Customer service is our number one priority at Squaremouth. Everything we do works toward the goal of providing our customers with an exceptional experience – before, during, and after their trip.

This customer-centric approach to our business has earned Squaremouth 14 national and international customer service awards in six years.

Search comprehensive travel insurance policies for your trip.


Great Customer Service!
Squaremouth was very helpful in helping us determine the best plan for our needs. Answered all questions thoroughly. Great booking experience!”
Michael from IA 9/17/2019

Good Comparison Feature

“I liked the comparison feature and the explanation of what everything meant. I had a question and called in to the 800 number and was pleased with that experience. Would definitely recommend Squaremouth.”

Catherine from MS

Quick and easy!

“Super easy to search for what I specifically needed. Simple, easy to understand language and comparison features. And great customer service for any of my questions. Will definitely use again. Didn’t know insurance could be so simple.”

Megan from FL

Excellent Customer Service!

“Called their 1-800 number for help understanding the different policies. The service rep was very helpful and walked me through the details of the different policies. Love purchasing my insurance through Squaremouth.”

Cheryl from CA


Squaremouth has been recognized nationally and internationally for our unconventional approach to customer service.

Stevie Award Logo
6 Stevies Awards

Customer Service Department of the Year

2014 – 2020
CSS Award Logo
5 CSS World Awards

Customer Service Department & Outstanding Performance of the Year

2016 – 2020
Best in Biz Logo
3 Best in Biz Awards

Most Customer Friendly Company of the Year

2018 – 2020
Magellan Award Logo
Travel Weekly Award

Best Travel Agent Organization Travel Insurance

2018 – 2019


Every member of Squaremouth’s customer service team comes from a different background. In fact, we prefer candidates who do not have traditional sales or insurance backgrounds.

Squaremouth has been nationally recognized for our customer service, as well as our unique company culture and employee perks. We believe being a great place for our employees to work is the key to providing great customer service.

We place a high level of trust in our customer service agents having the ability to work autonomously. As a result, every member of our customer service team works from home. In addition to being an entirely remote position, we have created a package of other benefits that are designed to reward hard work and promote a work-life balance. This includes medical benefits, generous paid time off, a birthday beer bonus, and 4-day work weeks to allow for longer weekends.

Providing Excellent Service

“The most surprising thing about Squaremouth is that all employees, regardless of department or title, take part in customer service duties. This shows how important the customers are and how we want to ensure that everyone is providing excellent service across the board.”

-LaKisha Manning

Award-Winning Company Culture