5-Day Culture & Gastronomy Retreat in Tuscany

Discover Italy through food, wine, and slow living.

Limited to 14 participants

BOOK YOUR SPOT

Where You’ll Stay

Agriturismo S. Angelo

Agriturismo S. Angelo is the home base of the retreat, located in Brolio, with easy access to Cortona, Montepulciano, Siena, and surrounding wine areas.

Set among rolling hills, orchards and olive groves, the estate offers a quiet and private atmosphere suited to the slower rhythm of the program. Accommodation is spread across 10 independent apartments, combining personal space with shared moments.

The property features a large outdoor swimming pool, shared indoor and outdoor areas for group gatherings, and a small on-site gym. Its location balances comfort and privacy with proximity to the cultural and gastronomic experiences included, without long daily transfers.

home10 Apartments
bed14 Bedrooms
waterPrivate pool
fitness_centerGym

How the Days Unfold

The program is designed to balance guided experiences with free time. Each day includes one main cultural or gastronomic anchor, leaving space to rest, explore independently, or simply enjoy the setting.

People relaxing by a swimming pool with lounging chairs, umbrellas, and flowering bushes in the background.

Day 1: Arrival Day – Settling In

  • Arrival at Agriturismo S. Angelo in the afternoon

  • Time to unpack, relax by the pool, or explore the grounds

  • Welcome aperitivo and informal group dinner on-site

  • Overview of the days ahead

Close-up of a hand touching a cluster of grape buds on a grapevine

Day 2: Cortona, Wine and Pool Time

  • Morning visit to Cortona, with a light walk through the historic center

  • Wine tour and lunch at a local agriturismo

  • Afternoon relaxation by the pool

  • Pizza night

A man with dark hair tied in a bun, wearing a white shirt, opening a bottle of red wine at a restaurant table. Seated in front of him is another man with blond hair, also wearing a white shirt, looking on. The table is set with multiple wine glasses filled with red wine, plates, silverware, and a woven basket. The restaurant has rustic decor with exposed brick, wooden beams, and warm lighting.

Day 3: Montepulciano and Siena

  • Day trip to Montepulciano with time to explore the town

  • Wine tasting and lunch in Montepulciano

  • Afternoon transfer to Siena for a guided visit

  • Return to the villa for a traditional Tuscan dinner

Three women and a man standing around a kitchen table, smiling, as the woman in the middle prepares to cut something on a wooden cutting board.

Day 4: Relax & Cook

  • Slow morning at the villa, with time to rest, enjoy the pool or take a walk in the countryside

  • Handmade pasta cooking class, focused on traditional recipes

  • Shared lunch with the dishes prepared together

  • Free afternoon at the villa

  • Farewell dinner to close the retreat

A sunset over rolling hills with a winding dirt road and a row of tall, slender cypress trees in the Italian countryside.

Day 5: Departure

  • Breakfast and departures

Your Group

A small group (up to 14) to keep the retreat personal and relaxed

  • Participants typically share an interest in Italy, culture, and gastronomy

  • The week is designed around a few shared anchors (for example wine tasting and a cooking class) plus free time to explore or slow down

  • Activities are optional, and personal space is respected

If group dynamics matter a lot to you, reach out before booking and we’ll help you assess fit.

Local Hosts

The retreat is led in collaboration with local chefs, producers, and licensed guides who live and work in the area. Each host is involved in a specific part of the program, offering direct insight into Tuscan food, wine, and culture.

This approach keeps the experience grounded, personal, and connected to the territory, rather than delivered as a standard tour.

Jhonatan Acevedo

Jhonatan is the private chef for the retreat, responsible for preparing the group meals during your stay. His cooking blends Tuscan traditions with influences from his Peruvian background, using seasonal ingredients and simple, well-balanced preparations.

A woman smiling and holding a plate with three green leafy food items, standing in front of a shelf with wine bottles, wearing an apron over a sweater.

Chiara Vinciarelli

Chiara hosts the wine experience at her agriturismo, introducing the production process and wines within their local context. Tastings are informal and educational, with time to ask questions and enjoy the setting at a relaxed pace.

A woman with long brown hair smiling, wearing a floral patterned blouse, holding an ID card, standing outdoors among green bushes.

Silvia Roncucci

Silvia leads the guided visit in Siena, offering historical and cultural context shaped by her background in art history. Her approach prioritizes understanding and observation over speed or checklist sightseeing.

Woman with curly hair, glasses, and a red shirt, smiling and resting her face in her hands indoors.

Tamara Coia

Tamara is the on-site reference throughout the retreat, coordinating logistics and supporting the group day to day. She ensures the program runs smoothly while remaining flexible to the needs of the group.

Next Retreat Dates

26 - 30 September, 2026

23 - 27 May, 2027

5 days, 4 nights

Val di Chiana, Tuscany

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Pricing

This retreat is designed as a fully immersive, all-inclusive experience, allowing participants to focus entirely on food, culture, and the experience of slow travel in Tuscany.

A scenic landscape view of a rustic countryside with farmhouses, trees, and fields during sunset.

  • Participants will stay in private apartments within the estate, each with its own bathroom and independent access. Guests also have access to the estate’s private swimming pool, gym, and outdoor areas throughout the retreat.

    • 5 days / 4 nights accommodation at a private Tuscan estate

    • Daily breakfast

    • Welcome aperitivo and opening dinner

    • Guided visits to historic towns and villages

    • Wine tastings and vineyard visits with local producers

    • Traditional lunches and dinners highlighting regional cuisine

    • Hands-on cooking class at the estate

    • Local guides and cultural experiences as outlined in the itinerary

    • On-ground coordination and hosting throughout the retreat

  • €2,999 - Double Occupancy
    €3,499 - Single Occupancy

    All prices are per person and include the full retreat experience as outlined above.

Limited to 14 participants to ensure an intimate, high-quality group experience.

BOOK YOUR SPOT

FAQ

  • This retreat is designed for people who want to experience Italy through its food, wine, culture, and everyday rhythms, in a small group and without rushing.

    It’s a good fit if you:

    • Enjoy food, wine, and local traditions and want to go beyond typical tourist experiences

    • Prefer slow travel, meaningful meals, and time spent in small towns and countryside

    • Want guided access to local producers, chefs, and cultural experts

    • Are looking for a relaxed, social experience without a fixed wellness or educational agenda

    • Are traveling solo, as a couple, or with friends and value small, well-hosted groups

    This retreat is not focused on luxury, performance, or intensive learning. It’s about immersion, conversation, and experiencing Tuscany as it’s lived.

  • The retreat is hosted at Agriturismo S. Angelo, a private estate located in Brolio, in the Val di Chiana area of Tuscany. The estate is set in the countryside and exclusively reserved for the group during the retreat.

  • The nearest airports are Florence (FLR) and Perugia (PEG). Detailed arrival instructions and recommended transfer options will be shared after confirmation. Group transportation is provided during scheduled retreat activities.

  • Yes. Single occupancy includes a private apartment with a private bathroom. Double occupancy is intended for participants attending together who choose to share an apartment.

  • Guests have access to the estate’s private swimming pool, gym, outdoor areas, and common spaces throughout the retreat.

  • The price includes accommodation at the villa, daily breakfast, group meals as outlined in the program, wine tastings and gastronomic experiences, a hands-on cooking class, guided visits to local towns and cultural sites, group transportation during scheduled activities, and full on-site coordination by SI Retreats.

  • Flights to and from Italy, travel insurance, and any personal expenses outside the official program are not included.

  • No. The cooking class is designed for all levels and focuses on participation, local ingredients, and traditional techniques rather than technical skill. Everyone is welcome, regardless of experience.

  • Yes. Before arrival, you’ll receive a short form where you can indicate dietary requirements or allergies. We do our best to accommodate these in collaboration with the local hosts and chefs.

  • Yes. All activities during the retreat are optional. You’re free to participate at your own pace, whether that means joining tastings, relaxing at the villa, or exploring independently.

  • Participation is limited to 14 participants to ensure depth of discussion, access to speakers, and a high-quality group dynamic.

  • The retreat is conducted in English.

  • Yes. Participants may attend together and choose double occupancy if they wish to share accommodation.

  • Yes. The retreat is hosted in a small group setting, making it easy to connect with others while still having personal space and free time.

    • Full refund within 30 days of purchase

    • 50% refund if cancellation is made up to 30 days before the retreat start date

    • No refunds for cancellations made within 7 days of the retreat start date

    All refunds are processed to the original payment method.

A large estate with a main brick building surrounded by a well-maintained garden, a round glass pavilion, and lush green fields in the countryside under a partly cloudy sky.