Discover Italy on your next corporate retreat

A boot-shaped peninsula

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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.

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Best retreat locations in

Italy

Why 

Italy

works for offsites

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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Recent retreats organized by Surf Office

Sample

Italy

Retreat Itinerary

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.

Day 1: Arrival & Roman Evenings

Historic surroundings, local food & relaxed introductions

  • 14:00–18:00Airport transfers & hotel check-in (Trastevere or Monti)
  • 18:30–20:00Welcome aperitivo on a rooftop terrace overlooking central Rome
  • 20:00–22:30Group dinner in Trastevere with Roman pasta specialties
  • 22:30+Optional evening stroll past Piazza Navona and the Pantheon

Day 2: Strategy Sessions & Culinary Challenge

Focused teamwork followed by hands-on local experiences

  • 07:30–08:30Breakfast at hotel
  • 09:00–10:30Leadership presentations & quarterly planning sessions
  • 10:30–11:00Espresso break with Italian pastries
  • 11:00–12:30Breakout discussions & collaborative workshops
  • 12:30–14:00Lunch near Campo de’ Fiori
  • 14:30–17:30Roman cooking competition featuring fresh pasta and tiramisù making
  • 18:00–20:00Free time for cafés, shopping or sightseeing
  • 20:30–22:30Dinner in Monti with live acoustic music

Day 3: Team Experience Beyond the Center

Shared moments in the Roman countryside

  • 07:30–08:30Breakfast at hotel
  • 09:00–10:00Morning alignment session & future roadmap recap
  • 10:30–16:00Vineyard excursion in the Castelli Romani hills with wine tasting and outdoor team activities
  • 16:00–18:30Relaxed return to Rome with optional gelato stop
  • 20:30–lateFarewell dinner near the Colosseum

Day 4: Departure & Final Espresso

Slow closing moments before flights home

  • 07:30–09:00Breakfast at hotel
  • 09:00–11:00Optional coworking session or café meetup
  • FlexibleAirport transfers & departures

Our retreat options in 

Italy

Private Workspace
Apartments
Retreat planning
Event space
Hotel accomodation
Onsite support

💛 Wall of love 💛

It was amazing. I mean, the team was just absolutely over the top, thrilled. Everything was fantastic.

Dean
CEO

As we wrap up our first-ever company offsite in Portugal, I feel so grateful for the incredible experience we've shared as a team. This past week has been nothing short of amazing, filled with enriching and productive sessions, workshops, and memorable moments.

Alejandro
VP, People & Culture

It was a massive success, the team loved every part of it and all of the restaurants, activities, transfer, etc. that you organised were excellent. I will certainly be contacting Surf Office again for anything I plan in the future.

Phil
Chief Sales Officer

We had a great retreat! So far all individual feedback that came back through a survey we sent out to the team, was super positive! Everyone really enjoyed it!

Sarah
Project Manager

We loved it! Our management had very specific requirements for a retreat location... remote and in nature but with room for interaction. The venue and every aspect of this retreat matched that. We loved it so much that we even consider repeating the venue.

Patricia
Operations Generalist & People Coordinator

Everyone has commented on how well the retreat went, and we really do appreciate everything that you did to make it go so smoothly.

Trina
Director of Finance

It was amazing. The whole team enjoyed everything. The hospitality, the area, the apartments, the sea view, the hotel staff, the old town. It was perfect, it was our best offsite.

Annika
Lead People Operations, Data and Processes

Everything was amazing. So I have only good things to say. Team loved it. Again, I was very congratulated. They were very happy. Everything was on spot.

Irina
Marketing Manager

We have organized company retreats for our distributed 30 people team multiple times with Surf Office and the team has loved it every time. Surf Office has some great venues as part of their portfolio and do a great job helping to facilitate pretty much everything from accommodation, food, activities, airport transfers etc.

Kaylie
Director of People

Organize your next company retreat with Surf Office

1000+ retreats organized ● 10 years of experience ● 200+ retreat locations
Get a quote

FAQs about company retreats in

Italy

Is Italy a good destination for a team retreat?

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.

What are the best regions in Italy for a company retreat?

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.

How easy is it to travel to Italy for an international team retreat?

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.

What is the best time of year to organize a company retreat in Italy?

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.

How many days should a corporate retreat in Italy last?

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.

What team-building activities are popular during an offsite in Italy?

Italy offers a wide variety of team activities depending on the region:

  • Cooking classes focused on pasta, pizza, or regional cuisine
  • Wine tastings in Tuscany or Piedmont
  • Boat trips on Lake Como, Amalfi Coast, or Sicily
  • Vespa or cycling tours through countryside villages
  • Historical walking tours in cities like Rome or Florence
  • Beach games and sailing experiences in southern Italy

What are the best cities in Italy for a team retreat?

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.

Is Italy expensive for a corporate retreat?

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.

What should companies consider when planning a retreat in Italy?

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.

Which Italian destinations are best for beachside company retreats?

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.