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.
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
Hubs Distances
Services in
Any Smartway offsite provides these additional features:
Pre-built agenda
Sample agenda
Need a facilitator?
We can provide a professional coach or facilitator to streamline the design and execution of your business activities, making your offsite experience effortlessly impactful.









What you'll do
Main activities
Where you'll sleep
Your accommodations
Widespread accommodation in the historic centre of Montepulciano, including B&Bs and holiday homes.
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