A workation is, as the name suggests, where the world of work and the world of vacation mix. The idea is simple: you escape the regular office hustle and bustle for a remote workspace in an exciting new location – be it the café down the road or a lodge in a small seaside town.
Workations need not be solo ventures. According to Owl Labs 2024 State of Hybrid Work report, workplace anxiety is on the rise, with over 40% of employees reporting that their stress levels have increased compared to the previous year. Organizing a workation for your team is an excellent way to ease some of these stressors, strengthen team relationships, and boost morale.
However, careful planning is essential. From selecting the right location to the art of balancing work with leisure, here’s how to plan the perfect workation for you and your team:
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1. Choose the Right Destination
The right location and accommodation can make or break a workation. It should be a place most team members are excited to visit while also meeting workplace needs and budget constraints.
Look for locations that offer:
- Easy Accessibility: Avoid long, complicated travel routes that might exhaust team members before the workation even begins. Stick to locations that are easy to reach – and leave.
- Reliable Internet: Instead of relying on unpredictable hotel Wi-Fi or expensive roaming costs, consider an eSIM UK plan or other international eSIM options. No need for a physical SIM or to visit a store — an eSIM can be activated remotely and allows for seamless connectivity, no matter the workation destination.
- Aligned Time Zones: Make sure the workation area has a similar time zone to your team’s office location.
2. Sort Out Logistics Early
Managing trip logistics in advance prevents stress upon arrival. It may be a complex process, but it is necessary for any successful workation.
Take the time to arrange:
- Transport: Pre-arrange airport transfers and public transport routes to avoid employees being stranded without a ride.
- Workspaces: Choose a productive workspace, whether it’s a meeting room at the hotel or a local co-working space. Ensure it’s comfortable, quiet, and has enough power outlets.
- Budget: Set up an extensive budget before the trip and stick to it. Take into account all potential expenses, and consider setting aside a certain percentage of the budget for unexpected costs.
3. Balance Work and Leisure
A team workation shouldn’t feel like a typical week in the office, but it shouldn’t turn into spring break with colleagues either. Striking that balance between work and play is essential and will ensure that you and your team get the most out of your experience.
Help the team maintain balance by:
- Setting Fixed Work Hours: Establish a daily routine that allows the team to be productive during dedicated work hours but also allows time for relaxation and recreation outside of those hours.
- Planning Leisure Activities: According to Slack’s State of Work Report, 4 in 5 employees say that feeling happy and content in the workplace is a key factor in their productivity. Schedule activities during non-work hours, like guided tours of cooking classes, to encourage relaxation and fun.
- Avoiding Over–Scheduling: On the flip side, do not be tempted to pack the day with too many activities. Allow the team their own free time to explore, unwind, and recharge outside of working hours.
4. Automate Routine Tasks
To maximize the benefits of a workation, automate repetitive tasks. This approach will allow the team more time for collaboration and leisure instead of being bogged down by administrative duties.
Some examples include:
- Scheduling and Reporting: Take full advantage of automation tools to schedule meetings, track progress, and generate reports. When it comes to managing meetings and coordinating schedules during your team’s workation, leveraging an online scheduling software can significantly cut down on manual planning. These platforms let teams automate the process of finding common free slots, send out invites, and even set up recurring meetings without the usual back-and-forth emails. By implementing automated scheduling tools, you ensure everyone stays aligned no matter where they are working from, leaving more time for collaboration and less for coordination.
- Hiring and Recruitment: Streamline the time-consuming and complex hiring process with skills assessment tools. They help identify the best global talent without the team having to spend hours manually reviewing applications.
- Expense Management: Travel expense tracking apps can simplify the budgeting process and prevent financial headaches for the team.
5. Encourage Team-Building Activities
Team-building exercises are one of the simplest but best ways to improve team dynamics and employee behaviors. They can not only break down barriers between team members but also make for a very memorable experience.
Plan activities such as:
- Outdoor Adventures: Hiking, obstacle courses, or team sports encourage bonding. Just remember to be inclusive and plan activities that accommodate everyone.
- Casual Get-Togethers: Lunches, trivia nights, and informal catch-ups can all strengthen team relationships.
- Workshops: More formal options, like leadership training or brainstorming exercises, provide growth opportunities while keeping the team engaged.
The Bottom Line
A well-planned workation can offer your team the best of both worlds – a break from the usual routine while strengthening team bonds, inspiring creativity, and boosting productivity.
By planning logistics early, striking that balance between work and play, and automating routine tasks, you can create an incredible experience that benefits both your team and your company.

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