About the Company
We’re a small, experienced team designing thoughtful, high-quality travel experiences for private clients. We work in a high-trust, collaborative way, giving people space to take ownership while always being available for guidance when needed. If you enjoy responsibility, asking good questions, acting with urgency, and learning through real experience — and you’re looking to build a long-term career in travel — you’ll feel at home here.
About the Role
We’re looking for a smart, self-motivated, and exceptionally detail-oriented Travel Design & Bookings Assistant (Apprendistato contract) to join our fully remote team. You’ll primarily work on bespoke Italy itineraries for private clients, while also supporting projects in the UK & Ireland, Spain & Portugal, France, and Greece at various stages. This role spans Travel Design and Bookings & Operations (you’ll focus on one at a time depending on seasonality). A strong sense of urgency and responsiveness is essential in both parts of the role, particularly when communicating with clients and suppliers.
Responsibilities
* Travel Design (Italy-Focused)
* Design accurate, thoughtful, and highly curated Italy-based itineraries
* Communicate directly with clients via email and phone, responding promptly and proactively
* Show a natural flair for understanding clients, with innate curiosity to ask the right questions and uncover what truly matters to them
* Tailor experiences to client interests, pace, and travel style
* Treat clients with genuine care — as you would friends or family — while maintaining professionalism
* Participate actively in the sales process and work towards targets
* Bookings & Operations
* Manage client relationships from booking confirmation to departure
* Maintain a strong sense of urgency when responding to clients, suppliers, and time-sensitive situations
* Book and reconfirm hotels, transfers, guides, tickets, and activities
* Liaise with suppliers and manage relationships
* Handle emergencies and last-minute changes calmly and efficiently
* Perform meticulous itinerary checks (timings, meeting points, contacts)
* Follow up on supplier invoices and liaise with accounts
Qualifications
* C1 English (written & spoken)
* C1/C2 Italian (written & spoken)
Required Skills
* Smart, quick-thinking, and adaptable
* Highly self-motivated — you take ownership naturally
* Exceptionally detail-oriented, with zero tolerance for errors
* Solution-oriented: you take initiative to assess situations, explore options, and implement solutions independently, escalating to your manager only when necessary
* A strong communicator, able to express ideas clearly and confidently in both writing and conversation
* Responsive and reliable, with a natural sense of urgency when dealing with clients
* Comfortable picking up the phone and speaking with clients and suppliers
* Naturally curious, with a strong instinct for understanding people
* Client-focused, with a genuine desire to look after people properly
* Calm under pressure and able to prioritise effectively
* A team player who also works just as well independently
* Tourism studies completed
Preferred Skills
* Comfortable learning new systems: Google Workspace, Zendesk, Airtable, and itinerary development software
Pay range and compensation package
* Fully remote position
* Company laptop, mobile phone, and SIM
* Buoni pasto
* Supportive, high-trust working environment
* Annual team retreats
* International clients and suppliers
* Contract: Apprendistato professionalizzante CCNL Turismo (3 years)
* Under 30, or 30+ and receiving NASPI
Equal Opportunity Statement
We are committed to diversity and inclusivity.
How to Apply
Please send:
* Your CV
* A cover letter explaining why you’d be a great fit for this role and our company
Applications in English only.