If you're a frequent traveler seeking year-round coverage, several annual travel insurance policies stand out in 2025 for their well-rounded benefits and value.
Keep in mind that, when comparing quotes, the best plan for you will depend on your travel plans and the amount of coverage you need. Here are some top options to consider:
Most Comprehensive Annual Travel Insurance: Trawick International - Safe Travels Annual Executive
Best Annual Medical Travel Insurance Coverage: GeoBlue - Trekker Choice excl US
Most Affordable Annual Travel Insurance: Trawick International - Safe Travels Annual Basic
Best Annual Plan for International Travel: GeoBlue - Trekker Essential excl US
Annual travel insurance, also known as multi-trip travel insurance, is a type of coverage that provides trip protection for any number of trips taken within a 12-month period. Annual policies are designed for frequent travelers that want long-term travel insurance and peace of mind.
Benefits of purchasing an annual travel insurance policy include:
Year Long Travel Insurance: Provides financial protection for a 12-month period, starting the day after your purchase date.
Potential Savings: Can be cheaper than purchasing multiple single-trip policies if you take at least 3 trips per year.
Convenience: Eliminates the need to purchase a new travel insurance policy for each trip you take.
Peace of Mind: Protects against common trip disruptions like medical emergencies, evacuations, delays, and baggage loss.
Unlimited Trips: A single annual travel insurance policy can cover any number of trips taken within the 12-month coverage period.
Less Hassle: Managing a single policy is more convenient than managing several single-trip policies.
More Cost-Effective: Frequent travelers often find annual travel insurance is cheaper than buying several single-trip policies
Limited Cancellation Coverage: Very few annual plans include Trip Cancellation and Trip Interruption benefits.
Strict Trip Length Guidelines: Annual mult-trip travel insurance plans have maximum trip length requirements and will not cover extended trips.
Destination Restrictions: Some annual plans can exclude coverage for certain geographic locations, such as domestic travel.
Choosing the right annual travel insurance plan depends on how often you travel and what kind of protection you need. Here are the most important factors to keep in mind:
Value: Compare what's included in the plan, not just the price. Cheaper plans may leave out key benefits like cancellation or baggage coverage
Cost: Annual travel insurance premiums can vary by provider. It’s important to compare plans from multiple providers to find the best price
Medical Coverage Amounts: Look for strong medical and evacuation benefits, especially if you're traveling internationally
Trip Duration Limits: Most annual policies cover trips up to 30, 60, or 90 days at a time
Worldwide Protection: Ensure the policy covers every region you plan to visit, as some plans may exclude high-risk areas
In 2025, the average cost of an annual travel insurance policy is $308. This is based on Squaremouth sales data from the past 12 months.
With coverage that lasts for exactly one year, this means an annual plan costs less than $1 per day.
Annual travel insurance is typically cheaper than purchasing multiple single-trip policies if you take at least 4 trips per year.
Single-trip medical insurance policies cost an average of $83 per trip, compared to roughly $300 for a yearly travel insurance plan. For travelers who take 4+ trips each year, a multi-trip plan can be considerably cheaper than buying multiple policies for each trip.
To see how much yearly coverage will cost with our annual travel insurance comparison tool.
Quote Annual Travel InsuranceAnnual travel insurance is ideal for travelers that are planning multiple trips per year and don't want the hassle of purchasing a new policy for each trip.
Frequent Travelers: If you’re taking more than three business or leisure trips a year, an annual plan can save you time and money.
Spontaneous Travelers: If you often take last-minute trips, having a policy already in place ensures you’re always protected.
Digital Nomads: For those constantly on the move, annual policies can provide consistent medical coverage.
Travelers With Existing Cancellation Coverage: If your credit card provides trip cancellation protection, an annual policy with emergency medical and evacuation benefits can fill in the gaps.
Occasional Travelers: If you take three or less trips per year, purchasing an annual plan may not be cost-effective.
Long-Term Travelers: Annual plans typically do not cover trips that exceed 90 days.
Travelers That Want Trip Cost Protection: Very few annual policies include cancellation benefits that cover your prepaid travel expenses.
Annual policies are worth it for travelers who want basic trip protection for multiple trips across a 12-month period. These plans are a good idea for frequent travelers looking for a cost-effective alternative to buying a single trip policy each time they travel. If you’re traveling more than twice over the next year, this type of coverage may be worth the investment.
Annual plans are primarily built to provide basic medical protection. So if you want cancellation coverage or plan to participate in adventure sports, an annual policy may not be best-suited for you.
Yes, some annual travel insurance plans do include Trip Cancellation coverage, which can reimburse travelers that are forced to cancel their trips due to unforeseen events.
However, most annual plans are geared toward offering quality medical coverage over cancellation benefits. Therefore cancellation coverage is usually limited.
Yes, annual travel insurance can cover cruises you take throughout the year your plan is active. However, unless you take multiple cruises each year, you may want to consider specialized cruise insurance instead.
Cruise-specific plans often provide more comprehensive coverage, including primary medical benefits, missed connection coverage, and protections tailored to the unique risks of cruising.
Not all travel insurance plans include Pre-Exisiting Condition coverage, and that applies to annual travel insurance, too. The coverage is found in select plans and is only available to travelers that meet the plan’s specific eligibility requirements.
Yes, many annual travel insurance policies allow you to add up to 10 people to one policy, and all travelers are not required to travel together on every trip.
90 days is typically the longest trip that can be covered by an annual plan. However, this can vary by policy and provider.
Some providers have a maximum number of trips that can be covered throughout the year, so you will be asked to give an estimated number of trips you plan to take. However, you do not need to enter your destinations. Most multi-trip plans provide annual worldwide travel insurance coverage, meaning they can cover you across multiple destinations on each trip.
To renew your policy, contact your travel insurance company before your existing coverage expires. Typically, plans that offer renewals can be extended for 12-24 months.