Squaremouth Travel Insurance Review: Is It Worth It?

Part of planning for your next vacation should include what happens if something goes wrong — which is where travel insurance can come in handy.

Choosing the right policy can reduce out-of-pocket expenses if you have delays, cancellations, or injuries. But how do you choose from the overwhelming number of travel insurance policies available?

Squaremouth is a travel insurance marketplace and a great starting point for finding a travel insurance policy.

Here’s a look at Squaremouth’s positives and negatives and how shopping for its policies works.

Squaremouth Travel Insurance: Pros

• Provides comparisons of coverage and prices across dozens of insurance providers
• Makes it easy to add favorites or choose items to compare in detail
• Has a zero-complaint guarantee

Rather than comparison shopping on individual travel insurance websites, you can do it all on Squaremouth’s website. You see prices across numerous providers and multiple plans from these providers. It’s an excellent tool to start looking for insurance across the many possible plans you could buy.

Squaremouth has a zero-complaint guarantee, promising fair adjudication of your travel insurance claim if you buy a policy through its marketplace. The company advocates for you if you have problems with your insurance provider after buying a policy through Squaremouth’s platform.

Squaremouth Travel Insurance: Cons

• It’s not an insurance provider but a third-party seller of travel insurance policies.
• There are mixed reviews from customers, mostly related to customer service.

Squaremouth is a comparison marketplace where you can compare policies and costs from multiple providers. In this regard, you aren’t buying travel insurance from Squaremouth but are using Squaremouth to find travel insurance.

It may help to think of Squaremouth like Expedia: You shop for flights on Expedia, but Expedia isn’t the airline you’re flying with.

While Squaremouth maintains an excellent 4.8 out of 5 Trustpilot rating (as of August 2025), common complaints stem from confusion that Squaremouth isn’t an insurance provider and can’t process claims. You need to contact your policy provider for policy service.

Additionally, some reviews complain that Squaremouth’s customer service isn’t always available. It has limited online chat hours and requires you to send an email outside those times. Even then, some customers say the responses to emails are slow and aren’t helpful.

Squaremouth Travel Insurance Policy Elements

“You get what you pay for” tends to be true when comparing insurance plans from the same provider. More expensive plans tend to include more coverage types and higher maximum payouts in coverage categories. However, that saying isn’t necessarily true when comparing costs between travel insurance providers.

That’s where Squaremouth comes in. You can compare travel insurance across providers, filter for what you want or don’t want, and see how similar policies compare for coverage and pricing. Understand these common travel insurance features to better choose a policy on Squaremouth:

• Cancel for Any Reason (CFAR) coverage: Usually an add-on for most travel insurance companies, it covers cancellations outside other coverage types
• COVID-19 coverage: If you or a traveling companion test positive for COVID-19 and need to quarantine, cancel a trip, or miss a flight, your expenses or losses can be covered.
• Preexisting medical conditions: Your current medical conditions may be covered if you buy a plan within certain timelines.
• Trip cancellation insurance: If you cancel a trip for one of the covered reasons in your policy, you receive reimbursement for prepaid, nonrefundable costs.
• Trip interruption: Once your trip starts, this coverage goes into effect, and you can be reimbursed for nonrefundable costs related to lost parts of your trip.
• Trip delay: You can be reimbursed for transportation, meals, and other expenses you incur from delays. The timeline for when this coverage begins varies by plan.
• Baggage loss or damage: You are covered for lost, damaged, or stolen baggage — including the items inside, with some exceptions.
• Baggage delay: You can be reimbursed for reasonable costs you incur when your luggage is delayed.
• Emergency medical and dental: Illnesses and injuries are covered during your trip, as are the resulting expenses.
• Emergency assistance and transportation: If adequate health care isn’t available nearby, you can be evacuated to an appropriate facility.
• Accidental death and dismemberment: This coverage provides payments if you lose your life, a limb, or eyesight during a trip.
• Rental car damage: You’re covered for collision damage, theft, vandalism, natural disasters, and damages for reasons beyond your control.

Coverage Exclusions

Sometimes, understanding what’s not included can be more important than a list of benefits or choosing the lowest offer when looking at Squaremouth travel insurance reviews and prices.

Exclusions are built into every insurance benefit, so you should review the details. Insurance terminology isn’t fun, but it’s essential to understand whether your trip — destination, dates, activities, and health conditions — will be covered. The only thing worse than not having travel insurance for your trip is paying for travel insurance that doesn’t cover your trip.

Common exclusions include injuries sustained while intoxicated and medical emergencies related to pregnancy. You also aren’t covered when flying a plane, hang-gliding, bungee jumping, or participating in extreme sports unless you get a particular policy with add-ons for those activities.

Most policies also exclude war zones and areas with ongoing hostilities. This could include places like Ukraine, Sudan, and areas with travel safety warnings like Syria or Iran. Ensure you read your policy details to confirm it covers your intended destination.

How Much Does Squaremouth Travel Insurance Cost?

Travel insurance from Squaremouth costs the same as buying it directly from the insurance provider. There are no markups or fees for buying on Squaremouth’s website instead of buying directly from an insurance provider, such as Seven Corners or Generali Global Assistance.

How To Shop for Travel Insurance With Squaremouth

You can search for several types of insurance from the Squaremouth home page.

You can start in 1 of 2 ways: Click on the different types of policies or enter your trip information. The policy types (as seen above) can be found under the policy search widget on the home page:

If you fill out the information on the home page, providing dates and destinations, the second page will ask for information about the travelers to be covered:

Page 3 asks about trip costs, when you made your first deposit, and whether you have remaining payments. There’s also a yes-or-no option for cancellation coverage related to your trip costs:

From here, you should see a list of results. My search returned 48 policies, sorted by the most popular. You can filter your results in several ways:

• Medical benefits: Select must-have medical benefits, including emergency medical, preexisting coverage, and medical deductible. Some options allow you to filter for your desired level of coverage, such as a $10,000 minimum emergency medical benefit.
• Evacuation: You can filter for policies that include medical and nonmedical evacuation.
• Cancellation: Here, you can select trip cancellation reasons that you want to cover with your policy, such as hurricanes, terrorism, financial default of your travel company, losing your job, or other work-related issues.
• Loss or delay: Find coverage that includes reimbursement for baggage loss, baggage delay, trip delay, quarantine extension, or missed connections during your trip.
• Trip-specific coverage: If you’re taking a cruise, planning adventure sports, renting a car, or need your policy to meet Schengen visa requirements, you can select those filters.
• Provider features: You can filter policies based on a money-back guarantee, provider rating, and 24/7 assistance service.

After applying any desired filters, you should see only the policies that match your settings. In this example, I filtered for CFAR policies with emergency evacuation coverage of $1 million.

You will see the insurance provider’s name and the plan’s name at the top, plus the provider’s rating and reviews, along with key policy highlights. The right side shares the price, an option to buy the policy, and a Compare checkbox:

You can compare up to 4 policies at once:

If you set any filters for your search, they will be displayed at the top since those are likely your primary concerns. Scrolling down, you can see coverage similarities and differences in other areas, like trip cancellation benefits or lost luggage reimbursement.

Once you find a travel insurance policy you like, you can buy it directly from Squaremouth. There’s no cost savings for going to the provider’s page and buying the policy there. Squaremouth affirms this on its website.

Hot Tip:

Though Squaremouth offers full policy details, you can visit the provider’s site to verify them if you prefer.

Squaremouth Travel Medical Insurance

While many people think of travel insurance as a broad-based plan covering everything from delays to cancellations and even medical bills, it is possible to buy medical-focused and even medical-only plans. These medical insurance plans won’t necessarily help you with out-of-pocket costs from delayed flights, but can help if you get sick or injured.

These policies are mixed in with the other results you see when searching for plans on Squaremouth. You can focus on medical insurance plans using filters in the Medical menu. Options include the coverage amount you want and primary policies.

Squaremouth Annual Travel Insurance

An annual policy may be cheaper than buying multiple policies throughout the year for each trip.

Along with standard information like the number of travelers and where you live, you must also choose a start date, the expected number of trips this year, and an estimate of your longest trip:

For this example, we priced a trip starting August 1, 2025, for 2 travelers (ages 40 and 45), both U.S. citizens living in Texas. We estimated 5 trips this year, with the longest lasting 14 days.

You’ll notice that you don’t need to enter specifics about any particular trip, such as where you’re going or trip cost. You see the same filters on the results page as you would on the standard travel insurance search results.

Compared to the 48 policies available with single-trip insurance shopping, this search provided just 6 results:

Price ranges are incredible here: more than $1,400 difference from the cheapest to the most expensive policy. Notice that the cheapest plan offers medical emergency and evacuation benefits only — no trip interruption benefits.

Squaremouth Frequent Flyer and Mileage Award Ticket Insurance

Many of us book flights with miles and hotels with points. Can these be insured? Usually not. Squaremouth doesn’t have filters for policies that cover redeposit fees for your points and miles.

Some policies (a minority) may cover the fees for canceling an award redemption and putting the points or miles back in your account. To find these, you need to read the full policy details. You won’t find this information in Squaremouth’s comparison charts.

Squaremouth Cruise Insurance

You can search for policies tailored to cruisers, but you can also click on Cruise in the filters after conducting a standard search.

From the cruise search page, enter your travel dates and main destination. On the next page, enter trip costs, deposit date, whether you have remaining payments, and information about the travelers.

For a sample search, we estimated a 1-week cruise to the Bahamas in November 2025. The trip covers 2 passengers (ages 60 and 58) who made a deposit in the past 24 hours but have remaining payments on their $2,000 trip. Policy costs ranged from $155 to $295.

A comparison of the cheapest and most expensive policies shows many similarities. The differences include maximum payouts for various benefits.

Squaremouth Adventure Sport Insurance

While it’s possible to filter for adventure sports in the standard search results, you also can go to the Adventure & Sports Travel Insurance page and begin your search with the types of activities you want to cover:

For example, there are multiple options for scuba diving, including mixed gas and multiple depths. It’s important to choose exactly the sport you’ll be undertaking and the conditions in which you’ll participate. For example, will you be with a guide or a coach? This can change your coverage requirements.

After choosing the sports you want to cover, provide trip details as usual to see the available policies.

Squaremouth Group Travel Insurance

If you’re traveling in a group (departing and returning home within 2 days of each other), a group travel insurance policy could help cost-effectively cover everyone. Some important rules must apply for a group policy:

• These policies apply to organized groups of 10 or more traveling together.
• Travelers must be visiting the same destination and have similar travel dates.
• All travelers must be U.S. residents.

You can enter trip costs per traveler or overall, and you’ll enter each traveler’s birth date. Enter the home state of the majority of travelers, the earliest date anyone starts the trip, and the last date anyone will return home.

Squaremouth Travel Insurance vs. Credit Card Insurance

While it’s nice that Squaremouth provides a simple shopping platform, buying travel insurance isn’t the only way to get coverage on your next trip. Some of the best credit cards for travelers also provide robust coverage. Cards like The Platinum Card^® from American Express, Capital One Venture X Rewards Credit Card, Chase Sapphire Preferred^® Card, and Chase Sapphire Reserve^® can protect your next holiday.

Consider these benefits to see if they’re sufficient before buying extra travel insurance:

Bottom Line:

Always compare your travel insurance options, whether you’re shopping from multiple travel insurance companies or using travel insurance provided by a credit card.

Final Thoughts

Squaremouth is a comparison marketplace for travel insurance where you can filter for must-have benefits and compare plans side by side at the same price as buying directly. Seeing numerous plans, comparing them, and understanding their relative costs with just a few clicks is fantastic. We recommend checking your credit card protections first and considering how a travel insurance policy might fill in coverage gaps.

For Capital One products listed on this page, some of the above benefits may be provided by Visa^® or Mastercard^® and may vary by product. See the respective Guide to Benefits for details, as terms and exclusions apply.

For the car rental loss and damage insurance benefit of The Platinum Card^® from American Express, car rental loss and damage insurance can provide coverage up to $75,000 for theft of or damage to most rental vehicles when you use your eligible card to reserve and pay for the entire eligible vehicle rental and decline the collision damage waiver or similar option offered by the commercial car rental company. This product provides secondary coverage and does not include liability coverage. Not all vehicle types or rentals are covered. geographic restrictions apply. Eligibility and benefit level varies by card. Terms, conditions and limitations apply. Please visit americanexpress.com/benefitsguide for more details. Underwritten by AMEX Assurance Company. Car Rental Loss or Damage Coverage is offered through American Express Travel Related Services Company, Inc.

For the trip cancellation and interruption insurance benefit of The Platinum Card^® from American Express, the maximum benefit amount for trip cancellation and interruption insurance is $10,000 per covered trip and $20,000 per eligible card per 12 consecutive month period. Eligibility and benefit level varies by card. Terms, conditions and limitations apply. Please visit americanexpress.com/benefitsguide for more details. Underwritten by New Hampshire Insurance Company, an AIG Company.

For the trip delay insurance benefit of The Platinum Card^® from American Express, up to $500 per covered trip that is delayed for more than 6 hours; and 2 claims per eligible card per 12 consecutive month period. Eligibility and benefit level varies by card. Terms, conditions and limitations apply. Please visit americanexpress.com/benefitsguide for more details. Underwritten by New Hampshire Insurance Company, an AIG Company.

For the baggage insurance plan benefit of The Platinum Card^® from American Express, baggage insurance plan coverage can be in effect for covered persons for eligible lost, damaged, or stolen baggage during their travel on a common carrier vehicle (e.g. plane, train, ship, or bus) when the Entire Fare for a ticket for the trip (one-way or round-trip) is charged to an eligible card. Coverage can be provided for up to $2,000 for checked baggage and up to a combined maximum of $3,000 for checked and carry-on baggage, in excess of coverage provided by the common carrier. The coverage is also subject to a $3,000 aggregate limit per covered trip. For New York State residents, there is a $2,000 per bag/suitcase limit for each covered person with a $10,000 aggregate maximum for all covered persons per covered trip. Eligibility and benefit level varies by card. Terms, conditions and limitations apply. Please visit americanexpress.com/benefitsguide for more details. Underwritten by AMEX Assurance Company.

For the premium global assist hotline benefit of The Platinum Card^® from American Express, you can rely on Global Assist Hotline 24 hours a day / 7 days a week for medical, legal, financial or other select emergency coordination and assistance services while traveling more than 100 miles away from your home. Plus, we may provide emergency medical transportation assistance and related services. Third-party service costs may be your responsibility. Eligibility and benefit level varies by card. Terms, conditions and limitations apply. Please visit americanexpress.com/benefitsguide for more details. If approved and coordinated by premium global assist hotline, emergency medical transportation assistance may be provided at no cost. In any other circumstance, Card Members may be responsible for the costs charged by third-party service providers.