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Single trip vs annual travel insurance calculator

Written and reviewed by Sanjeev Yoganathan · Last reviewed 10 June 2026

Enter your planned trips and the cost of single-trip and annual multi-trip quotes to see which works out cheaper, and at what break-even trip frequency.

Note: We don't store what you type, and we never ask for medical or sensitive personal details.

Your planned trips (enter the single-trip quote for each)

Enter a quote for the equivalent annual policy covering the same destinations and travellers.

Assumptions and methodology

Compares the total cost of individual single-trip policies for each planned journey against the cost of a single annual multi-trip policy. Break-even is the number of trips at which annual cover becomes cheaper. All figures user-supplied — this tool is a comparison aid, not a price generator.

Common mistakes to avoid

  • Comparing annual cover against one trip — annual only makes sense if you travel at least twice a year.
  • Forgetting that annual multi-trip policies usually have a maximum trip length (typically 31 or 45 days per trip).
  • Ignoring destination restrictions — some annual policies exclude the USA or worldwide destinations unless upgraded.

Frequently asked questions

Written and reviewed by Sanjeev Yoganathan · Last reviewed 10 June 2026

Disclaimer

This is a simplified estimate based on the assumptions shown above. It isn't a quote, and a real insurer may arrive at a different figure. Use it as a starting point, then check the details with your insurer or adviser.