If you’re ready to get paid to travel, stick around because in today’s guide, we’ll be talking about six companies that will pay you to explore the world. Now taking a two to three week vacation is great, but let’s be honest it’s just not enough time.
So the traditional way to solve this problem is by working for a company that lets you travel for both work and leisure.
TripAdvisor
TripAdvisor is one of the world’s largest travel platforms known primarily for its user-generated reviews of hotels, restaurants, attractions, and other travel-related businesses. Now here’s a rundown of some key aspects.
- Travelers can leave reviews and ratings for accommodations, restaurants, activities, and more based on their personal experiences.
- Many people use TripAdvisor as a tool for planning their trips. They can read reviews, browse photos, and compare prices for hotels, restaurants, and attractions in destinations worldwide.
Facts About TripAdvisor
- It actually started out as a review site only.
- It then evolved into a booking platforms for users.
- You can book hotels, flights, vacation rentals, restaurants, and experiences directly through the site or its affiliated partners.
Working For Tripadvisor
They have a lot of benefits for employees to travel including the global lifestyle benefit which gives team members an annual allowance they can spend on travel. The company also offers paid vacations and employee resource groups that support team members from all over the world.
Depending on your field, you may be able to land a position where you can travel for work. Many workers at TripAdvisor work and travel for the company. Some work as sales representatives, marketing professionals, or content creators.
Usually they’ll travel for conferences, visiting client locations, or conducting site visits for content creation. Currently, TripAdvisor is hiring for customer success positions, data analytics, design, and UX jobs as well as engineering, marketing, operations, and sales jobs.
Calendly
Calendly is an online scheduling tool that simplifies the process of setting up appointments and meetings.
It pretty much allows users to create personalized links others can use to book meetings, appointments, depending on the user’s availability. This tool is commonly used by professionals, businesses, and individuals who frequently schedule meetings, interviews, consultations, and other types of appointments. You may have actually used this tool when booking an appointment online.
Working for Calendly
Calendly, like many forward-thinking tech companies, understands the importance of flexible work arrangements and the occasional necessity of business travel. Typically, the company covers all business-related expenses including airfare, lodging, meals, and local transportation.
Employees are then often required to submit expense reports for reimbursement. They’re also known to organize company retreats, team building activities, or off-site meetings in different locations. They do this to help foster teamwork, innovation, and a strong company culture.
These events can be held in attractive destinations and may include a mix of work-related sessions and recreational activities allowing employees to recharge and connect with colleagues in a different setting. They also offer travel stipends and allowances for their employees. You can see they offer a $1,000 vacation stipend for your next hotel, flight, or rental car.
Calendly’s Open Roles
They offer a good chunk of remote roles in fields like engineering, product, operations, and marketing. So after you read this video to the very end to learn all your options, make sure you check out Calendly and see if there’s any roles you qualify for.
Expedia Group
Expedia Group is a leading global travel technology company that operates a wide range of travel brands, including Expedia.com, Hotels.com, Orbitz, Travelocity, and others. Now this is another website I use myself when traveling.
The company basically makes travel easy for everyone, everywhere, by offering a wide variety of travel services and solutions. Because it’s a company that’s used by users from all over the world, they value diversity. So they make all their employees feel valued and empowered.
Expedia Group Benefits
They have an excellent benefits package. Let’s take a look at what they offer. Competitive compensation, health and wellness, a great work-life balance, generous pay time off, parental leave, and flexible work arrangements, including remote work options, as well as professional development, retirement plans, and most importantly, travel perks and discounts through Expedia.
That includes 20% off hotels, 10% off travel packages, and bonus Expedia Plus points when booking a flight. Not to mention, there are plenty of positions that require you to travel for work. So other than your vacation time off, you’ll be able to explore while working.
Anyplace
Anyplace is a real estate tech company specializing in fully furnished luxury apartments tailored for remote workers and digital nomads. So this company is pretty unique.
Their purpose is to provide a seamless living experience for digital nomads and remote workers who move from one place to another. The apartments are ready for immediate occupancy with amenities such as high-speed Wi-Fi and fully equipped workspaces. This basically makes it convenient for remote workers who need a reliable and efficient work environment from day one.
Residents can move in on short notice and leave whenever their job or personal preferences dictate without being tied to any long-term leases.
Working for Anyplace
The company extends its flexible and supportive benefits to its employees by offering a travel stipend and an unlimited vacation policy. This way, the team can also embrace the remote work lifestyle, stay inspired, and maintain a healthy work-life balance.
Anyplace Benefits
They offer a flexible vacation policy as we mentioned, healthcare coverage, wellness and development stipend, new hire stipend, work from home stipend, stock options, a 401k, FSA, referral bonus, and no meeting Fridays because no one likes Friday meetings anyways.
Payhawk
Payhawk is a financial technology company that offers an all-in-one spend management solution for businesses. Its platform is designed to simplify and automate the management of company expenses, payments, and financial processes.
Working for Payhawk
Payhawk fosters a culture of innovation and creativity, encouraging their employees to bring in new ideas and solutions to the table. The company supports a healthy work-life balance, offering flexible working hours and remote work options.
They also offer competitive salaries and performance-based bonuses to attract and retain top talent. Now employees working for Payhawk also have great healthcare, wellness programs, and mental health support. Based on my research, this company is known to invest in their employees, providing opportunities for continuous learning, training programs, and most importantly, career advancement.
They offer generous vacation policies and pay time off to make sure their employees can recharge and maintain a healthy work-life balance. And yes, many positions do come with stock options, allowing employees to share in the company’s success.
Payhawk Career Opportunities
They offer a wide range of career opportunities across various departments, including engineering and development, product management, sales and marketing, finance and operations, and human resources.
TravelBank
TravelBank is a comprehensive travel and expense management platform founded in 2016 and headquartered in San Francisco, California. Now this company’s mission is to simplify business travel and expense reporting while helping companies save time and money.
The platform offers user-friendly travel booking for flights, hotels, and rental cars, allowing users to compare prices and find the best deals. Now employees at TravelBank enjoy competitive compensation packages, including performance-based bonuses and stock options, as well as comprehensive health and wellness benefits, including medical, dental, vision, and wellness programs and mental health support.
They do support a flexible work-life balance, which means flexible working hours, remote work options, and generous pay time off policies. TravelBank offers a wide range of career opportunities in different fields, including engineering and development, product management, sales and marketing, finance and operations, and human resources. Specific roles might include software engineers, product managers, sales executives, customer success managers, and more.
The company has a fantastic reputation. Most employees say they have a supportive environment working at TravelBank.
Conclusion
Getting paid to travel is no longer a dream meant only for influencers or seasonal workers. As you’ve seen, companies like TripAdvisor, Calendly, Expedia Group, Anyplace, Payhawk, and TravelBank actively support flexible work, remote roles, and travel-friendly benefits that allow you to explore the world while building a real career. From travel stipends and remote-first policies to generous paid time off and roles that involve business travel, these opportunities prove you don’t have to choose between earning a living and seeing new places.
If you’ve been looking for more freedom, better work-life balance, or a way to make travel part of your lifestyle, now is the right time to take action. Explore each company’s open roles, align them with your skills, and start applying. With the right opportunity, you can turn work into a passport to the world and get paid to travel while doing it.
