An offsite experience in Tuscany

Rekindle creativity in one of Italy’s most beautiful locales

Spark innovation and new ideas in one of Europe’s most unforgettable destinations. Treasured for its beauty, history and charming landscapes, Tuscany is the ultimate location to boost company culture.

From timeless works of art to delicious Italian cuisine, Tuscany offers the perfect opportunity to recharge, celebrate recent wins and get inspired for upcoming projects!

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Why 

Tuscany

?

Why choose 

Tuscany

for a retreat?

Tuscany is renowned as one of Italy’s most picturesque regions. Encompassing prominent Italian cities like Florence, Pisa and Sienna, and medieval villages like Volterra and Pienza, Tuscany offers one of the most inspiring landscapes in all of Europe. Enjoy iconic works of art from artists like Leonardo da Vinci, Michelangelo and Botticelli.

Dreaming of spectacular Italian cuisine? You’re in the right place. Sample the regions iconic pasta dishes like Tuscan Lasagne or sweet desserts like Panforte. Ready to venture beyond the region’s picturesque rolling hills? Take in the sparkling waters and beautiful coastal sights while breathing in the salty Tuscan air.

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Team building activities in

Tuscany

We've put together a list of

team-building activities for company retreats in

Tuscany

, including options that work well for both small and large teams.

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Sample

Tuscany

Retreat Itinerary

Surrounded by Chianti vineyards, rustic villas, and rolling hills, this Tuscany retreat agenda focuses on deep work sessions paired with a single authentic local experience and relaxed countryside evenings.

Day 1: Arrival & Countryside Welcome

Slow arrival, scenic views & Italian atmosphere

  • 13:00–17:00Arrival & check-in (villa in Chianti countryside)
  • 18:00–19:30Relax by the pool or vineyard walk
  • 20:00–22:30Group dinner with local Tuscan dishes at the villa
  • 22:30+Optional wine tasting or terrace hangout

Day 2: Work & Local Experience

Focused sessions with a Tuscan touch

  • 08:00–09:00Breakfast at the villa
  • 09:00–10:30Plenary session (team goals & alignment)
  • 10:30–11:00Coffee break
  • 11:00–12:30Breakout sessions
  • 12:30–14:00Lunch at the villa
  • 14:00–15:30Workshops or brainstorming
  • 16:00–19:00Main activity: Tuscan cooking class or vineyard tour & wine tasting
  • 20:00–22:30Dinner with regional specialties

Day 3: Wrap-up & Departure

Reflection & final moments

  • 08:00–09:00Breakfast at the villa
  • 09:00–10:30Wrap-up session (key takeaways & next steps)
  • 10:30–11:00Coffee break
  • 11:00–12:30Team reflection & feedback
  • 12:30–14:00Lunch & departures

Discover Italy on your next corporate retreat

FAQs about company retreats in

Tuscany

What makes Tuscany a good destination for a corporate retreat or team offsite?

Tuscany is ideal for teams looking for a countryside retreat with a strong sense of atmosphere. Rolling hills, vineyards, and historic towns create a setting that feels calm and immersive, helping teams disconnect from daily routines.

How do teams usually travel to Tuscany for a retreat?

Most teams fly into Florence Airport (FLR) or Pisa Airport (PSA), both within about 1 to 1.5 hours of most Tuscan retreat locations. From there, teams typically arrange private transfers or vans to reach their accommodation.

When is the best time of year to plan a retreat in Tuscany?

May to June and September to October are the most popular months, with temperatures around 20–28°C and ideal conditions for outdoor activities. Summer is warmer and busier, while winter is quieter and more focused on indoor experiences.

Where should teams stay in Tuscany during a company retreat?

Popular areas include Chianti for vineyard settings, Val d’Orcia for scenic landscapes, and areas near Florence for easier access. Most teams stay in villas or countryside estates that allow for private group setups.

What activities can teams include in a Tuscany retreat?

Teams often organize wine tastings, cooking classes, guided countryside walks, cycling routes, and visits to historic towns like Siena or San Gimignano, typically within 30–60 minutes.

How long should a company retreat in Tuscany last?

A 4 to 5 day retreat is common. This allows time for structured work, a few key activities, and enough space to enjoy the setting without rushing.

What makes Tuscany different from other retreat destinations in Italy?

Tuscany offers a more rural and immersive experience compared to cities like Rome or Milan. The slower pace and natural surroundings create a different dynamic for team retreats.

Do teams need transportation during their stay in Tuscany?

Yes, transport is usually necessary. Locations are spread out, and teams typically arrange vans or private drivers to move between accommodation, activities, and nearby towns.

What kind of food experiences can teams expect in Tuscany?

Tuscany is known for its regional cuisine. Teams often enjoy long group dinners, wine pairings, fresh pasta, local cheeses, and meals prepared with ingredients sourced from nearby farms.

Can Tuscany accommodate both small and large company retreats?

Tuscany works best for small to mid-sized teams in villas. Larger groups can be accommodated, but may need multiple nearby properties or larger estates.

💛 Wall of love 💛

The retreat went great, even exceeded our expectations. The team have never met before, so people bonding was the biggest win for us. For a first retreat, it was a great place. The location was great. Everyone was very happy and had an amazing time. It was a major success.

Kalina
Sales Strategist

Everyone has made it home by now and is still buzzing from the trip. I appreciate your help so much, it was a wonderful all-hands meeting trip.

Jeroen
VP of Engineering & Chief Architect

As we came back last week and just completed our retro on team offsite, wanted to share how much everyone loved everything, the location, the organisation. Thanks so much.

Mariam
Operations Associate

I think the most important thing was that we really felt like you are an extension of our team.

Leeann
Head of Operations

It was an amazing experience and a stress relief working with Surf Office.

Frida
Junior People Experience Manager

It was incredible. It was so beautiful. I got so many compliments on how well organized it was, and I was like, "It was Surf Office".

Ashley
People Operations Manager

It was great, it was everything I was hoping for. We're already excited about next time, we'll be working together for sure.

Sabina
Director of People & Culture

Team building activities

The most popular team building activities are surf lessons, SUP lessons and tapas night but there are plenty more to choose from.

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