Squaremouth Earns Gold Award for Pandemic Response


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.


Easy To Use… Very Effective Customer Service
This was an easy way to compare policies. Customer Service answered several questions which made my purchase simpler.
Peter from NY 03/11/2021

Fantastic support

“I had to call several times to Squaremouth Insurance about insuring a cruise I booked with Travel With Alan to Antarctica and South America. I started with Justine and was able to speak with her each time which was great because we established a “relationship”. She was extremely supportive and is a fabulous listener. My friends are also calling her.”

Margaret from MD

Trip to Alaska

“I made multiple calls to determine the right policy and best value. All three agents were exceptionally helpful in selecting the appropriate coverage and the best price. This was my first but certainly not the last time I used your company given the exceptional service you provided.”

Leonard from NY

Another good purchase

“I’ve purchased travel insurance from this company many times over. Because of Covid, I needed to call and get some information about their plans and such. The customer service agent was excellent and answered all of my questions which allowed me to then go and purchase the right travel insurance coverage for my needs. Highly recommended!”

Stefan from VA


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
Best in Biz Award

International Gold Customer Service Award for Pandemic Response

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