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 💛

We recently worked with Surf Office to plan an offsite for our team in Sintra, Portugal and the experience was excellent. Elke went above and beyond throughout the entire process, even driving to visit the location herself to ensure everything was perfect. She was instrumental in securing a restaurant that opened exclusively for our group, making the experience truly special. The hotel was lovely, with breathtaking views that provided the ideal backdrop for both work and relaxation. The space was perfect for connecting, brainstorming, and fostering team collaboration. Every detail was thoughtfully managed. We would wholeheartedly recommend Surf Office to others looking to host memorable and productive retreats!

Natasha
Chief Human Resources Officer

Romane LeBrec-Foulatier was a fantastic partner in planning this event. She did a wonderful job of introducing the planning project via Coda and then was extremely helpful and conscientious in helping us plan toward the event. I always felt that I could depend on her follow-up and she was clear and articulate in her guidance. She was also proactive in flagging items that needed extra consideration or in raising potential issues with the schedule or venue or planning. We really loved the Coda site that she created to for planning and also the Coda dashboard that we shared with the team; the team found it very helpful as well. Lastly, Romane was critical in helping on our last day in France when the taxi drivers were on strike - she very quickly implemented a contingency plan and helped us communicate it to the team through the Coda site. Similarly. Álvaro Pérez-Segnini was very helpful in helping us choose the Chantilly location. He understood the parameters of the offsite and got back to us with multiple proposals in a limited time frame. He helped us understand which option would be the best for us and he helped us negotiate the best space and the best price.

Jen
Operations and Administration

Great offer - hotel did fit perfectly with our expectations. Danielle who took care about our company did a great job, was super available before the event and was a great help to accommodate with every impediment and change we faced and find the best solution for us. Also during the event, she was always available to make our stay a awesome moment.

Jean
Senior Director of Engineering

We had such a fantastic experience working with SurfOffice! It was our very first time getting external support for our company retreat – and we couldn’t have asked for a better partner. From the very beginning, we felt incredibly well taken care of. The regular check-ins helped us go through every detail and made sure nothing was overlooked. And in the end, everything turned out exactly as we had hoped! The implementation was seamless, and the SurfOffice team was always there to support us – even during the retreat itself. A huge thank you for your time, effort, and amazing support. You truly made our retreat an unforgettable experience. We can’t wait to work with you again next year!

Victoria
Operations & Office Manager

We had an amazing experience! Everything was perfectly organized from A to Z. As a vegan company, it’s usually quite difficult to find places that can fully accommodate our needs — but the Surf Office team handled everything with ease. They weren’t afraid of any request, preference, or extra thing we asked for. The communication was smooth, fast, and friendly throughout the entire process. We truly appreciated the attention to detail and how flexible and supportive the team was. We can’t recommend them enough!

Elya
Executive Assistant

I have just wrapped up my fourth annual retreat with Surf Office, this time hosted in Mallorca, and as always they created the perfect experience for myself and my team. Our sales representative Giselle was brilliant, she listened to what we needed and came back with venue options that were perfect for our budget and vibe. Romane was my main contact throughout for the logistics. We had some last-minute changes and she managed everything like a pro, even securing us refunds when we had a cancellation. This is why I keep coming back to Surf Office for our annual event. They actually care about making the retreat something special. It's that personal touch that makes all the difference.

Claire
Head of Operations and Community

We recently worked with Surf Office to plan an off-site retreat for 105 people, and the experience from start to finish was absolutely seamless. From the initial proposal stage, through planning, to on site support, everything went perfectly, and we honestly couldn’t have done it without them. A special thanks to Alvaro and Elke. Alvaro was our initial intro to Surf Office, and working with him on proposals for the retreat was a pleasure. He understood our needs and helped shape the retreat options. Once the planning stage began, Elke took over as our retreat planner. She made everything feel completely in hand and ensured that every detail was looked after. Nothing was ever too much to ask. On site, Fernanda and Bibi were fantastic. With their support, everything ran super smoothly, and we had all the help we could possibly need. The feedback we received was overwhelmingly positive, everyone LOVED the trip! A huge well done to the whole team. We couldn’t recommend them enough.

Kevin
CEO

Our team had an amazing experience working with Surf Office. From the very first conversation, their team was incredibly communicative, organized, and attentive to every detail. They made the entire retreat-planning process smooth and stress-free from venue coordination to activities and logistics, everything was handled with care and professionalism. What really stood out was their responsiveness and ability to anticipate our needs before we even mentioned them. It’s clear they truly understand what makes a company retreat successful. If you’re looking for a partner who combines efficiency, great communication, and genuine hospitality, look no further than Surf Office. We couldn’t recommend them more!

Ierusha
Sr Executive Assistant

I had a wonderful experience working with the SurOffice team. I’d like to specifically highlight Raquel and Giselle, who have been incredibly supportive from day one. They were always proactive in checking in, handling last-minute requests, and doing so with the utmost professionalism and politeness. This was my second time working with the team, and it was an absolute pleasure. I would definitely look forward to collaborating with them again in the future.

Sandhya
HR 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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