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Multi Trip Travel Insurance


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Rated 4.7/5 on Trustpilot

4,956 reviews

It is almost impossible for a frequent traveller with a medical condition to find sensibly priced annual multi-trip travel insurance. Insurancewith use the knowledge and experience we’ve gained over years of working in the sector to bring you a range of multi-trip policies to suit your individual requirements at sensible premiums.

We understand medical conditions affect different people in different ways. We’ve developed our own in-house medical screening system, using medical input and feedback from charities and people who’ve had problems getting cover in the past.

This ‘hands on’ approach has enabled us to ask the right questions about particular conditions so that we can offer the premiums and cover which match your personal circumstances. That’s how Insurancewith can offer multi-trip travel insurance to cover all of your trips of 31 days or less within a twelve month period for medical conditions at realistic premiums.

Whilst it is our intention to be able to offer cover to as many people as possible, the very nature of a multi-trip travel insurance means that realistically, we can only provide a quotation for those people whose condition is stable and under control.

We’re offering FREE cancellation cover if you’ve only paid your trip deposit, meaning you don’t have to pay any excess if you’re only claiming for the cost of your holiday deposit*.

Rated 4.7/5 on Trustpilot

From, over 4,956 customer reviews

Why do you need multi trip travel insurance?

If you’re someone who makes regular trips abroad, whether that be for business or pleasure, it makes sense to get one policy to cover everything. Our multi trip travel insurance will protect you across the course of a full year.

With 12 months of security, you can travel safe in the knowledge you’ll be protected against a number of potential costs. These include the likes of:

Insurancewith specialise in providing cover to travellers who have a medical condition. If you have diabetes, asthma or any other kind of long term condition, we’ll provide you with a medical screening to assess how we can help you.

Policy Benefits

There are a number of benefits from taking out one of our policies. You’ll be able to benefit from:

We make sure to offer our customers a variety of policy levels to find one which works for them. There are currently as many as three different options to choose from:

Why choose Insurancewith?

Our common-sense approach to medical travel cover has been recognised by industry peers and customers alike. We want to make it easier for more people to travel. Many of those we’ve helped talk about how they’d almost given up with the idea of getting away. We understand that getting away and knowing you’re protected should something unexpected occur has a real impact.


Zero Excess on Deposit-Only Claims – Terms & Conditions
This offer only extends to deposit-only claims. Should you need to claim for the full cost of your holiday, the excess applicable on your main policy will still apply.

99%of our customers rated us 5 star
Over 5,000medical conditions covered
Charity Donationwith every policy sold
£10mcover for medical emergencies
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