Best Annual Travel Insurance Plans & Promotions in Singapore (2025)
As you begin looking around for travel insurance plans for your trips, the vast variety of choices out there can make it a little daunting to decide on one. By using a comparison platform like MoneySmart's curated list of best travel insurance plans in Singapore, you’ll be able to compare strategically for annual multi-trip packages in terms of premiums, coverage for overseas medical expenses and more.

TLDR Summary: What You Should Know About Annual Travel Insurance
- Annual travel insurance is more suitable for frequent flyers and multiple short trips, while single-trip insurance is better for infrequent travelers or longer trips.
- Annual travel insurance plans offer convenience, cost-effectiveness, and coverage for unlimited trips within a year.
- Coverage benefits include regional or worldwide coverage, medical coverage (including COVID-19), trip inconvenience coverage, adventure and sports activities coverage, and emergency medical evacuation.
- Exclusions in annual travel insurance plans include pre-existing conditions, traveler or employee replacement costs, travel against government prohibitions, and illegal activities resulting in conviction.
Why Choose Annual Travel Insurance Plans?
Benefits of Annual Travel Insurance
- Greater convenience for unlimited trips within a year
- Available for most regions in the world i.e. ASEAN, Asia, etc. and even worldwide coverage
- Choice of individual or group plans and group plans usually come at a lower price
- More cost-effective in the long run if you’re a frequent traveler

Best Annual Travel Insurance Benefits Coverage
Best for | Annual travel insurance plan | Premium rate |
---|---|---|
Best forDeals and promotions | Annual travel insurance planAIG Travel Guard Supreme and Enhanced plans | Premium rate$468 - $554 |
Best forMedical coverage (including COVID-19 coverage) | Annual travel insurance planAllianz Travel Basic, Silver and Platinum plans | Premium rateFrom $144.48 |
Best forCruise coverage | Annual travel insurance planFWD Premium plan | Premium rate$260 |
Best forComprehensive coverage | Annual travel insurance planMSIG TravelEasy® Standard, Elite, Premier plans | Premium rate$337 - $651 |
Best forAdventure/Sports activities | Annual travel insurance planMSIG TravelEasy® Standard, Elite, Premier plans | Premium rate$289 - $559 |
Best forUnlimited overseas medical coverage | Annual travel insurance planSinglife Travel Lite, Plus and Prestige plans | Premium rate$232 - $460 |
Best forOverall good value | Annual travel insurance planDirect Asia DA 200, DA 500 and DA 1000 plans | Premium rate$209 - $288 |
Best forCustomisation of plan | Annual travel insurance planStarr TraveLead Comprehensive Bronze, Silver and Gold plans | Premium rate$343 - $586 |
Best forFamily | Annual travel insurance planFWD First Family Plan | Premium rate$791 |
Looking to buy annual travel insurance?
What Does Annual Travel Insurance Coverage Include?
Regional or Worldwide coverage
Medical coverage (including or excluding COVID-19)
Coverage for trip inconvenience
Adventure and sports activities
Emergency medical evacuation & repatriation
What Are Not Included in Annual Travel Insurance Plans?
Pre-Existing conditions
Replacement of traveler or employee
Any travel against prohibitions/acts/travel alerts/bulletins by any government or public authority
Illegal activities resulting in a conviction

We asked Singaporeans about flight disruptions, and they answered.
Annual Travel Insurance Vs. Single Trip Travel Insurance: Which Is Better?
There are a couple of things that you should know when you’re deciding between annual multi-trip travel insurance and single-trip insurance plans, so that you can pick a suitable one for you and your travel companions.
Annual Travel Insurance vs Single-Trip Travel Insurance
Annual Travel Insurance | Single-Trip Travel Insurance | |
---|---|---|
Annual Travel InsuranceMore suitable for frequent flyers | Single-Trip Travel InsuranceMore suited for those who travel less frequent | |
Annual Travel InsuranceIdeal for multiple short trips in a year (each trip being less than 90 days | Single-Trip Travel InsuranceGreat for trips which are longer than 90 days each | |
Annual Travel InsuranceMore cost-effective for frequent flyers | Single-Trip Travel InsuranceMore affordable for infrequent travellers or those who prefer to go on long-haul trips which can be more than 180 days | |
Annual Travel InsuranceTime-efficient in terms of purchase process as it eliminates the need for repurchasing any plans for each trip | Single-Trip Travel InsuranceTend to cover a wider age group including the ones who are above 70 years old | |
Annual Travel InsuranceUsually have a maximum age limit for coverage (e.g. 70 years old and above) | Single-Trip Travel Insurance |
Frequently Asked Questions
Is COVID-19 travel insurance coverage still compulsory now for travelling?
- Yes and no. This depends on the laws and regulations of the country you are visiting. Although travel insurance is mostly not required to travel to many countries now, it is still strongly recommended. Having a travel insurance plan with adequate coverage will allow you to claim for medical and hospitalisation expenses, emergency medical evacuation and repatriation and more, so it’ll definitely prepare you better for any unexpected situations.
Are annual travel insurance plans worth getting?
- Yes and no. It depends on how frequent you travel and the duration of each trip. For frequent travellers, annual travel insurance plans may be more cost-effective as buying single-trip insurance for 3 or 4 overseas trips in a year may probably cost the same as or more than an unlimited number of trips on an annual insurance plan.
Should I get annual travel insurance with COVID-19 coverage?
- It is highly recommended to get it despite the easing of COVID-19 restrictions in many countries. COVID-19 coverage benefits vary from insurer to insurer, but the key aspects of coverage will often include overseas medical coverage due to COVID-19, emergency medical evacuation & repatriation, overseas COVID-19 diagnosis quarantine allowance, overseas hospital cash due to COVID-19, trip cancellation/postponement/curtailment/disruption coverage due to COVID-19.
What happens if I want to cancel my annual travel insurance?
- Most insurers allow you to cancel your policy at any time during the period of your annual insurance. Depending on the terms and conditions of your policy at the time of purchase, you may most likely receive a refund as a percentage of the amount you paid, with reference to the date of your cancellation.
When does my annual travel insurance coverage start?
- Most annual travel insurance cover begins in Singapore with specific benefits that are valid prior to the departure and/or your trip begins. Please refer to your annual travel insurance policy’s terms and conditions or check with your travel insurance agent as these terms and conditions will often vary from insurer to insurer.