Skip to content
StarHolidays

When should you buy travel insurance?

The short answer is soon after you make your first trip payment. Buying later can still give you useful cover, but you may lose some protections, and some of those deadlines can be as short as a day or two.

By the StarHolidays Editorial Team Updated 3 min read

Key takeaways

  • Cancellation cover protects you only from the date you buy it, so earlier means longer protection.
  • Pre-existing condition and cancel-for-any-reason benefits often have short purchase deadlines, measured from your first deposit.
  • Known events, such as a named storm, are usually excluded once they are public.
  • Late buying can still make sense for medical cover, right up until you leave.
On this page

Why timing matters

The UK government's advice is simple: buy your insurance soon after booking. The reason is that cancellation cover can only protect you from the day it starts. If you book in January for a trip in September and buy insurance in August, you've spent seven months with your money exposed. If you got ill in March, a policy bought in August wouldn't help you.

The deadlines that can catch you out

Pre-existing condition cover

In the US market particularly, many plans will only waive their pre-existing condition exclusion if you buy within a set window after your first trip deposit. Sources commonly cite windows of 14 or 21 days, but this varies by plan. If you have a health condition, make this your first check. Read more in our pre-existing conditions guide.

Cancel for any reason

Windows for this upgrade vary widely. Published terms range from within 24 hours of your deposit to within 21 days, and many require you to insure your full prepaid trip cost. See cancel for any reason insurance.

Known events

Policies generally exclude events you could foresee when you bought them. Once a hurricane has been named, a strike has been announced or a volcano is already causing disruption, it may be too late to get cover for that event. Buy before the news, not after it.

A timeline that works

When What to do
Before booking Check visa and entry rules, and read about cancellation policies
Same day or within a few days of your first payment Compare and buy, or at least check the deadlines for any time-sensitive benefit
As you add bookings Update your insured trip cost if your policy needs it
Before you leave Save the assistance number, share your documents and check for changed travel advice
During the trip Keep receipts and documents, and contact assistance early if there's a problem

What if you've already left it late?

Don't assume it's too late. It depends on what you want from it.

A few days before you leave. You can still buy cover. Medical and evacuation benefits will work for the trip. Cancellation cover will protect you for only those few days, but something is better than nothing, especially if a late problem occurs.

The day you leave. Many insurers still sell cover up to departure. Read the start-date rules carefully, as some benefits may need a waiting period.

Already abroad. Options are narrower, and many insurers won't sell to you. Some specialist plans sell to people already traveling, usually with a waiting period before cover starts and exclusions for anything that started before purchase. Backpackers on long trips run into this most often.

When buying late is fine

If you're mainly buying medical cover, and your trip costs are low or refundable, there's little penalty to waiting until shortly before departure, provided you don't need any time-sensitive benefit. Just don't leave it so late that you forget, or find you don't have time to read the policy properly.

When you need it for a visa

Don't wait until your application's due date. A Schengen visa application needs proof of cover for your whole stay, so you'll need to buy before you apply. Many insurers provide a suitable certificate, but check that it matches the Schengen requirements and ask how refunds work if your visa is refused.

Simple rule: make buying insurance part of booking. When your first deposit leaves your account, set a reminder for that same week. That one habit keeps every time-sensitive option open.

Frequently asked questions

Can I buy travel insurance after booking my flight?

Yes, and that is the normal order. Buying soon afterward gives you the best protection, but you can generally buy any time before departure.

Can I buy travel insurance the day before I leave?

Usually, yes. Medical cover can still work for your trip, but you will have missed time-sensitive options, and cancellation cover would only protect you for that last day.

Does buying earlier cost more?

Not usually. The price is generally based on factors like your age, destination and the value insured, rather than how far ahead you buy.

Can I get a refund if I change my mind?

Many policies have a free look period when you can cancel for a full refund if you have not traveled or claimed. Check how long yours lasts.

Sources we checked

  1. UK Government: Foreign travel insurance
  2. Squaremouth: What is Cancel For Any Reason coverage?
  3. American Visitor Insurance: Pre-existing condition cover and purchase windows