My account
  • My Account Home
  • Bookings
  • My inquiries
    Contact support
  • Recently Viewed
  • Wishlist
  • Edit Profile

Making travel easier for everyoneWinwin Travel is constantly improving.

Winwin Travel is a Korean travel company headquartered in Japan, supplying inventory to major Korean travel agencies and online travel platforms.

Chosen by 800,000 travelersChosen by 800,000 travelers

930,000 bookings per year.
The numbers speak for themselves—travelers continue to choose Winwin Travel.

Turning travel problems into solutionsTurning travel problems into solutions

Travel doesn't always go to plan.
When something unexpected happens, Winwin Travel is the local partner you can count on in Japan.
*24/7 emergency hotline

Making travel in Japan easyMaking travel in Japan easy

An ever-improving platform
We're constantly improving so you can find what you need and complete bookings with less friction.

AAA Credit RatingAAA Credit Rating

A safe, steadily growing company with zero debt and no outside investment—ever.
Even in the event of mass cancellations caused by COVID-19, natural disasters, or other unforeseen events, we keep enough cash on hand to refund every booking in full on the same day.

Our financial strength

Price Match GuaranteePrice Match Guarantee

Found a better published price than Winwin Travel for the same product and terms?
Request a price match under the same conditions.

View our price match policy

Trusted local partnershipsTrusted local partnerships

We operate tours on the ground in Japan.
Direct contracts with hotels, spas, restaurants, and other partners keep pricing fair.
When issues arise, we have the local relationships to fix them fast.

Partnerships with global platformsPartnerships with global platforms

Expedia, Agoda, and more.
Integrations with leading OTAs widen the range of stays and activities we can offer.

Winwin Travel TOTOBOOKING JAPAN Co., Ltd History

2025

Website redesign

2021

Obtained SHA+ certification from the Tourism Authority of Thailand

2015

Seoul office expansion

2014

03
Affiliate system developed
04
First venture certification for a Korean-owned company in Thailand
0512

2013

Rebranded as Monkey Travel

2012

Launched a new site with real-time booking

2010

Achieved significant growth through competitive pricing, fast booking processing, and continuous platform improvements

2009

First Korean-owned company in Thailand to establish a branch in Korea

2008

06
June 13, 2008: CEO Seo Kwang-ho acquires Letterbox

2004

Second Letterbox website redesign

2001

Established Letterbox World and launched our online travel agency service

What is it like to work at Winwin Travel?

Home-style meals at the office

Our in-house chef prepares Korean breakfast and lunch daily.

Seasonal fruit is provided every day.

Employee Wellness

Monthly fitness allowance

Step challenge!
Reach your daily goal and earn gift vouchers.

Health checkup support (every 2 years)

International health insurance support (once a year)

Work hard,
rest well

After 4 years: 5 days of paid leave plus a 50% vacation allowance

After 8 years: 4 weeks of paid leave plus a 100% vacation allowance

After peak season: refresh leave plus an allowance (twice a year)

Up to one month of unpaid leave (once a year)

Annual Incentive

Performance bonuses twice a year
(June and December)

Make Time for Fun

Overseas team workshop (once a year)

Team social budget

Company sports day (once a year)

Flexible Work Arrangements

Remote work options

Flexible working hours

Flexible PTO options
(half-day and quarter-day leave)

Office Massage

Relieve office stress!
Massage service available during working hours

Relax anytime with a massage chair in the break room

Round-trip airfare between Thailand and Korea
(once a year)

Seoul Accommodation Support

2–4 weeks at designated Seoul accommodation
(rotations, business travel, etc.)

South Korea National Pension Support

50% of the monthly contribution for voluntary enrollment

Employee Loan Program

Loans equivalent to 1–3 years of salary for employees with at least 6 months of service

(3% annual interest rate)

After 8 years of service
Support for work-related electronics
(phone, laptop, etc.)

Additional Benefits

Honeymoon leave

Family event leave

Childcare leave

Department store gift vouchers twice a year (Lunar New Year and Chuseok)

※ Benefits may vary by office location and department.

Tourist Business Registration CertificateTourist Business Registration Certificate
Business Registration CertificateBusiness Registration Certificate
E-commerce Business Registration CertificateE-commerce Business Registration Certificate