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Annual Travel Insurance

Cover Every Trip This Year with One Plan 

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Annual Travel Insurance Plans

One policy. Multiple trips. Get medical, evacuation and trip protection for every eligible journey you take this year. 

Annual Plan Details

An Annual Travel Insurance Plan offers an easy way to protect every eligible trip you take throughout the year with one policy. If you’re a frequent traveler, taking three or more trips a year, you can get important benefits like travel medical coverage, emergency evacuation, lost baggage protection, and more for multiple trips under a single plan. You can also enhance your coverage with optional upgrades, including trip cancellation, trip interruption, and travel delay benefits. It’s a simple, year-round solution designed to keep you covered on every trip.  

What is Annual Travel Insurance?

Annual travel insurance is a year-long policy that covers you for multiple trips, so you don’t have to buy separate insurance every time you travel. This plan helps protect you from things like medical emergencies, lost baggage, and other unexpected travel issues all year long.

Medical LimitTravel DelayTrip CancellationBaggage Loss
$100,0005+ hours 
$100 per day 
$200 max 
(secondary) 
$10,000 max $500  
$250 per article

*Plan details are for general information purposes only.  Coverage may vary.  Coverage amounts are per person and per trip, unless otherwise noted. 

How Does an Annual Travel Insurance Plan Work?

Buy the plan once, and it covers every trip you take for the next 12 months (as long as you return home between trips). The coverage focuses on medical and emergency benefits, but you can customize the plan by adding trip cancellation, trip interruption, and travel delay benefits.

What Does Annual Trip
Insurance Cover?

Annual plans generally include travel protections like emergency medical coverage, evacuation, and lost baggage. With the Intrip Annual Plan, you can also add optional trip cancellation and interruption coverage (up to $10,000) and boost benefits like travel delay or emergency accident and sickness coverage. There’s also a pet-related cancellation benefit if you cancel for serious illness of your cat or dog.

Does Annual Travel Insurance Cover Cancellations?

It can. Trip cancellation isn’t automatically included, but you can add it for an extra cost. When added, it reimburses prepaid, nonrefundable trip costs if you cancel for a covered reason, like sickness, injury, severe weather, or even serious illness of your cat or dog.

Does it Cover Trips Already Booked?

Yes, if you’ve added cancellation, it can cover prepaid vacations you already have on the books. As long as the trip and your reason for canceling meet the plan requirements, you can get reimbursed for your nonrefundable costs.

Does Annual Travel Insurance Cover Cruises?

Yes, you can use an annual plan for cruises. The medical and emergency evacuation benefits work the same at sea as on land. Keep in mind the cost of the cruise itself isn’t covered unless you add the cancellation benefit. 

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InsureMyTrip’s 3 Most Important Things to Know about Annual Travel Insurance

Year-Round Coverage for Unlimited Trips 

Annual travel insurance gives you one policy that protects every eligible trip you take throughout the year. No need to buy coverage repeatedly. This may interest you because it saves time, simplifies planning, and ensures you’re never caught traveling without protection. 

Emergency Medical & Evacuation Protection Abroad

A big concern if you’re a U.S. traveler is your domestic health insurance usually doesn’t cover you internationally. Annual plans fill that gap with emergency medical and evacuation coverage, for whenever you travel, without having to think about it. 

Optional Annual Trip Cancellation Coverage (Up to $10,000)

Unlike many multi-trip plans, this one lets you add year-round cancellation/interruption coverage, including unique benefits like pet-related cancellation. Travelers value this because it protects prepaid, nonrefundable trip costs for any eligible covered trip during the year, not just one, making it a smart upgrade for anyone booking multiple vacations.


Pet-Friendly Protection

This annual plan includes an additional comfort for pet owners; coverage that can help if your cat or dog faces an unexpected issue right before your trip, providing a little extra reassurance when planning vacations.

Here’s what the pet coverage includes:

Trip Cancellation Icon

Trip Cancellation

If your cat or dog becomes critically ill or passes away (as certified by a veterinarian) within 30 days of when you’re set to leave on a trip. 

Prepaid Trip Cost Icon

Prepaid Trip Costs

Helps refund your nonrefundable trip expenses, so you don’t have to worry about financial loss on top of caring for your pet.

Broader Cancellation Protection Icon

Broader Cancellation Protection

When you add the optional trip cancellation benefit to your annual plan, you’ll automatically receive added pet-related cancellation coverage, giving you more reassurance and flexibility than most annual plans offer. 

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Annual Trip Insurance Pets

What people are saying about InsureMyTrip

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It was easy to input trip information and get quotes to compare. I have used insuremytrip.com several times when traveling, to give us peace of mind.

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I always go to insurermytrip to compare travel insurance. Without them, I’d probably pay much more than I need to.

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The agent really helped me to make the best purchase option for our unique situation. He was patient, had all the answers to my questions, thought my trip through and was very knowledgeable.

– Tom P.

Frequently Asked Questions

Absolutely. If you’re traveling multiple times a year, an annual plan gives you consistent coverage for every trip, especially medical emergencies, which your domestic health insurance likely won’t cover abroad.

Prices can vary based on factors like age and number of travelers. Annual plans with add-on cancellation benefits cost more, but they can still be more affordable than buying separate policies for each trip.

If you’re a frequent traveler, yes, buying one annual plan is usually more cost-effective. While single-trip plans may provide more robust benefits, an annual policy gives you consistent protection all year, often at a lower overall cost.

If you’re taking several trips throughout the year and coming home between them, an annual plan can be a great fit. It’s for frequent travelers who want year-round protection without buying a new policy every time.

The plan goes into effect the day after you buy it. Just make sure you meet any requirements listed in the policy (like trip length limits or distance-from-home rules).

If you travel several times a year, it’s a great way to simplify coverage while making sure you’re protected every time. Adding cancellation coverage can make it even more valuable, especially if you book trips in advance or travel with higher upfront costs.

The best annual travel insurance plan is one that provides robust year-round protection for every eligible trip, including medical and evacuation coverage, baggage benefits, and optional trip cancellation.

Yes, there is a 15-day review period, starting on the day you purchase.

Annual Vacation Insurance FAQs
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Questions and Answers

20 Questions

  • Question

    Is an annual plan based on calendar year? or if I would buy in February would it be a rolling 12 months?

    By Julie – January 27, 2018

    • Answer

      The annual medical policies go into effect on the departure date for your first trip, and the policy expires one year later from that date. You are covered for all trips outside of your home country throughout the year, as long as you do not go over the maximum amount of days the policy allows for each trip.

      By MattG – January 30, 2018

  • Question

    Do you have a policy that is ok to cancel and any time for no apparent reason and get the full money back? i’m inquiring for numerous business class travelers.

    By LindaT – July 17, 2018

    • Answer

      We have policies that offer Cancel For Any Reason, the maximum refund offered for this benefit it is 75% of the total trip cost. There are typically 3 conditions that must be met to purchase a Cancel For Any Reason Rider: Purchase the policy within 10 – 21 days of First Trip Payment; Insure ALL prepaid and non-refundable travel expenses prior to departure; Trip arrangements must be canceled more than 48 -72 hours prior to the departure date. If you meet all 3 of these conditions, this benefit will typically reimburse you 75% of your trip cost, unless otherwise noted.

      By MattG – July 18, 2018

  • Question

    I plan to make multiple trips how can I get a quote for the annual coverage (mainly for medical and medical evacuation) I travel to multiple countries on a single trip, the quote request form does not allow me to enter more than one country per trip.

    By Angela – September 6, 2018

    • Answer

      We do provide annual medical policies for trips that take place outside of your home country. Typically, the trips cannot be longer than 90 days per trip with most plans. To obtain a quote, please fill out the quote form with your very first trip’s details and once you arrive on the results page, please select the medical tab and view our plans that are labeled “multi trip”. Our multi-trip medical plans provide both medical and medical evacuation coverage.

      By MattG – September 8, 2018

  • Question

    Are annual plans available for U.S. residents travelling in the U.S.?

    By Lorene – July 7, 2019

    • Answer

      We do provide annual medical policies for trips that take place outside of your home country. Typically, the trips cannot be longer than 90 days per trip with most plans. These plans do not provide any coverage for domestic travel, unfortunately.

      By MattG – July 8, 2019

  • Question

    How do I get a quote for annual? All of 2021. Multiple destinations.

    By BarbaraB – October 24, 2020

    • Answer

      We do provide annual policies, however they are medical policies for trips that take place outside of your home country. Typically, the trips cannot be longer than 70 days per trip with most plans. To obtain a quote, please fill out the quote form with your very first trip’s details and once you arrive on the results page, please click on the button labeled “medical” on the bottom left and view our plans that are labeled “multi trip”. Our multi-trip medical plans provide both medical and medical evacuation coverage. If you were looking for Trip Cancellation and other travel protection benefits, that has to be purchase on a per trip basis, keep in mind.

      By MattG – October 26, 2020

  • Question

    In addition to the annual coverage, could I buy a trip cancellation only policy for each trip? I plan about doing 4 trips in the year.

    By KarenP – May 31, 2021

    • Answer

      Yes, you can obtain an annual multi-trip medical policy and in addition you can purchase single trip comprehensive policies for each trip if you needed trip protection as well.

      By MattG – June 2, 2021

  • Question

    I did ‘request a quote’ but it asks departure date and return. We’ll, we have multiple trips. How can I get a quote for annual policy?

    By MariaL – September 1, 2021

    • Answer

      We do provide annual medical policies for trips that take place outside of your home country. Typically, the trips cannot be longer than 70 days per trip with most plans. To obtain a quote, please fill out the quote form with your very first trip’s details and once you arrive on the results page, please click on the button labeled “medical” on the bottom left and view our plans that are labeled “multi trip”. Our multi-trip medical plans provide both medical and medical evacuation coverage.

      By MattG – September 4, 2021

  • Question

    Want to view annual travel plans – cant figure out how to navigate as it appears they are asking me where am I going for specific trip not annual – need help?

    By JohnM – October 30, 2021

    • Answer

      We do provide annual medical policies for trips that take place outside of your home country. Typically, the trips cannot be longer than 70 days per trip with most plans. To obtain a quote, please fill out the quote form with your very first trip’s details and once you arrive on the results page, please click on the button labeled “medical” on the bottom left and view our plans that are labeled “multi trip”. Our multi-trip medical plans provide both medical and medical evacuation coverage. Typically, these policies are only available for quoting or purchase within six months of the departure date.

      By MattG – November 3, 2021

  • Question

    I filled out the form for a quote but it keeps asking me where I’m going and what day am I leaving. If it’s for an annual policy I’m planning on going multiple places. How do I fill out the form to get a quote?

    By MariaL – March 11, 2022

    • Answer

      We do provide annual medical policies for trips that take place outside of your home country. Typically, the trips cannot be longer than 70 days per trip with most plans. To obtain a quote, please fill out the quote form with your very first trip’s details and once you arrive on the results page, please click on the button labeled “medical” on the bottom left and view our plans that are labeled “multi trip”. Our multi-trip medical plans provide both medical and medical evacuation coverage.

      By MattG – March 12, 2022

  • Question

    How do you buy an annual policy online?

    By ThomasP – July 1, 2022

    • Answer

      We do provide annual medical policies for trips that take place outside of your home country. Typically, the trips cannot be longer than 70 days per trip with most plans. To obtain a quote, please fill out the quote form with your very first trip’s details and once you arrive on the results page, please click on the button labeled “medical” on the bottom left and view our plans that are labeled “multi trip”. Our multi-trip medical plans provide both medical and medical evacuation coverage.

      By MattG – July 6, 2022

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