18 Companies With Travel Benefits (Vacation Stipends)

Companies with travel benefits
Image Credit: Bahamas Air Tours Inc.

In this report, you’ll find 18 companies that pay you to travel. More specifically, these companies offer travel benefits to their employees through programs like “paid-paid vacations,” “travel stipends,” or “vacation bonuses.” Not only do these companies offer traditional or unlimited paid time off programs, they also pay for your vacations as well.

If that list doesn’t fit what you’re looking for, we have two other lists here, too: companies with unlimited PTO and companies with paid sabbaticals. Those are other ways that companies offer travel benefits.

Table of Contents


Companies That Pay You To Travel

Here are 18 companies that pay you to go on vacation through a unique employee benefit program.




Afar Media

At AFAR, we provide 30 days of paid time off for all our full-time employees—and more based on seniority. We also provide them with a $2,000 stipend each year to travel to places they have never been.



One of the most coveted Airbnb employee benefits is a $2,000 annual travel stipend. Paid out quarterly, it lets employees stay at any Airbnb listing in the world.



At BambooHR, we offer a "paid paid" vacation to all of our employees.



Maybe you’re planning a vacation or you’re looking to improve your fitness with a gym membership - we provide you with a quarterly stipend to spend on whatever suits you and your family’s needs.



We’ll celebrate your milestones together with travel stipends, swag, and high-fives and make sure you’re connected to fellow Chimers through our Chime Resource Groups (CRGs) and company events.



We’ve also continued our most popular programs, like a $1,000 annual vacation stipend that actually pays people to not come to work.



Wellness & travel reimbursement (likely between $250-$750, as reported in multiple articles)



Here’s how it works: once per year, we give each employee $7,500 to go on vacation. There are a few rules: You have to go on vacation, or you don’t get the money. You must disconnect. You can’t work while on vacation.


G Adventures

From Multiple Glassdoor reviews (late 2023): "Most full-time employees receive a subsidized G Adventures trip every year." "Free travel per year (including flight ticket)."


Go Overseas

Every year, each employee gets to go on a week-long program (found on Go Overseas, of course). Go Overseas provides a flight stipend and travel insurance, while our program provider partners host us.


KMG Medical Group

Annual $750 vacation stipend and $500 happiness stipend.



In addition to a typical 21 days of annual paid time off, seven days of sick/safe leave and 10 paid holidays, employees at Moz receive a $3,000 per year vacation expense reimbursement.



Every year, as long as you take at least 5 consecutive days off work to unplug from Olark, you get a $1,000 bonus!



Take a well-deserved break with unlimited paid time off. Philons are encouraged to take as much time as they need, and we offer an annual vacation bonus to sweeten the deal!



PulsePoint’s SVP of People, Tom Morselli, shares the process his team went through before introducing new benefits including $500 vacation stipend and enhanced parental leave.



Since early 2019, TourRadar has been giving employees annual travel credits of up to $1,800 to go on vacation, allowing them to save their paychecks while taking one of the 40,000 different adventures offered on TourRadar.



Since 2008 every employee at Travelzoo has received an annual stipend of $1,500 net of taxes and three additional vacation days. We call this program the Travelzoo Experience.



Thanks to our Global Lifestyle Benefit, eligible employees receive a generous annual allowance to spend on fitness, travel, self-care, and financial well- being services or products. Think: flights, hotels, spin classes, streaming subscriptions, a new home office setup.



Companies That Removed Travel Benefits & Stipends

As we researched this report, we came across several outdated lists highlighting companies that have removed their paid-paid vacation programs. Here are a few examples to show you the proof:

  • Acceleration Partners – $750/year program canceled: AC had a round of news articles in 2019 about their $750 annual travel stipend, but no longer mentions it on their job posts or careers page.
  • Balsamiq – $3,000/year stipend canceled: Balsamiq wrote about its $3,000/year multi-purpose stipend in 2015 and was mentioned in numerous blogs until 2013. There is no longer a mention of the benefit on their careers page. 
  • Basecamp – $5,000/year vacation stiped canceled: Basecamp got a lot of press in 2017 for its vacation stipend. It is no longer listed in their real-time employee handbook.
  • Buffer – $1,000/year program removed: Buffer wrote about this new vacation stipend in 2015, but no longer lists it as an employee benefit.
  • Clyde Group – $5,000 “make us jealous” stipend removed: Clyde Group’s unique benefit was written about in 2017, but no longer is mentioned on the site.
  • Motley Fool – $1,500 “Fool’s Errand” program canceled: Travel & Leisure wrote about this program in 2016, but the article no longer exists. It is not mentioned anywhere on the site now.
  • Tsheets – $1,500 program ended due to acquisition: Intuit acquired this company which does not offer the employee benefit.
  • Yesware $5,000 five-year vacation stipend ended: Yesware offered a $5,000 travel stipend to people who had been with the company for five years. This benefit was mentioned through 2020 but is no longer available.

Most companies still offer unique and great employee benefits around time off. I mentioned these examples to highlight how most vacation stipends are being canceled for one reason or another. That takes us to the next section.


The Decline Of Paid Paid Vacations

If you’re looking for companies that offer travel stipends and paid-paid vacations, you won’t find as many as you would have a few years ago.

From my research, these programs are in decline. Here’s why I think that is happening:

  1. It is hard to maintain the cost of these programs. It’s likely one of the first programs to get cut during tough times.
  2. Companies rolled these out to stand out in a competitive job market or retain talent that is leaving. When employers get the upper hand on the job market, these benefits frequently get cut. 
  3. It’s easier to give people more time off than it is to send out cash for time off. 
  4. Most of the companies that continue to offer travel stipends are in the travel industry. 

Bottom line: These programs typically do not stick. I would not recommend choosing a company specifically because it pays you to travel. There’s a good chance the program won’t exist in a few years.


Companies With Unlimited PTO

In this section, you’ll find five notable companies that offer unlimited PTO. If you’d like to download a list of 100+ companies with unlimited PTO, fill out the form below.


MicrosoftUnlimited PTO policy description, per The Verge:

Microsoft employees are getting unlimited time off. Microsoft will no longer require US employees to formally record vacation later this month, and they’re getting a payout for any unused days.

Search for Microsoft jobs.


General Electric

General ElectricUnlimited PTO policy description, per Comparably:

General Electric’s PTO and Vacation policy typically gives unlimited days off a year. Paid Time Off is General Electric’s 3rd most important benefit besides Healthcare when ranked by employees, with 18% of employees saying it is the most important benefit. General Electric’s benefits and PTO Package averages to represent a $1000 -$1500 cash value per month.

Search for General Electric jobs.



HubSpotUnlimited PTO policy description, per Hubspot:

In addition to a company-wide week off in July, HubSpot has unlimited vacation. You decide when and for how long to take time off.

Search for Hubspot jobs.



LinkedInUnlimited PTO policy description, per LinkedIn:

Pioneered by nimble, forward-thinking companies like Google, Netflix and LinkedIn, unlimited PTO plans provide employees with unlimited time off, which can be used at their discretion.

Search for LinkedIn jobs.



OracleUnlimited PTO policy description, per Comparably:

Oracle’s PTO and Vacation policy typically gives unlimited days off a year. Paid Time Off is Oracle’s 3rd most important benefit besides Healthcare when ranked by employees, with 25% of employees saying it is the most important benefit. Oracle’s benefits and PTO Package averages to represent a $2500+ cash value per month.

Search for Oracle jobs.


Companies With Paid Sabbaticals

In this section, you’ll find five notable companies that paid sabbaticals. If you’d like to download the full list of companies with sabbaticals, fill out the form below.




Sabbatical length: “4 weeks after 5 years 5 weeks after 10 years”

Sabbatical policy description, per Office Simplify:

Offers up to 4 weeks of Sabbatical to employees who have been employed for more than 5 years and 5 weeks of Sabbatical to employees who have been working for 10+ years.

Search for Adobe jobs.


Bank of America

Bank of AmericaSabbatical length: 4 weeks after 15 years

Sabbatical policy description, per Bloomberg:

Bank of America Corp. is starting a paid sabbatical program to reward its long-term employees, starting with four weeks off for those who have spent 15 years with the company.

Search for Bank of America jobs.


Clif Bar

Clif BarSabbatical length: 6-8 weeks after 7 years

Sabbatical policy description, per Business Insider:

After every seven years of service, employees become eligible for a six-to-eight-week paid sabbatical, which they can use to spend time with their families, travel, and accomplish longstanding personal goals — no strings attached.

Search for Clif Bar jobs.


General Mills

General MillsSabbatical length: 6 weeks after 4 years

Sabbatical policy description, per LinkedIn:

General Mills offers employees two kinds of sabbaticals — one paid and one unpaid — at the end of seven years. The sabbaticals at AARP, Intel, Kimpton Hotels and Resorts, and Clif Bars are also triggered every seven years. But this is a malleable concept that companies have shaped to their particular needs. Autodesk requires only four years of service before tendering a six-week sabbatical.

Search for General Mills jobs.



Sabbatical length: “8 weeks after 7 years 4 weeks after 4 years”

Sabbatical policy description, per Stories Incorporated:

Intel offers a sabbatical program to its US-based employees who can choose to take 8 weeks off after every 7 years of service, or 4 weeks off after every four years of service. This is on top of your regular vacation.

Search for Intel jobs.


Looking for a flexible job at a company that thinks differently?

I always recommend Flexjobs.

FlexJobs is the leading job board for remote, part-time, flexible job listings. You’ll see many of the companies on the list below hire on FlexJobs, too. >> Find a flexible position now.

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