Montepulciano Trek & Wine

Montepulciano Trek & Wine

Montepulciano

Up to 60 people

Work, nature, and wine in the heart of Tuscany: a unique retreat in Montepulciano that blends productive meetings, scenic trekking, and a hands-on vineyard experience. Perfect for teams looking to reconnect, recharge, and grow together.

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About the offsite

Montepulciano Trek & Wine

Looking for a corporate getaway that combines strategic focus with authentic Tuscan experiences? This two-day retreat in Montepulciano is designed for teams who want to blend work, nature, and culture in an inspiring setting.

You’ll start with a company meeting in a quiet, vineyard-surrounded venue, ideal for brainstorming or alignment sessions. Then, step outside for an immersive activity in the vineyard — from seasonal tasks like pruning or harvesting (depending on the time of year), to a guided wine tasting that explores the region’s winemaking traditions.


On day two, reconnect with nature during a panoramic trekking tour through the Tuscan hills and surrounding countryside, guided by a local expert. The retreat ends with a relaxed outdoor brunch featuring local, seasonal products.

Whether you're a startup team, a small company, or a group of remote professionals, this experience offers the perfect balance between productivity, bonding, and wellbeing — all under the Tuscan sun.

Where you'll stay

MONTEPULCIANO, Tuscany

Italy

Montepulciano is located in Tuscany, among some of the most beautiful hilly countryside sceneries of the world. Next to the UNESCO heritage site of Val d' Orcia and to the majestic vineyards where Vino Nobile is produced, it is pleasantly welcoming for remote workers.


All services needed for both short and long stay are available within the town, along with a large set of unique experiences for a real Dolce Vita time!

Called the “Pearl of the 16th Century” by art lovers, is now the perfect destination for working remotely in one of the most beautiful sceneries of the world, enjoying a glass of Nobile wine and getting enchanted by the overall atmosphere.

Total Guests

697

Hubs Distances

1h50m train from Rome to Chiusi Station + 20m direct transfer
2h15m direct transfer from Rome

Services in

Smartway App

An app for your team to live the event in a smarter way

Agenda Design Tool

Change and tweak your agenda for the event

Pulse Check

Measure the impact of the event on your team

Pre-built agenda

Sample agenda

A meaningful set of activities to engage your team, creating bondings and generating memories together.

Need a facilitator?

Need a facilitator?
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What you'll do

Main activities

A meaningful set of activities to engage your team, creating bondings and generating memories together.

Panoramic Trekking in the Hills of Montepulciano

Discover Montepulciano’s scenic hills on a 5 km trekking loop—an accessible, panoramic team adventure through olive groves and rolling countryside

Working Day at the Farm @ Podere Casanova

Where you'll sleep

Your accommodations

Widespread accommodation in the historic centre of Montepulciano, including B&Bs and holiday homes. 

Dimora nel corso - Casa Vittorio

2 guests

50Mbps | 20Mbps

Dimora nel Corso - Guest House

Cozy Guesthouse in the main alley of the town center

6 guests

50Mbps | 20Mbps

Casa degli Artisti

Experience the vibrant culture of Montepulciano at La Casa degli Artisti, a centrally located apartment just 200 meters from Piazza Grande

2 guests

20Mbps | 10Mbps

Milipano Studio Apt

Country-chic loft in Montepulciano town center

2 guests

80Mbps | 50Mbps

Where you'll work

Fortezza Medicea

Working in a medieval fortress, with panoramic view from the windows and centuries beneath your feet.

600 m2

up to 240 guests

70Mbps | 20Mbps

Where you'll eat

Cantina Gattavecchi

Lunch or dinner in an old wine cellar with a breathtaking view!

Where you'll eat

Ristorante il Pozzo

A family run restaurant & wine bar in the heart of the town

Where you'll eat

Caffè Poliziano

You can't say you have been in Montepulciano if you haven't taken a break here!