travel insurance, baggage fees, passport/visa fees, laundry, souvenirs, and activities not listed on itinerary.


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WTT coffee
Resource center

Resource Center

Why should high school students travel abroad? What happens if a participant gets sick? How quickly do we need to enroll? We’re sure you have plenty of questions and we’ve got you covered! Visit our Resource Center to discover the answers to your most pressing questions and contact us anytime with additional questions.

Learn More