Guide to a Corporate Retreat: What It Is, How to Organize One, and Some Ideas from Tenute del Cerro

In an increasingly fast-paced corporate world, a corporate retreat represents a strategic pause: an opportunity to step away from the office, refocus, renew your mindset, meet in person, and strengthen team bonds. These are moments designed to breathe and build together in a different setting, beyond meetings or training sessions. One of the most inspiring options is to plan an off-site retreat in a location outside the company. But which venues are best suited for a corporate retreat? Wine estates are among the most evocative choices for companies that want to combine strategy and beauty. And Tenute del Cerro, with its properties in Tuscany and Umbria, offers exactly that: elegant spaces, authentic nature, tailored activities, and refined hospitality.

What a corporate retreat is and why you should choose it

A company retreat — or corporate retreat — is a dedicated moment for the team, usually away from the usual work environment and daily routine, lasting from one day to several days. These retreats typically include training and professional development sessions, but they are also an opportunity to build connections, strengthen team spirit, improve internal communication, and foster a shared sense of belonging. It is therefore an investment in relationships and company culture, which can lead to greater motivation, creativity, and cohesion.

Compared to traditional in-office meetings, a retreat:

• eliminates daily distractions and pressure;


• creates a space dedicated to creativity and planning;


• strengthens company spirit and unity;


• improves relationships and communication skills;


• allows you to combine training moments with restorative experiences.

How to organize an off-site corporate retreat: the essential steps

Thanks to the rise of smart working, corporate retreats have become increasingly important in recent years to strengthen relationships among colleagues, some of whom may work remotely. However, organizing an effective retreat requires attention to detail and strategic planning. Here’s how to ensure a successful outcome.

1. Define the objectives

First of all, you need to understand what you want to achieve and consider what participants should take away from the experience. Is the goal to strengthen the team, plan strategies, provide training, or simply celebrate a milestone? Is there an internal issue within the company that needs to be addressed? The objectives guide the choice of activities, the duration, and the location.

2. Select the right location

Choosing a venue for a corporate retreat means opting for places that encourage listening, reflection, and connection among people. At the same time, it must be welcoming yet functional, equipped with spaces that facilitate interaction among all participants, such as a meeting room or areas dedicated to co-working.

3. Create a balanced schedule

An effective retreat alternates structured work moments—such as meetings or workshops—with genuine experiences and informal time dedicated to relaxation and conviviality. You can also include team-building activities and exercises designed to improve communication or collaboration, depending on your goals. This mix helps maintain high energy levels and stimulates new ideas.

4. Determine the duration

Depending on your budget and objectives, you’ll need to decide how long the retreat should last. A 2–3 day retreat is often ideal: it allows for productive work while still leaving room for exploration and meaningful exchange.

Why choose Tenute del Cerro for your corporate retreat

As mentioned, the choice of location plays a crucial role: selecting the right venue for a corporate retreat is key to creating a relaxed atmosphere and putting everyone at ease. Hosting a retreat at a wine estate adds extra value: the beauty of the vineyards, the rhythm of nature, and the wine culture transform every session into a memorable experience.

At Tenute del Cerro, this translates into a comprehensive offering designed to accommodate teams of all sizes and support them throughout every stage of the retreat. Our estates provide:

• Comfortable accommodations in rooms and suites surrounded by greenery, perfect for relaxation and bonding after group activities.


• Fully equipped meeting rooms with audio systems including fixed and wireless microphones, screens, flipcharts, and reliable connectivity—everything needed for workshops, presentations, or strategic sessions.


• On-site restaurants, ideal for business lunches and dinners, as well as convivial moments that strengthen team cohesion through local cuisine experiences.


• Customizable experiential activities, from guided wine tastings and vineyard walks to team-building experiences that combine nature, wine, and sensory engagement.


• Outdoor spaces for informal activities, restorative breaks, or creative sessions immersed in the landscape.

Tenute del Cerro: the perfect location for an unforgettable corporate retreat in Tuscany and Umbria

Choosing Tenute del Cerro means relying on a setting that combines professionalism, hospitality, and beauty: a place where working effectively feels natural, and every moment contributes to creating a retreat that leaves a lasting impression. Let’s take a closer look at what each estate has to offer.

Refined and exclusive: the corporate retreat at Fattoria del Cerro

Just a short distance from the beautiful town of Montepulciano, Fattoria del Cerro is the ideal location for refined corporate events and retreats. The estate features the historic Villa Grazianella, transformed into an exclusive Relais with 11 rooms—including 2 junior suites (expanding to 19 rooms from June 2026 with the opening of the adjacent Casale Le Poggiole)—and conference rooms equipped with advanced technology, suitable for both strategic meetings and high-impact training sessions. Additionally, the new winery, fully visible via a walkway over the fermentation tanks, serves as an exclusive setting for VIP tastings or sensory team-building sessions, offering a chance to explore one of Italy’s finest wines, the Nobile di Montepulciano. Retreat participants can enjoy a variety of experiences, including guided wine tastings, vineyard picnics, blending workshops, cooking classes, and outdoor group activities such as truffle hunting, perfectly combining professional and recreational moments. Enhancing the stay, the on-site restaurant L’Antica Chiusina offers traditional local dishes.

Every part of the estate can also be explored remotely through a fully immersive virtual tour, allowing participants to discover the space from their own office.

Tenuta di Monterufoli: a retreat immersed in unspoiled nature

Looking for a retreat that combines work, nature, and rejuvenation? Located in the province of Pisa, between the Val di Cecina and the Val di Cornia, Tenuta di Monterufoli is the perfect setting. The estate spans over 1,000 hectares of pristine nature, featuring ancient mines, forests, and vineyards. Accommodations include rooms in two separate buildings: the main villa, Miniera, and Le Scuderie, which offers 13 rooms and 3 apartments—ideal for groups staying multiple days—along with the on-site restaurant La Miniera. The estate also provides a fully equipped meeting room for formal sessions, as well as unique team-building activities such as blending workshops with the winemaker, cooking classes, off-road vineyard and mine tours, and mountain bike races through the vineyards. To conclude the days, local cuisine, tastings of the Vermentino “Pian di Seta”, and convivial moments on the property make the retreat not only productive but also deeply inspiring.

A corporate retreat immersed in peace and authenticity: Tenuta di Montecorona

Moving from Tuscany to Umbria, Tenuta di Montecorona is nestled in a quiet and harmonious landscape, making it an ideal location for retreats focused on concentration, strategy, and group well-being. The Badia di Montecorona, an integral part of the estate, provides a highly evocative space for inspirational activities, creative sessions, or team-building moments that require calm and connection with the surroundings. The estate offers cozy rooms, indoor meeting spaces for private sessions, and numerous nature trails—from meditative walks among the olive groves to tastings dedicated to the estate’s olive oil. To conclude the day, participants can enjoy a wine-tasting journey featuring the wines of Còlpetrone. This estate is therefore the perfect setting to regain focus, spark inspiration, and strengthen team spirit.

Organizing a corporate retreat means choosing experiences that go beyond “work”. The quality of hospitality, the beauty of the landscape, and the wine culture all contribute to creating a setting that makes the retreat not only effective but truly memorable. Contact us to design the retreat that best fits your company: we will guide you in selecting the location, activities, and tailored services.