Longstay Travel Insurance


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What is Longstay Travel Insurance?


If you’re going on a holiday that lasts anywhere up to 18 months and are aged 55 and under, you’ll want to make sure you’re taking out a policy which protects you against all potential threats. Longstay insurance is perfect for anyone working and living abroad for less than one-and-a-half years. Or if you’re thinking of simply spending a few months abroad, planning a sabbatical, a gap year, or even working on a charitable project, our Longstay policies are here to give you complete peace of mind. We also cover those with pre-existing medical conditions and include protection against Covid-19 on all our policies with the option to increase protection with our Covid-19 extension.


Why Choose Our Longstay Travel insurance?

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. Insurancewith Longstay policies can provide you with the protection you are looking for at affordable prices. Benefits of our Longstay Travel Insurance include:

What's Covered on a Longstay Policy?

We include a wide variety of cover to give you the peace of mind you need to enjoy your time away. What’s more, you’ll also be able to add optional sports and activity cover to your policy. With a 14-day cooling off period, you have the chance to revisit your cover and decide if you still require it should your plans change. Our Longstay policies include cover for:

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Longstay Travel Insurance for Pre-exisiting Medical Conditions

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 travel insurance providers, 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 designed to match our customers personal circumstances

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.

97%of our customers rated us 4 or 5 stars¹
Over 1,000medical conditions covered
Charity Donationwith every policy sold
£10m emergency medical expenses cover

¹ Based on Trustpilot data from 2023

☆ Insurancewith Awards Won: Finalist in the UK Broker Awards, 2011. Winner of Insurance Times Innovation of the Year Award, 2013. Bronze Award Winner for Best Travel Insurance Provider at British Travel Awards, 2016. Customer Champion of the Year at the Insurance Times Awards, 2017. Plus, our founder Fiona Macrae was awarded the Consumer Marketing and Awareness Award at the Chartered Insurance Institute (CII) Public Trust Awards, 2018

ᶤ Coronavirus cover includes cover if you need to cancel within 14 days of your trip or curtail your trip early as a result of a positive COVID test, and cover for medical expenses related to a coronavirus diagnosis during your trip. Any further cover can be purchased within the optional COVID-19 Extension. More information can be found here

*Please note, Insurancewith’s online prices automatically include a 15% discount against our Customer Service Centre prices