If you’ve been looking for where to compare trip insurance, you’ve probably landed on both InsureMyTrip and Squaremouth in your search.
Both sites let you compare travel insurance plans from multiple providers in one place. But while InsureMyTrip and Squaremouth share some similarities, there are also important differences to consider.
From customer support and provider selection to plan presentation and post-purchase support, this InsureMyTrip vs. Squaremouth breakdown covers what matters when deciding where to compare trip insurance so you can find coverage with confidence.
InsureMyTrip vs. Squaremouth: key stats
| Feature | InsureMyTrip | Squaremouth |
| Customer service rating* | 4.72 | 4.67 |
| Years in business | 26 | 23 |
| TrustPilot rating | 4.9 | 4.9 |
| BBB accredited | 23 years | 2 years |
| BBB rating | A+ | A+ |
*Source: Reseller Ratings
Why InsureMyTrip stands out from Squaremouth
At a glance, both platforms boast impressive stats. But a few things set InsureMyTrip apart from Squaremouth insurance and other comparison sites:
- The first in the field: InsureMyTrip was the world’s first travel insurance comparison site. We’ve been comparing plans for 26 years, three years longer than Squaremouth.
- Unbiased plan comparisons: We only show you plans from our trusted partner providers.
- Support that goes beyond checkout: Our award-winning Customer Care team includes licensed insurance agents and our Anytime Advocates®, dedicated specifically to helping with claims.
- Third-party recognition: IMT has strong, independently verified ratings to back up our service.
Customer service: a closer look
At the end of the day, great reviews only mean so much if a company doesn’t work to maintain them. That’s where InsureMyTrip typically exceeds alternative comparison platforms like Squaremouth insurance.
Both companies have earned more than 40,000 reviews on Reseller Ratings, and both have excellent overall scores above 4.5 stars, so you’re not choosing between a good option and a bad one; you’re choosing between two solid ones.
With that said, InsureMyTrip rates higher than Squaremouth in a few specific areas:
- Customer service
- Reply-back rate
- Resolution outreach
Source: ResellerRatings. Data from user reviews on July 9, 2026.
When you purchase travel insurance through InsureMyTrip, you get access to our Customer Care team six days a week. Our expert Anytime Advocates® are in regular contact with insurance providers, so if you ever need to file a claim, you’re not navigating it solo. (And if your claim is denied, they’ll even help you figure out why and help start the appeal process.) This means you can rest assured that we’ll have your back before, during, and after your trip.
BBB accreditation
InsureMyTrip has been accredited by the Better Business Bureau (BBB) since 2003 and carries an A+ rating. Squaremouth joined the BBB more recently in 2024 and also holds an A+ rating.
Accreditation length aside, both companies currently meet the BBB’s standards.
We won’t push a plan you don’t need
Not every comparison site is built the same way. Some prioritize the plans that generate the most revenue for them, rather than the best fit for your trip.
Squaremouth sells several of its own comprehensive plans, and those often show up first in your quote results. InsureMyTrip takes a different approach: we only display comprehensive plans from our trusted third-party providers.
InsureMyTrip does offer one product of our own: the IMT Travel Accident Plan. However, this plan is provided as an add-on for travelers looking to supplement gaps in accidental death and dismemberment coverage. We don’t recommend this plan over other providers’ plans.
This “customer-first” approach isn’t an arbitrary tagline. It’s a philosophy that’s been core to InsureMyTrip’s mission since we were founded in June 2000.
Where to compare trip insurance: making your choice
If you’re still deciding where to compare trip insurance, both platforms qualify among the best travel insurance comparison sites available today, so you won’t go wrong starting your search with either one. But if unbiased recommendations and hands-on claims support matter to you, InsureMyTrip’s model is built around exactly that.
The short answer to InsureMyTrip vs. Squaremouth? Both are solid choices, but InsureMyTrip gives you more hands-on support after you buy.
Frequently asked questions
Is InsureMyTrip the same as Squaremouth?
No. Both are travel insurance comparison websites, but they’re separate companies, each with its own customer service model, support programs, and provider relationships.
What is the difference between InsureMyTrip vs. Squaremouth?
InsureMyTrip is America’s longest-running travel insurance marketplace, helping millions of travelers compare and buy coverage for more than two decades, with a focus on unbiased comparisons from trusted partners.
Which website has more travel insurance providers?
Both offer plans from multiple insurers, though which ones are available to you depends on your state, destination, and policy eligibility.
Is travel insurance cheaper on InsureMyTrip?
Travel insurance pricing is regulated at the state level, so premiums are generally consistent no matter where you buy.
Why should I use a travel insurance comparison site?
Comparison sites help travelers compare coverage, exclusions, prices, benefit limits, and customer reviews across multiple providers without visiting each different insurer’s website individually.
Disclaimer: The information contained in this article serves as a general overview of benefits and should only be used for informational purposes. Refer to your individual certificate of insurance for specific coverages, exclusions and benefits. Please contact one of our licensed agents for additional assistance if you have questions. Please note that InsureMyTrip is not affiliated, associated, authorized, endorsed by, or in any way officially connected with Squaremouth or their products. The information presented in this article is true and accurate as of the time of publication.
