Join the Jollie Ecosystem

At Jollie, we believe that meaningful hospitality begins with meaningful people.


Across our ecosystem — from wine tours and artisanal food experiences to cheese maturation, regenerative agriculture and hospitality — we are always interested in meeting talented, curious and passionate individuals who share our values.


We are not simply looking for qualifications. We are looking for people who care about authenticity, craftsmanship, human connections and the preservation of local knowledge while helping it evolve for future generations.


Whether your expertise lies in hospitality, tourism, food and wine, agriculture, marketing, communication, education or business development, we would be delighted to hear your story.


If you believe you could contribute to our vision of a more authentic and regenerative Tuscany, we invite you to send us your spontaneous application. Exceptional opportunities are often created by exceptional people.


Tell us who you are, what inspires you and how you would like to contribute to the Jollie journey.


We are always interested in meeting talented individuals who share our values. Send your spontaneous application to careers@jolliegroup.com and let us know what you could bring to our ecosystem.

Current Opportunities


Explore our latest openings across hospitality, tourism, food, agriculture and business development

There are currently no specific openings published. However, we are always open to meeting exceptional profiles who could contribute to the growth of the Jollie ecosystem in Tuscany.


We welcome spontaneous applications across several areas of the Jollie ecosystem:


  • Wine Tour Guide
  • Food Preparation & Service Team Members
  • Guest House Managers
  • On-site Hospitality Couples
  • Animal Care / Small Farm Assistants

Wine Tour Guide Grape Tours – Florence (Tuscany) | September–October 2026


 

Position Overview

 

Grape Tours is looking for a Wine Tour Guide to join our team in Florence, Tuscany, for the September & October 2026.

 

As a Wine Tour Guide, you will lead small groups of guests (maximum 8 people) on immersive wine tours across Tuscany. You will introduce visitors not only to Tuscan wines, but also to the broader Italian food and lifestyle culture: local cheeses, olive oil, traditional cuisine, terroir, and regional heritage.

 

You will explain winemaking processes, share cultural insights, and tell the stories behind the landscapes, producers, and traditions.

 

Your mission: to create an enjoyable, educational, and truly memorable experience for every guest.

 

You will be responsible for driving one of our company vans to carry out the daily tour programs.

 

This is an on-site role based in Florence with a contratto a chiamata.

Applicants must already be based in Florence or in the immediate surrounding area.

 

Key Responsibilities

 

- Lead and manage small groups of international guests during full-day wine tours

- Deliver engaging explanations about wine, local gastronomy, olive oil, cheese, and Italian lifestyle

- Share insights about sustainability, terroir, and regenerative agriculture

- Ensure guests’ safety, comfort, and overall satisfaction

- Drive company vans (9-seat automatic vehicles) safely and responsibly

- Follow the itinerary and program defined by Grape Tours’ technical direction

- Answer guests’ questions and adapt the experience to their interests while respecting the tour structure

- Respect schedules and timing

 

Requirements & Qualifications

 

- Excellent interpersonal and communication skills

- Fluent in English (additional languages are a strong plus)

- Previous experience in wine tourism, food & beverage tourism, or hospitality

- Strong knowledge of Tuscan wine culture and winemaking processes

- Interest and knowledge in Italian cuisine, cheese, olive oil, and lifestyle culture

- Sensitivity to sustainability, local production, and regenerative agriculture is highly appreciated

- Minimum qualification required: Sommelier certification or WSET

- Ability to manage groups and deliver engaging storytelling

- Strong organizational and time-management skills

- Flexibility to work on weekends and holidays

- Valid driver’s license and authorization to work in Italy

- Confident driving 9-seat vans (automatic) safely