Annual Multi Trip Travel Insurance – Cover for a Year of Travel

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If you’re planning to travel more than once this year, annual multi trip travel insurance could be the most convenient and cost-effective way to protect your holidays. Instead of buying a separate single trip policy for every break, one annual policy can cover multiple trips across 12 months — saving you time, money, and hassle.

With our annual cover, you can travel as many times as you like throughout the year. Each trip is covered for up to 31 days as standard, with the option to extend your maximum trip length to 45 or 60 days for an additional premium. Whether it’s a long weekend, a business trip, or a multi-destination adventure, your travel insurance is ready whenever you are.


What is annual multi trip travel insurance?

Annual multi trip travel insurance is a policy that covers multiple trips within a 12-month period, rather than just one holiday. It’s ideal if you:

  • Take several holidays per year

  • Enjoy spontaneous weekend breaks

  • Travel regularly for work

  • Want protection in place all year round

If you usually take two or more trips per year, annual multi trip travel insurance is often better value than buying several single trip policies.
Looking for single trip cover instead?
👉 Single Trip Travel Insurance


Why choose annual multi trip travel insurance?

Our annual policies are designed with frequent travellers in mind, offering flexibility, reliability, and excellent worldwide support.

✔ European & Worldwide cover

Choose the right cover for your travel plans:

✔ Emergency medical expenses

Between £5 million and £10 million per person, depending on your chosen level.

✔ 31 days per trip included

Upgrade to 45 or 60 days if you need longer stays.

✔ Personal possessions cover

From £1,500 to £5,000 per person, depending on your policy level.

✔ 24/7 emergency medical assistance

Worldwide support whenever you need it.

✔ Cover up to age 85

Eligibility depends on your chosen cover level.

✔ Unlimited trips for 12 months

No need to worry about forgetting to buy a policy before you travel.

Terms, conditions and exclusions apply. Please see our Policy Wording for full details.


What does annual multi trip travel insurance include?

Your annual multi trip travel insurance policy typically covers:

  • Trip cancellation & curtailment

  • Emergency medical expenses & repatriation

  • Lost, stolen or damaged belongings

  • Travel delays & missed departures

  • Personal liability

  • Money, passport & travel documents

  • Multiple trips for 12 months

Optional extras can be added depending on the type of trips you take.


Optional extras for annual multi trip travel insurance

Enhance your annual policy with extra protection tailored to your travel style:

Cruise Cover

Protection against missed ports, cabin confinement and itinerary changes.
👉 Cruise Travel Insurance

Winter Sports Cover

Up to 30 days of cover per year for skiing or snowboarding holidays. Includes equipment, ski pack benefits and piste closure.
👉 Winter Sports Travel Insurance

Golf Cover

Cover for clubs, golf equipment and green fees.
👉 Golf Travel Insurance

Business Travel Cover

Protection for laptops, documents, business equipment and replacement personnel.
👉 Business Travel Insurance

Sports & Activities Cover

Great for adventurous travellers — from hiking to scuba diving.
👉 Sports & Activities Cover


Do I need to declare pre-existing medical conditions?

Yes. All travellers must declare pre-existing medical conditions when buying annual multi trip travel insurance to ensure you have the right protection in place if you need medical treatment while abroad.

Learn more here:
👉 Pre-Existing Medical Conditions Travel Insurance
For more specialist cover, you can also visit the MoneyHelper Directory.


Annual multi trip vs single trip travel insurance

Not sure which to choose? Here’s a quick comparison:

Feature Annual Multi Trip Insurance Single Trip Insurance
Number of trips Unlimited for 12 months One specific trip
Value for frequent travellers ⭐ May be more cost-effective if you take 2+ trips per year Suitable for travellers taking one planned trip
Spontaneous travel ✔ Always covered Must buy every time
Trip duration 31–60 days Up to 365 days
Suited for business travel ✔ Yes (with add-on) ✔ Yes (with add-on)

If you only travel once a year, you may prefer single trip insurance:
👉 Single Trip Travel Insurance

If you take multiple trips, annual multi trip travel insurance is usually the smarter choice.


Who is annual multi trip travel insurance best for?

Annual multi trip policies are ideal for:

Frequent holidaymakers

Those who enjoy several breaks throughout the year.

City break lovers

Perfect for spontaneous weekend getaways.

Business travellers

Consistent cover for work trips abroad.

People visiting family overseas

Cover every visit without buying a new policy each time.


Benefits of annual multi trip travel insurance

✔ One policy covers you for the whole year

✔ May be more cost-effective rather than buying several single trip policies

✔ Flexibility for last-minute travel

✔ Peace of mind that you’re always protected

✔ Suitable for travellers who take 2+ holidays per year


Get a quote for annual multi trip travel insurance

Getting a quote is fast and simple. Just tell us:

  • Where you’re travelling

  • When your cover should start

  • Who’s travelling

  • Any extras you’d like to add

👉 Get an annual multi trip travel insurance quote

Travel confidently all year round with the protection of annual multi trip travel insurance.


FAQs – Annual Multi Trip Travel Insurance

How many trips can I take on an annual multi trip policy?
Unlimited trips within a 12-month period.

How long can each trip be?
31 days as standard, with optional upgrades to 45 or 60 days.

Is annual multi trip travel insurance cheaper than single trip?
If you take two or more holidays per year, annual multi trip cover is often more cost-effective.

Does annual multi trip travel insurance include medical cover?
Yes. Policies include emergency medical expenses and repatriation, up to the limits shown in your Policy Wording.

Do I need to declare medical conditions?
Yes. You must declare pre-existing medical conditions to ensure full cover.

Can I add winter sports to my annual policy?
Yes, winter sports cover is available for up to 30 days per policy year.

Does annual insurance cover business trips?
Yes — add Business Travel Cover if you need protection for equipment, documents and work-related travel.


Essential Travel Resources for UK Holidaymakers Booking a Single Trip Holiday

Travel Advice & Requirements

  • UK Foreign Travel Advice – Get up-to-date information on visa requirements, travel restrictions, and safety tips for your destination.
  • NHS Fit for Travel – Find health advice, vaccinations, and travel health recommendations.
  • U.S. ESTA Application – If travelling to the USA, apply for your ESTA visa waiver online.

Cover limits, terms, conditions and exclusions apply. Please read the Policy Wording carefully to ensure the cover meets your needs.

We’ve Got You Covered with our
Award-Winning Travel Insurance

  • 4.6 out of 5 Star Excellent Rating on
    Trustpilot (2025)
  • Finalists – Best Travel Insurance Provider –
    Insurance Choice Awards (2024)
  • Best Travel Insurance Provider –
    Insurance Choice Awards (2022)
*Gold & Platinum
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Annual Multi Trip Travel Insurance FAQs

Annual Multi Trip Travel Insurance covers you for multiple trips within one year. As standard, our policy provides cover for trip durations up to 31 days, but for an additional premium, this can be increased to 45 and 60 days if you require it. This type of policy is the ideal choice for people who travel frequently and don’t want the expense of buying Single Trip Travel Insurance for every trip they take. It is important to remember that if you travel to different areas of the world throughout the year, you will need a policy that covers all of the areas you are travelling to.

If you are thinking about purchasing an Annual Multi Trip Travel Insurance policy, you may need extra cover for taking part in sports and activities. Winter Sports Cover is important to add to your policy if you are going skiing or snowboarding, as it will provide additional benefits, including cover if your ski equipment is lost or damaged. Similarly, with Cruise Cover, it is essential to add to your policy if you are going on a cruise for cover to be provided, this also provides additional cover benefits, such as missed port departure and cabin confinement.

We provide cover for many Sports and Activities, such as, water skiing, trekking and zip lining. Over 90 sports and activities are covered as standard, and for an additional premium, we can cover those that are a little more hazardous!

With Annual Multi Trip Travel Insurance, you would be covered for medical expenses, cancellation, and loss of personal possessions. However, the amounts you are covered for and the specifics of what these benefits entail will depend on the level of cover you take out. Our levels of cover available are Silver, Gold and Platinum. You can review all our policy documents to find out which one would be most suited to your needs.

We are confident that our medical screening quotation system will provide cover in most circumstances, with decisions being instantaneous. Simply get a quote for your main Covered2Go insurance policy or contact us to discuss further.

Once you have obtained your main policy, you can get a quote for your medical declaration or by contacting Millstream on 0330 311 2648.

If we cannot cover your condition, GoodToGo Insurance may be able to help you. We are pleased to have partnered with GoodToGo Insurance, who are on the list of serious medical specialist providers presented on the medical directory by MaPS.

GoodToGo’s policies are designed for people travelling with all types of pre-existing medical conditions up to a high level of severity and sometimes even a terminal prognosis. You can call us on 0333 400 7745 or visit our Covered2Go/GoodToGo partnership website for more information.

If Covered2Go and/or GoodToGo are unable to cover your condition, then you have free and unrestricted access to a pool of specialist travel insurance providers on the directory provided by the Money and Pensions Service (MaPS).

MaPS was established at the beginning of 2019 and engages with HM Treasury on policy matters relating to financial capability and debt advice.

The MaPS travel insurance directory has been created for travellers who have potentially been refused cover or received a high additional premium in connection with their medical conditions, which provides them with access to consider alternative providers.

How can I access the MaPS Directory?

  • By Phone – call 0800 138 7777 (Monday – Friday 8am to 6pm)
  • Online – you can visit the online travel insurance MaPS directory for a full list of participating travel insurance brands by clicking here.
  • By Email – simply contact traveldirectory@maps.org.uk.