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Longstay Travel Insurance

Slide background Image layer Covers Trips up to 18 Months Image layer Covers Working Abroad Image layer Optional Sports & Activities Cover Image layer 14 Day Cooling Off Period

It can often be difficult for travellers with a medical condition to find travel insurance that is sensibly priced. This problem is even greater if you are planning to go on an extended trip. Whether you are thinking of simply spending a few months abroad, planning a sabbatical, a gap year, or even working on a charitable project, whatever the reason for your trip Insurancewith Longstay and Backpacker policies can provide you with the protection you are looking for at prices you can afford.

Insurancewith is a specialist provider of travel insurance for pre-existing medical conditions and we have a range of policies to suit every type of traveller.

Unlike other insurers,we have our own bespoke medical screening system,which has been developed with input not only from the medical profession, but also from people who have first hand experience of the difficulties faced by travellers who have medical conditions.

We have also had valuable input from various charities who are closely involved with the people we are trying to help. This means that we are able to take a ‘risk based’ approach to our rating schedules and this, coupled with the fact that we also appreciate that people are individuals we are able to offer the rates and cover to match your personal circumstances.

Some of the key benefits of the Insurancewith Longstay travel insurance with pre existing medical conditions include:

  • Many medical conditions covered at no additional charge
  • Cover for travel to any country in the world, as long as not travelling against the advice of the FCO
  • Emergency medical helpline 24 hours a day, every day
  • Cover available for trips of one to eighteen months
  • Return home option, allowing you to return home for up to 21 days during the period of insurance
  • Discounts for couples and families
  • With the option to cover extreme sports and other activities
  • Cover to work whilst abroad provided it is not ‘Manual Work’
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Medical Conditions

Please see a small selection of the hundreds of medical conditions we cover;

  • Cancer
  • Diabetes
  • Epilepsy
  • High Cholesterol
  • High Blood Pressure
  • Asthma
  • HIV
  • and many more…

Optional Extras

You can select from the following extras when purchasing a Single Trip policy;

  • Kayaking Cover
  • Parasailing Cover
  • River Tubing Cover
  • Sand Dune Surfing Cover
  • Dirt Boarding Cover
  • Devil Carting Cover
  • and many more…..


“I had previously been informed by other companies that i was un-insurable but thanks to a wonderful and patient advisor we have now taken out insurance for next year”

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Our Rating

insurancewith is rated 9.6 / 5 based on 3003 customer reviews

Longstay Information


If you are thinking of a trip away, and you are not taking an extended trip abroad, why not take a look at the rest of our product range? We have single trip insurance for that one off holiday, multi-trip insurance if you travel more than twice a year, ski insurance for the energetic types and cruise travel insurance for those who prefer a more restful holiday.


If you have a question you need answering, why not take a look at our most frequently asked questions.

If you still cannot find what you are looking for please do not hesitate to contact us where a member of the team will be waiting to help.

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Insurancewith considers customer feedback to be extremely important to us, to make sure we are constantly reaching and exceeding their expectations. If you’re an Insurancewith customer who has five minutes to spare, we would really appreciate any feedback you may have on your experience with us. As a thank you for your time, we’ll automatically enter you into […]

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