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 💛

Esme
Employee Experience Manager

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.

Iuliana
Personal Assistant to CEO

You were amazing and saved me 90% of the time I would have used... definitely working with Surf Office again, 10/10.

Ellie
People Experience and Operations Manager

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.

Tracy
Head of Human Resources

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.

Olaf
Global Head of Product & Portfolio Marketing

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!

Clemence
Technical Talent Lead

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.

Christina
Office Manager

Marija
Marketing Director

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.

Maiken
People & Operations Manager

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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