Workation Checklist for Employees and Employers – How to Make a Workation a Success for Both Sides

Workations – working from abroad – are becoming increasingly popular among both employees and employers. For many team members, they offer the ideal way to combine productivity and quality of life. At the same time, they provide companies with a crucial edge in the competition for top talent. To ensure a workation becomes a success rather than a challenge, thorough preparation is key – on both sides. That’s why we at Vamoz have created a Workation Checklist for you – for employees and employers alike.

For Employees – Your Workation Checklist

1. Get Approval

Before you start organizing anything, talk to your team lead and HR manager. Both must approve the workation before you begin making any concrete plans.

2. Choose a Destination with Good Infrastructure

When picking your destination, there are a few things to keep in mind to ensure you can work efficiently from abroad. Pay attention to a stable internet connection, a compatible time zone, and available workspaces like co-working spaces. We've summarized some of the most popular workation destinations for you in this blog post.

3. Check Data Protection & IT Security

In addition to the right infrastructure, it's important to comply with your company's data protection policies and IT security standards. Public Wi-Fi should definitely be avoided.

4. Clarify Legal Aspects

Do you need a visa? Should your health insurance provider be informed? How long are you allowed to work in your destination country? Before starting your workation, make sure you’ve clarified all relevant legal aspects – including insurance, social security, labor law, and tax regulations. Working remotely from abroad can pose serious risks – for both employees and employers. It's easy to lose track in the legal jungle. Vamoz supports you and your company in organizing compliant and legally secure workations. You’ll find more information on the legal challenges in this blog post.

5. Follow Your Company’s Workation Policy

Each company sets its own workation policy. This may define, for example, how many consecutive days employees can go on a workation or which countries are permitted. In addition to the points mentioned above, the policy may contain further requirements that must be met before starting your workation. Make sure you're familiar with and comply with all your company’s rules.

For Employers – The Workation Checklist for Companies

1. Create a Workation Policy

A clear workation policy is essential for successful implementation. It should outline who is allowed to go on a workation, for how long, which countries are permitted, and what other conditions must be met before employees can begin their workation.

2. Ensure Compliance

Labor law, tax obligations, insurance – the biggest challenge with workations lies in the legal complexities. The good news: Vamoz helps companies tackle these exact challenges. We analyze all risks and clarify every legal and insurance-related aspect in advance – so that every workation is fully compliant.

3. Provide the Technical Setup

Besides legal and insurance-related matters, it's also important to ensure the technical requirements are in place. Employees should have access to VPN, secure devices, and cloud-based tools so they can work just as productively and securely abroad as they would in the office.

4. Promote Trust and Company Culture

Workations have been proven to boost productivity and enhance a company’s appeal in the competition for top talent. Rather than merely allowing workations, companies should actively promote and encourage them. Leaders should not only support the concept but also lead by example. This builds trust and helps foster a modern company culture that benefits everyone.

5. Gather Feedback

What worked well – and what didn’t? After the workation is before the next one. That’s why it’s important to gather feedback from employees after their return. This is the only way to continuously refine and optimize your remote work strategy.

Conclusion: Structure Leads to Workation Success

Workations can be a real win-win for both employees and companies – if they are well-structured and properly planned. With clear processes, legal security, and a supportive company culture, location-independent work models don’t just become possible – they thrive.

How Vamoz Supports Workations

Vamoz helps companies manage all necessary clarifications to ensure successful workations. With Vamoz’s solution, companies can make sure their employees go on workation in a legally compliant way. Vamoz handles all necessary steps – from legal and insurance assessments to organizing the required documentation. Thanks to the automated tool, companies save valuable time – and employees can enjoy their workation with peace of mind.

Book a free demo now via this link.