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 SurfOffice team helped me organise a great offsite abroad for my distributed team of 16 and the experience was seamless. Their clear communication made planning easy, and they thought of everything we might need. They have a great selection of hotels and experiences, helping us stay within budget without compromising on quality. What especially stood out was their real-time availability during the event, which helped us quickly solve a few last-minute issues.

Laura
Community & Events Manager

We recently worked with Surf Office to organize a company retreat in Lisbon, and the experience was nothing short of exceptional. From the very beginning, Simon was incredibly patient and supportive, helping us navigate multiple destination changes until we finally landed on Lisbon. His calm demeanor and willingness to ensure we found the perfect location made the planning process much smoother. Once we signed the contracts, Cristi took over and was an absolute star. Her patience, clear communication, and flexibility made all the difference. She understood our brief, even in its most creative form, and worked tirelessly to bring it to life. Cristi kept us on budget, coordinated seamlessly with the right production team, and managed everything through an intuitive dashboard on Coda. She was always a step ahead, anticipating our needs before we even voiced them. On the ground, Fernanda was a force to be reckoned with! She ensured that venues delivered on time and to the highest standards, making sure every detail was executed flawlessly. What truly set Surf Office apart was their ability to make us feel like a collective team rather than just another client. They handled sensitive information with discretion, tackled challenges with calm professionalism, and ultimately delivered an unforgettable retreat. We would work with Surf Office again in a heartbeat and highly recommend them to anyone looking to plan a seamless, well-executed offsite.

Medhavi
Talent Acquisition 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

We recently had our company retreat in Spain which was organized together with Surf Office and the experience exceptional. From the initial planning stages to the final details, the Surf Office team was professional, attentive, and incredibly helpful. They provided tailored recommendations for a venue and their local expertise and network made the entire process smooth and stress-free. The seamless coordination of accommodation, transportation, and activities allowed us to focus on creating meaningful connections within our team without worrying about logistics. The retreat itself was a huge success, and a big part of that was thanks to Surf Office's ability to anticipate our needs and adapt to last-minute changes. I would like to give a special shoutout to Romane who is an organization wizard and made sure everything works out as planned, Fernanda who was our on-site support and did an exceptional job even for the very short-term requests. If you're looking for a reliable partner to help organize your next retreat, I highly recommend Surf Office. Their expertise, attention to detail, and dedication to creating memorable experiences are unmatched. Thank you!

Alisha
Culture 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

Candela over at Surf helped us to organise our first ever team retreat in Portugal for 30 odd people (which included +1s and small children.) It honestly couldn't have been more perfect. Every detail was seen to and we felt completely supported. Our team came away from that trip feeling like a proper little family. Such wonderful memories. We honestly could never have done this without Surf and would recommend to anyone.

Gemma
Studio manager

Surf Office made planning our 20 person offsite a breeze! They found the perfect location for us, advised on places we weren't originally considering, and the organization/logistics were very smooth. As a small people team, having this extra help makes a world of a difference. Our team had a great time!

Leila
Head of People

We had a fantastic experience partnering with Surf Office for our 3-day company retreat in Costa Brava. From the early planning stages to the end of the event, everything ran smoothly and professionally. We first worked with Anthony, our Company Retreat Consultant, who helped us choose the right package. He was responsive, approachable, and clearly experienced—making it easy to select the hotel, which suited our needs perfectly. From there, we were supported by Romane, our dedicated Retreat Manager. She was absolutely great—well-organized, proactive, and always ready with thoughtful recommendations and local insights. Whether it was fine-tuning the schedule, adjusting logistics, or booking group activities like kayaking and hiking, she made sure every detail was handled. The mix of work sessions, team-building, and social time was just right. The hotel was comfortable, the activities were fun and well-coordinated, and the team dinners and beach events added a special touch. Everyone had a great time and felt the experience helped strengthen our team dynamics. Surf Office made it easy to plan and execute a retreat for 65 people without stress. We’d absolutely recommend them to any team looking to run an effective and memorable offsite—and we’ll definitely be working with them again.

Giulia
International HR Advisor

We had the pleasure of working with Surf Office to organise our annual company offsite in Portugal and the experience exceeded all expectations. From the initial planning stages to the final event, the team demonstrated outstanding professionalism, attention to detail and a true commitment to making our event a success. Every aspect of the offsite was handled seamlessly, including venue selection, team-building activities and logistics. They have a deep knowledge and network of local and trusted vendors.

Helen
Director of Market Intelligence

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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