Felt that there's a need to start a thread on Travel Insurance.
This will probably cover the various types of insurance companies, coverage and clauses.
Advice on what to do when unfortunate things happen will also be included.
Here's my take:
First you should look at the activities you are involved in. Business trips, family trips and backpacking trips have different elements involved.
For example in business trips you might want to emphasize on higher protection on lost equipment, delays.
Most of the major insurers in Singapore carry more of less the similar protection.
AXA and AIG has the most comprehensive plans. Tenet is also quite price competitive with slightly lesser coverage. NTUC is pretty cheap and just cover the basics.
Coverage do changes from time to time (like swine flu and bird flu protection) so just head down to the website and compare the brochures.
I took up NTUC for my upcoming Europe trip because I don't need the additional coverage by AXA and AIG, but I need the insurance to cover my rented car and NTUC fits the bill for a cheap price.
If you can purchase insurance via an agent, by all means do it. It cost the same as applying online and you will have someone to help you when you need to claim.
Remember that price should never be the only decision factor in buying travel insurance. Because when you really need the rescue in a foreign land, money will be the least of your concern already.
That's why reliability and ease of claims are the factors which I will keep in mind when choosing.