Dreaming of working remotely and traveling the world—without dipping into your own savings? You're in luck. In 2025, several companies are hiring for remote roles and offering travel perks like paid vacations, stipends, or free lodging. These remote-first employers don’t just support flexibility—they actively reward adventure.
Below, you’ll discover 15 remote companies hiring now that pay you to travel. Whether you’re seeking a career in tech, SaaS, or marketing, this list can help you land a role that funds your lifestyle—and fuels your passion.
Remote Companies That Pay You to Travel
The following companies go beyond flexible work—they offer real travel benefits. These aren’t just job perks—they’re part of the company culture.
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BambooHR – Offers a “paid paid vacation” benefit for eligible employees.
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Calendly – Provides quarterly stipends to spend on vacation or wellness.
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Disruptive Advertising – Rewards team members with a vacation bonus.
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Expedia – Offers wellness reimbursements and travel perks.
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Hopper – Grants $200 in Carrot Cash annually for trips via its app.
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Kasa Living – Offers up to $2,000/year in lodging credits at Kasa locations.
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Kindred Concepts – Awards $1,000 per quarter in travel stipends.
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LeadSimple – Provides an annual vacation allowance.
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MNTN – Includes a $2,000 yearly travel stipend.
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Olark – Pays a $1,000 bonus for five consecutive days of vacation.
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Philo – Offers a $2,000 vacation bonus.
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Qualtrics – Provides a travel-related experience bonus each year.
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Tripadvisor – Offers a Global Lifestyle Benefit for travel and wellness.
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United Airlines – Gives unlimited standby travel and airfare discounts.
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VERB Interactive – Offers a $750 travel credit through its partner network.
Pro Tip: Apply directly through the company’s careers page for higher visibility.
How to Avoid Common Mistakes When Applying for Remote Jobs
Landing a remote job that pays you to travel is competitive. According to 2025 LinkedIn data, each remote role attracts 3× more applicants than in-office jobs. Here's how to stand out:
1. Don’t Lead With Perks: Focus on the value you offer, not the benefits you want. Use metrics to back up your accomplishments and highlight relevant tools like Asana, HubSpot, or Salesforce.
2. Rethink Your LinkedIn Headline: “Open to remote” is vague. Instead, say something like: “Remote Product Manager | Scaled SaaS from $0 to $1M ARR | Expert in Monday.com & SEMrush”
3. Show Remote-Readiness: Employers want proactive, autonomous team members. Highlight self-motivation, async communication, cross-functional collaboration, and fluency with tools like Slack, ChatGPT Pro, and Copilot.
Bonus Tips to Land Remote Jobs That Include Travel Perks
If you're serious about landing one of these coveted roles, here are some additional strategies:
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Post LinkedIn content sharing your workflows or behind-the-scenes processes
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Publish a personal case study or results-driven success story
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Use resume tools like Teal HQ or Rezi for AI-optimized applications
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Include certifications (LinkedIn Learning, Coursera, IBM, AWS) on your resume
Most of all—position yourself as a solution, not a passive job seeker. The more value you demonstrate, the more likely you'll get hired and paid to travel.
FAQs About Remote Jobs That Pay You to Travel
Q: Which companies are hiring remote jobs in 2025?
A: Employers like HubSpot, Canonical, Calendly, and Tripadvisor continue hiring remote-first roles this year.
Q: Where can I find remote jobs?
A: Try FlexJobs, We Work Remotely, Working Nomads, or company career pages. Always apply directly to boost visibility.
Q: Are remote jobs disappearing?
A: Not at all. While some companies are pushing return-to-office, others are doubling down on flexible, remote-first cultures.
Final Thoughts: Want to Get Paid to Travel in 2025?
It’s not enough to want flexibility or free vacations—everyone does. The key to landing a remote job with travel benefits is showing employers what problems you solve and what value you bring.
For the next week, focus on:
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Sharpening your remote-ready skills
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Optimizing your resume with outcome-driven language
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Positioning yourself as a value creator—not just another applicant
Your dream remote job with paid travel perks is out there. Now, go claim it.
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