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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.
The entire offsite was very great, very good. Very well organized. I liked the planning process - I didn't have to do it, I just had to approve it. I trusted you completely, with everything... I saw this attention to detail and we really appreciate it.
You were amazing and saved me 90% of the time I would have used... definitely working with Surf Office again, 10/10.
From the very first contact to the last goodbye, Surf Office was an incredible company to work with for our company retreat in Portugal. The customer service was top tier and every single person I interacted with was absolutely lovely, professional and so helpful.
You were unswayable in terms of your positivity, in terms of your proactiveness and cooperation, and just your get it done mentality. So that was really good. Thank you.
Honestly, everything went so smoothly. From Anthony sending us proposals and working hard at finding the right venue, to Romane planning every detail and being so flexible with our requests, to Fernanda being an absolute superstar onsite and being so helpful. Thank you all so much!
I panicked when I learned I had to plan this, I've never done this before. Everything went smoothly for me, I wouldn't have been able to do it without you.
I mean, you guys are magicians. I don't know how you do it... Honestly, it's been great, Jolanda, the support that you've given during the planning stage with all of the prep work that goes into it beforehand. You guys are really, honestly, the best. Thank you so much, you make my life so much easier.
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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