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Italy is one of the best countries to go on a foreign tour of, with all the choices of art, culture, architecture, opera, fashion, and film to choose from, you’ll have an amazing experience here. You can even have a team retreat in places like Florence, Milan, Naples, Palermo, Rome, Turin, Tuscany, and Sicily.
There are so many historical landmarks in Italy such as the Colosseum, Trevi Fountain, Pantheon, Spanish Steps, and the Tower of Pisa. You can also visit museums like the Roman Forum and Uffizi Galleries or even the Cathedral of Santa Maria del Fiore.
Aside from all this amazing history, Italy also has some amazing team-building activities like scavenger hunts or horseback riding you and your team can enjoy together and build lasting bonds.
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We've put together this list of team-building activities in
Italy
to help you get the most out of your visit.
Rome’s retreat agenda moves from rooftop aperitivos in Trastevere and pasta-making competitions near Campo de’ Fiori to vineyard experiences in the Castelli Romani hills before closing with dinners beside the Colosseum.
We couldn't do it without you. You were a huge support for us. We did a feedback survey asking the team how everything was, asking about the hotel, the food, the program etc. and they were able to rate from 1 to 10, & overall we have a 9.5 So it was really really successful!
The expectations were really high. We put a lot of pressure on you since the start, telling you about our last events in the Moroccan desert and in Eiffel Tower. But it was great. The organization was really smooth. The event was beyond expectation!
We did a survey with the guys, we have like mostly 9/10, or 10/10. People were really having so much fun… they were very happy with the choice of the place. The venue, the weather, the team dynamics, it all came together really well.
I really felt having you being part of it was such an asset. Just knowing that you were point in organizing this and then also if there was a question or problem we could just reach out directly was really helpful.
Everybody loved it! We did a post-offsite survey, and it was all vibes! Everything went to plan. One thing that we were all saying internally as well is like - I honestly don't think we would have made happen unless we had Surf Office.
It was great! People loved the balance of free time and activities. They loved that we gave them options on activities.
We have been doing this since 2008, so it was the 17th event this year. And the consensus was that this was the best ever. Everybody was super happy, they had lots of fun. So it was great.
People got together, people got to see each other. We had really good internal sessions, and also a lot of off time sessions. I feel Surf Office thought of a lot of things that one would not think when you're planning an off site in another country.
We have grown so much since our last event, so were a lot of people, and we needed those three days to talk, to interact with everyone... You handled it so beautifully. We did not have to worry about organizing or arranging anything. You guys did an amazing job.
Italy works especially well for teams that want a mix of culture, food, scenery, and memorable social experiences. From lakeside retreats in the north to coastal escapes in the south, companies can organize productive offsites while giving teams a setting that feels genuinely rewarding outside work sessions.
The best region depends on the type of retreat you want. Tuscany is popular for countryside experiences and wine tastings, Lake Como for premium retreats, Sicily and Puglia for beach-focused offsites, and cities like Milan, Florence, or Rome for teams wanting strong flight connections and urban activities.
Italy is well connected through major airports including Rome Fiumicino (FCO), Milan Malpensa (MXP), Venice Marco Polo (VCE), and Naples International Airport (NAP). Most European teams can reach Italy with direct flights, while international connections from the US and Middle East are widely available.
May, June, September, and early October are usually the best months for an Italy retreat. Temperatures are pleasant, tourist crowds are more manageable, and outdoor dinners or activities are easier to organize than during peak summer heat in July and August.
Most teams plan a 3 to 5 day retreat in Italy. In our experience hosting international groups, adding at least one extra day works well because travel times between regions can be longer than expected, especially if the retreat includes countryside or coastal destinations.
Italy offers a wide variety of team activities depending on the region:
Milan is practical for international access and business-focused retreats, Florence works well for culture and walkability, Rome combines history with nightlife, and Bologna is increasingly popular for food-centered company retreats thanks to its central location and relaxed atmosphere.
Italy can fit different budgets depending on the region and season. Milan, Lake Como, and the Amalfi Coast tend to be premium destinations, while areas like Puglia, Sicily, or Bologna often provide better value for accommodation, dining, and group activities.
Teams should plan carefully around seasonal tourism, especially during summer and major holidays. Transport between cities can also take longer than expected, so choosing one main base location usually creates a smoother experience for the group.
For beach-focused retreats, Sicily, Sardinia, Puglia, and the Amalfi Coast are among the most popular choices. These areas combine coastal scenery with activities like boat excursions, seaside dinners, kayaking, and relaxed outdoor team building.
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