How to Work Remotely and Travel

By Ibrahim Okunade


Remote Jobs

Ibrahim Okunade

Ibrahim Okunade

Writer & Career Coach

Have you ever dreamt of trading your office cubicle for a beachfront bungalow or a cozy mountain cabin? Well, you’re not alone! In today’s digital age, remote work and travel have become enticing for many. Join us as we explore the secrets to turning your wanderlust into a sustainable remote work lifestyle, sharing invaluable tips on staying productive, finding the perfect destinations, and achieving that elusive work-life balance while globe-trotting.

How to Work Remotely and Travel

Preparing for Working on the Road

Effectively balancing traveling and productive work requires careful planning. From identifying the right career opportunities that support remote work to setting up a functional mobile office, you need to ensure everything is in order. Let’s get started!

Choosing the Right Job or Career

Choosing the right job or career is important when preparing to work as a globe-trotting remote worker. Essentially, it means finding a job that allows you the flexibility to work from anywhere, as not all professions are suited for remote work.

For example, some careers in web development, digital marketing, writing, or graphic design offer excellent remote work opportunities. These jobs typically require little more than a laptop and an internet connection, making them ideal for remote work. On the other hand, jobs that demand physical presence, such as manufacturing or healthcare, may not be a good fit for this lifestyle.

When you pick the right job, you’ll have the freedom to work remotely and travel. This way, you can explore new destinations without compromising your career goals, making your dreams a reality.

Remote Office Must-Haves

While it may not be a traditional office in the real sense of it, your remote office must still have some essential items. While the list of items will typically depend on your specific area of work, here are the essential office must-haves for anyone who wants to  work remotely and travel:

  • Reliable Laptop: Invest in a high-quality laptop with sufficient processing power, memory, and a comfortable keyboard for work.
  • Stable Internet Connection: A fast and stable internet connection is non-negotiable. Consider portable Wi-Fi devices or local SIM cards when traveling.
  • Noise-Canceling Headphones: Block out distractions with noise-canceling headphones for focused work, especially in shared or noisy environments.
  • Ergonomic Accessories: Maintain comfort with an ergonomic chair, keyboard, and mouse. Portable laptop stands can help you maintain a healthy posture.
  • Backups and Data Security: Regularly back up your work, and consider a VPN for secure data access, especially on public networks.
  • Organization Tools: Use digital task managers and physical notepads to stay organized and meet deadlines.
  • Webcam and Microphone: Ensure good video and audio quality for remote meetings and conference calls.
  • Universal Power Adapters: Be prepared for different power outlets and voltages when traveling internationally.
  • Cloud Storage: Utilize cloud services like Dropbox or Google Drive for seamless access to your files from anywhere.

Legal and Financial Considerations

When embracing the lifestyle of remote work and travel, it’s essential to address various legal and financial considerations to ensure a smooth journey.

Here are key points to keep in mind:

  • Tax Implications: Be aware of tax laws in your home country and the countries you visit. Some countries may have tax treaties in place to prevent double taxation. Consult with a tax professional to understand your obligations and potential deductions.
  • Visa and Work Permits: Research visa requirements for the countries you plan to visit and work in. Some destinations may have specific digital nomad visas, or remote work permits to accommodate your lifestyle legally.
  • Health Insurance: Evaluate your health insurance coverage. Ensure that it extends to international travel and remote work situations. Consider purchasing travel insurance for added coverage during your journeys.
  • Banking and Currency: Set up international banking options with low or no foreign transaction fees. Familiarize yourself with currency exchange rates and budget accordingly.
  • Contracts and Employment Agreements: Review your work contract and agreements to ensure they align with your remote work and travel plans. Discuss expectations with your employer or clients, including working hours, responsibilities, and deliverables.
  • Legal Compliance: Stay informed about local laws and regulations, including data protection, copyright, and intellectual property rights, to avoid legal issues during your travels.
  • Emergency Funds: Maintain a financial cushion for unexpected expenses, such as medical emergencies or unforeseen travel disruptions.

Seek advice from legal and financial professionals to ensure that you’re operating within the bounds of the law while enjoying the freedom and flexibility of traveling while working remotely.

Planning Your Travel

Even if it’s not your first time traveling, you still have to make sure you plan well ahead. Remote work and travel bring unique challenges, meaning careful planning is required.

Factors to Consider When Choosing a Travel Location

  • Internet Connectivity: Ensure the availability of high-speed and reliable internet, which is crucial for remote work. Research the quality of connectivity in your chosen location, and consider portable Wi-Fi options if needed.
  • Time Zone: Check the time zone of your destination and how it aligns with your work schedule and deadlines. Be mindful of potential time zone differences and their impact on your productivity and communication with colleagues or clients.
  • Cost of Living: Evaluate the cost of living in the area, including accommodation, food, transportation, and activities. A cost-effective destination can help you manage your budget more efficiently.
  • Safety and Security: Prioritize safety when choosing a location. Research the destination’s safety record and adhere to any travel advisories or warnings issued by your government. Check the US Department of State for travel advisories to ensure you’re not venturing into areas with potential security risks. Being well-informed and cautious about safety concerns is essential for a worry-free and enjoyable remote work and travel experience.
  • Visa and Legal Requirements: Ensure that you understand and can fulfill the visa and work permit requirements for your chosen location. Be aware of the maximum length of stay allowed as a tourist and whether there are special provisions for remote workers.
  • Healthcare Facilities: Know the availability and quality of healthcare services in case of emergencies or medical needs. 
  • Time for Exploration: You’ll want to explore and enjoy the destination while working remotely. Choose a location that offers cultural, recreational, and natural attractions aligned with your interests.
  • Weather and Climate: Take into account the climate and weather conditions during your stay. Extreme weather can affect your work and overall experience, so plan accordingly.

Popular Digital Nomad Destinations

Here are some of the most popular digital nomad destinations in the world:

  • Chiang Mai, Thailand: Chiang Mai is a popular digital nomad destination due to its low cost of living, beautiful scenery, and friendly people. There are also many co-working spaces and digital nomad communities in Chiang Mai, making it easy to meet and connect with other remote workers.
  • Lisbon, Portugal: Lisbon is another popular digital nomad destination due to its affordability, vibrant culture, and good weather. There are also many co-working spaces and digital nomad communities in Lisbon, making it a great place to settle in and work remotely. Portugal offers digital nomad visas for temporary stay and permanent residency.
  • Bali, Indonesia: Bali is a popular digital nomad destination due to its stunning beaches, laid-back lifestyle, and abundance of co-working spaces and digital nomad communities. Bali is also a relatively affordable destination, making it a good option for digital nomads on a budget.

Other popular digital nomad destinations include:

  • Budapest, Hungary
  • Berlin, Germany
  • Barcelona, Spain
  • Prague, Czech Republic
  • Cape Town, South Africa
  • Ho Chi Minh City, Vietnam
  • Tulum, Mexico
  • Austin, Texas, USA

When choosing a digital nomad destination, it’s important to consider your budget, lifestyle, and work needs. For example, if you need a fast and reliable internet connection, you’ll want to choose a destination with good infrastructure. If you’re on a tight budget, you’ll want to choose a destination with a low cost of living. If you’re looking for a place with a vibrant digital nomad community, you’ll want to do some research to find a destination that has a lot of co-working spaces and meetups.

Creating a Travel Itinerary

Creating a well-organized travel itinerary is essential for maximizing your remote work and travel experience.

Here’s a step-by-step guide:

  • Travel Dates: Decide on your travel dates, taking into account your work schedule, weather conditions, and any time zone differences. Flexibility can be an asset.
  • Accommodation: Find a suitable place to stay. Consider co-living spaces, Airbnb, or long-term rentals with reliable internet and a comfortable workspace.
  • Flights and Transportation: Book flights or other transportation options well in advance to secure good deals. Be mindful of your work commitments when planning your travel times.
  • Work Schedule and Workspace Options: Create a detailed work schedule that outlines your working hours and tasks. Be clear about your availability and communication channels for clients or colleagues. Identify suitable workspaces, such as co-working spaces or local cafes, for days when you prefer not to work from your accommodation.
  • Exploration Time: Plan your leisure activities and sightseeing during your free time. Research local attractions, restaurants, and events that align with your interests.
  • Budget: Create a budget for your trip, considering expenses like accommodation, food, transportation, and entertainment. Monitor your spending during your travels.
  • Packing List: Make a packing list tailored to both your work and travel needs. Don’t forget essential items like chargers, adapters, and work-related documents.
  • Travel Documents: Verify that your passport, visa, and any necessary permits are up to date and meet the requirements of your chosen destination.
  • Communication Plan: Establish a communication plan with family, friends, and colleagues. Share your itinerary and important contact information.
  • Itinerary Organization: Use travel apps or a physical planner to organize your itinerary. Include important details like confirmation numbers, addresses, and contacts.

If you’re traveling long-term, the items above still apply. However, there are some additional considerations to keep in mind. Be prepared for evolving needs, such as renewing visas or work permits, and stay informed about changing conditions in your chosen destinations. You should also seek opportunities for meaningful cultural immersion and personal growth throughout your extended journey. Long-term travel offers a chance to truly immerse yourself in the world, and with careful planning, it can be a life-changing adventure.

Tips for Staying Productive on the Road

Staying productive while traveling, whether for remote work or personal projects, can be challenging but achievable with the right strategies.

Here are some tips to help you stay on track:

  • Create a Dedicated Workspace: Establish a productive workspace wherever you are. This could be a quiet corner in your accommodation, a local co-working space, or a library. Having a dedicated area helps you mentally separate work from leisure.
  • Set a Schedule: Maintain a consistent work schedule. Define your working hours, breaks, and days off. Adhering to a routine helps you stay organized and productive.
  • Utilize Productivity Tools: Leverage productivity apps and tools like task managers, calendar apps, and note-taking apps. These help you stay organized and on top of your to-do list.
  • Effective Communication: Maintain clear and regular communication with your team or clients. Use tools like Slack, Zoom, or email to stay in touch and provide updates on your progress.
  • Offline Work: Download necessary files and resources for offline work. This is especially important when you’re in areas with unreliable internet access.
  • Local Networking: Connect with local professionals or the digital nomad community. Networking can lead to valuable insights, support, and collaboration opportunities.
  • Backup Power and Data: Carry a power bank for your devices and back up important data to prevent work disruptions during power outages or technical issues.
  • Adapt to Time Zones: If you’re in a different time zone, align your work hours with your team’s schedule or find a balance that works for everyone.
  • Travel Light: Minimize physical clutter. A light and organized travel setup can reduce stress and make it easier to work efficiently.
  • Regular Check-Ins: Schedule regular check-ins with yourself to evaluate your productivity, set new goals, and make necessary adjustments to your work routine.

Embracing the Digital Nomad Lifestyle

Community and networking are important parts of the digital nomad lifestyle.

Here’s how they contribute to the experience:

  • Connection and Support: Traveling while working remotely can sometimes be isolating. Having a community of like-minded individuals provides a sense of connection and support. It’s comforting to know that others understand the unique challenges and opportunities of this lifestyle.
  • Information Sharing: Digital nomad communities are hubs of information. Nomads often exchange valuable tips on destinations, accommodations, co-working spaces, and work opportunities. This knowledge-sharing can save time and money and enhance the overall travel experience.
  • Collaboration Opportunities: Networking within the community can lead to collaboration on projects, business ventures, or job opportunities. Digital nomads often have diverse skills, and teaming up with others can be mutually beneficial.
  • Learning and Skill Development: Many digital nomads are freelancers or entrepreneurs. Within the community, there are often workshops, seminars, and events where individuals can learn new skills or enhance their existing ones.
  • Accountability and Motivation: Staying productive and motivated can be challenging while traveling. A community can provide a sense of accountability. Sharing goals and progress with others encourages individuals to stay on track.
  • Social Interaction: Being on the road can sometimes lead to social isolation. However, living and working in co-living and co-working spaces can help you beat the isolation.

Budgeting and Finance

When it comes to remote work and travel, cost considerations play a crucial role in ensuring financial stability and a successful experience.

Here’s a brief run-through of key cost considerations:

Living Expenses

  • Accommodation: Choose budget-friendly options, like hostels or local rentals.
  • Food: Favor local eateries and cooking over dining out.
  • Transportation: Use public transit to reduce commuting costs.
  • Visa Fees: Budget for visa and immigration expenses.
  • Healthcare: Invest in comprehensive travel health insurance.
  • Internet and Phone: Set aside funds for mobile data and international plans.
  • Utilities: Account for utilities if renting long-term.
  • Miscellaneous: Include daily necessities in your budget.

Travel Expenses

  • Transportation: Plan and book affordable long-haul travel.
  • Local Transit: Allocate funds for local transportation.
  • Activities: Budget for attractions and leisure activities.
  • Emergency Fund: Create a financial safety net.
  • Currency Exchange: Minimize foreign transaction fees.
  • Travel Insurance: Secure comprehensive coverage.
  • Cultural Experiences: Include expenses for local events.
  • Recreational Equipment: Account for hobby-related costs.

Tips for Managing Your Finances on the Road

For a seamless experience while working on the road, your finances must be well-managed.

Here are some tips to help you do just that:

  • Set up online access to your bank accounts for remote monitoring.
  • Use mobile wallets for secure, contactless payments (e.g., Apple Pay, Google Pay).
  • Choose travel-friendly credit cards with low foreign transaction fees.
  • Utilize international ATMs for cash withdrawals in local currency.
  • Consider multi-currency prepaid cards for efficient currency exchange.
  • Employ budgeting apps like Mint or YNAB to create and track your budget.
  • Digitize paper receipts with receipt scanner apps.
  • Utilize local financial apps at your destination for specific financial needs.

Balancing Work and Leisure

As a digital nomad, leisure is a significant aspect of the lifestyle, providing a well-deserved break from work and a chance to explore the world. Therefore, balancing work and leisure is key to a fulfilling experience. 

Traveling while working remotely offers workation experiences, where work seamlessly integrates with travel and leisure. They allow you to be productive during your work hours while enjoying the beauty and culture of your chosen destination during your free time. Whether it’s a sunrise beach walk, a local market visit, or hiking through breathtaking landscapes, workations redefine the traditional work-life balance, enabling you to savor the best of both worlds.

Don’t forget to try local cuisine, learn a few basic phrases in the local language, participate in cultural activities, and respect local customs. Embracing the local culture enhances your travel experience, fosters connections with locals, and broadens your perspective.

Tips to Avoid Burnouts When Working on the Road

  • Set Clear Boundaries: It is important to set clear boundaries when working on the road. Don’t get too comfortable that you place leisure way above work and vice versa. Find that sweet spot and enjoy.
  • Social Interaction: Seek social interaction through local meetups, digital nomad communities, or staying in touch with friends and family.
  • Establish a Dedicated Workspace: Create a designated work area that is separate from your leisure space. This helps mentally divide work from relaxation.
  • Monitor Stress Levels: Pay attention to stress indicators and take action to alleviate stress, whether through relaxation, exercise, or seeking support.


For those contemplating the digital nomad lifestyle, know that traveling while working remotely can be the gateway to a life enriched by cultures, sights, and experiences you’d never imagined. Although it’s a leap into the unknown, with careful planning and an open heart, the rewards are boundless. So, pack your dreams in your backpack, for the world is your office. Embrace the nomad lifestyle and step into a world where you can live and work anywhere.

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