Annual Travel Insurance

Annual Travel Insurance

Get year-round coverage for unlimited trips

What is annual travel insurance?

Annual travel insurance is for frequent travelers who want coverage for unlimited trips all year. With annual travel insurance, you don't need to buy separate policies every time you travel — and you get coverage for lost baggage, medical emergencies abroad, and other unexpected issues.*

Benefits of yearly travel insurance:

  • Buy once, travel all year: Annual travel insurance lets you stay covered without buying a new policy for each trip. If you travel frequently, an annual plan with add-on cancellation benefits can be more affordable than separate single-trip policies.
  • Protection if your bags are lost or delayed: Annual plans may include baggage coverage to reimburse you for essential items.
  • Medical coverage during your trips: If you experience a serious medical issue while traveling abroad, a travel insurance annual plan generally includes coverage for medical treatment and emergency evacuation.
  • Optional extra protection for peace of mind: Annual travel insurance plans may let you add coverage for trip cancellations and interruptions up to $10,000 to protect prepaid, non-refundable trip costs.

How does annual travel insurance differ from single-trip travel insurance?

Annual travel insurance covers multiple trips during a 12-month timeframe, while a standard single-trip travel insurance policy covers one specific trip. Determine which plan meets your travel needs:

Annual travel insurance

Single-trip travel insurance

Purpose

Annual travel insurance

A year-long policy that covers multiple eligible trips during the term with one purchase

Single-trip travel insurance

A comprehensive policy purchased to cover one specific trip with defined start and end dates

Who it's for

Annual travel insurance

Frequent travelers (typically those taking 3+ trips per year) who want continuous coverage without purchasing a new plan for each trip

Single-trip travel insurance

Travelers taking a one-time or occasional trip who want broad coverage

Included coverages

Annual travel insurance

  • Travel medical
  • Emergency medical evacuation
  • Baggage loss
  • Baggage delay

Single-trip travel insurance

  • Travel medical
  • Emergency medical evacuation
  • Baggage loss
  • Baggage delay
  • Trip cancellation and interruption

Add-ons

Annual travel insurance

  • Trip cancellation/interruption with benefits for trip delay
  • Emergency accident and sickness
  • Pet-friendly cancellation

Single-trip travel insurance

  • Cancel for any reason (CFAR) coverage**

What does annual travel insurance cover?

Annual travel insurance is designed for frequent travelers — vacationers who plan three or more trips per year, snowbirds visiting a secondary home, and business travelers. It may include these protections for every eligible trip you take in a year:

  • Travel medical coverage
  • Emergency medical evacuation
  • Lost or delayed baggage

Optional coverages

When you need it, you can choose to add optional trip cancellation/interruption coverage with trip delay benefits or a deluxe upgrade. These upgrades are available at the time you purchase your plan and can't be added later:

  • Trip cancellation/interruption: This coverage is offered at total annual limits of $2,500, $5,000, or $10,000 to help protect prepaid, non-refundable trip costs if you cut short or cancel a trip for a covered reason.
  • Deluxe upgrade: This coverage increases the limits for trip delay, medical expenses, and medical evacuation.

Annual travel insurance plans through InsureMyTrip even offer unique pet-friendly protection when you add the optional trip cancellation/interruption coverage. You'll be protected if your cat or dog has a serious health emergency before you leave or while you're traveling. The policy may reimburse you for non-refundable trip costs if you need to prioritize your pet over traveling.

Why choose Progressive?

  • One policy

    Year-round coverage

    One policy covers you for unlimited eligible trips. No need to buy insurance for each trip.

  • Customizable

    Protection your way

    Customize your plan with trip cancellation and interruption coverage, including benefits if your dog or cat gets critically ill.

  • Experienced

    20+ years of experience

    InsureMyTrip has over 20 years of experience helping travelers protect their trips with confidence.

Frequently asked questions about annual travel insurance

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Get a quote for annual travel insurance today

Get a quoteOr, call 1-855-347-3939