Combining work and vacation might seem like a challenging feat, but with the right approach, you can enjoy the best of both worlds. Due to the popularity of remote work, many people are taking “workations” where they can fulfill their job responsibilities while also experiencing some relaxation in new places. The key to a successful “workation” is finding a balance that allows you to be productive without sacrificing the joy, relaxation, and mental break that a vacation offers.
Below are the top 3 things to do in the weeks and months leading up to your workation:
Boundaries
First, it’s essential to establish and communicate clear boundaries. This involves establishing specific work hours that align with your vacation activities. For instance, you might decide to work in the mornings and reserve afternoons and evenings for relaxation. Communicating your schedule with relevant people (your boss, employees, and co-workers) as well as your family/travel companions ensures everyone is on the same page, reducing potential conflicts and misunderstandings. This structured approach helps maintain a rhythm, making it easier to switch between work and leisure modes; you have a dedicated time that you will start and end your workday so your brain can go into full-on relaxation and fun mode!

Unplugging for an entire day or two during your vacation is crucial for fostering creativity and rejuvenating your mind. Constant connectivity and the pressures of work can lead to burnout and a lack of inspiration. Taking a deliberate break from your devices and stepping away from your work responsibilities for an extended period allows your brain to rest and reset.
This downtime can lead to bursts of creative thinking and fresh perspectives when you return to your tasks. Engaging in new experiences, exploring different environments, and simply allowing yourself to relax without the constant stream of emails and notifications can stimulate your imagination and enhance problem-solving skills. By periodically disconnecting, you not only improve your mental well-being but also return to work with renewed energy and innovative ideas, making your overall workation more productive and fulfilling.
Location
Second, be sure to choose the right location, as this can significantly impact your workation’s success. Make sure your destination offers reliable internet access and access to a comfortable and functional workspace. You don’t want to arrive at your destination only to realize the internet is spotty at best and your only place for a laptop is a coffee table the height of a small dog.
While many hotels and resorts now cater to remote workers with dedicated work areas and business facilities, you always want to double check before booking that dream workation. Additionally, consider time zone differences when selecting your destination. This could impact coordinating with your team, attending or hosting meetings, and expectations with responding to emails or other communication channels. Knowing these crucial details in advance will set you up for success without surprises.
Flexibility
Lastly, create a schedule but also embrace the flexibility that remote work offers. Take advantage of breaks and downtime to immerse yourself in your local surroundings, enjoy time with your family and other travel buddies, and be open to changes in your schedule. Whether it’s a quick dip in the pool with your kids during lunch or a longer excursion on a designated day off, incorporating leisure activities can enhance your overall well-being and creativity. The key is to strike a balance that keeps you engaged and refreshed, ultimately making your workation a fulfilling experience. Scheduling these breaks and activities in advance will mean you’re more likely to do them instead of telling your travel mates, “I just need 30 more minutes.” You’ll always want 30 more minutes, so go ahead and create time-bound structure to your days.
Read below for more strategies.

Top 10 Strategies for Balancing Work and Fun on Vacation
- Set a Schedule
Define specific work hours and stick to them to maintain productivity and enjoy free time. Incorporate 1-2 entire days of complete unplugging from work so you get a mental break which will ultimately improve your overall creativity and ability to easily conquer the challenging work tasks when you do return. - Communicate Boundaries
Define specific work hours and stick to them to maintain productivity and enjoy free time. Incorporate 1-2 entire days of complete unplugging from work so you get a mental break which will ultimately improve your overall creativity and ability to easily conquer the challenging work tasks when you do return. - Choose the Right Destination
Ensure your vacation spot has reliable internet and suitable workspaces for your needs. Do you a large surface for papers, sticky notes, or other projects? Do you need access to an additional monitor? What about an environment with limited distractions? - Plan Ahead
Organize your work tasks and vacation activities in advance to manage your time effectively. List out all the work projects and other work tasks you plan to accomplish and assign an estimated time value for each. This will help you when planning and managing your work time. Add 10-20% additional work time to account for unexpected changes or issues outside of your control along with the anticipation that oftentimes we grossly underestimate how long tasks will take. Click HERE for resources to help plan and manage your time. - Prioritize Tasks
Focus on high-priority work tasks during your designated work hours to maximize efficiency. Make a list of your top 1-2 high-value tasks you want to accomplish during each work session to help you stay focused. Clear out all other tabs and notifications on your devices so you don’t get sucked into working on low-value tasks that are not a priority. - Take Advantage of Breaks
Use breaks to completely engage with your family and friends. Explore and experience your location and be fully present with those around you, getting immersed in the fun, sun, and relaxation. - Stay Connected
Keep in touch with your team and clients to maintain smooth communication and collaboration. One brief and daily re-cap email at the end of your designated daily work period should be sufficient. You can even record a short video clip to communicate important items so the folks back in your office can feel connected with you despite the physical distance. Likewise, you might want to request one daily email digest from a designated teammate, manager, or second in command. - Pack Smart
Bring all your necessary work equipment, such as a laptop, chargers, and any essential documents. For a full packing checklist to make sure everything is accounted for, click HERE. - Embrace Flexibility: Be adaptable and open to adjusting your schedule as needed to balance work and leisure. If you find it too challenging to unwind and unplug, you might want to make adjustments to your work schedule. For example, take the next day to work longer hours so you can tackle your big projects and priorities knowing the following day you can completely relax and unplug from anything related to work. Alternatively, you might want the first 2-3 days to be devoted just to working a “normal” day so you can spend the last half of your vacation to focus only on having fun and relaxing. This is where my tip on planning ahead mentioned above comes in handy- when you have all your tasks and estimated time frames listed out, it makes it so much easier to adapt and modify your daily plan.
- Practice Self-Care
Ensure you get enough rest, eat well, and stay active to maintain your overall well-being. I talked about this in last month’s blog, so you might want to check it out HERE. It’s easy to get out of routine while we’re on vacation, but it’s also important to do our best and continue daily habits of physical activity and healthy eating.
By following these strategies, you can enjoy a perfectly planned trip that ensures a harmonious blend of productivity and relaxation. Safe travels, my friends!