There are many different types of traveller. There are business men and women who are flying from one city to another for brief meetings, then there are families taking a two week holiday to the sun with young children, then there are students or gap year travellers who will be backpacking around exotic locations on extremely low budgets. There are really about as many different types of traveller as there are different types of person.
There are many different approaches you can take to booking your travel arrangements. Your main priority may be convenience, for example if you have a meeting near the airport you will need airport accommodation and little else, however, if you are travelling for pleasure, you are likely to have far less restrictions and will be willing to consider all types of arrangements. You can have these arranged for you by a travel agent or you could do it for yourself online. Or alternatively, you may wish to simply travel to a city or country with absolutely no plans and just see what happens when you get there.
On of the things you should always travel with is proper health and travel insurance. Obviously your requirements will again vary depending on what kind of travel you are undertaking. If you are travelling for business, full travel insurance that will provide you with alternative flights if yours is cancelled or delayed will be important. For most holiday travellers, this may not be quite as important. If you are travelling with children you may wish to consider it, but otherwise you may be quite flexible and tolerant if delays do occur. But you may be more worried about your luggage and belongings and wish to have good coverage for loss or damage to your property. All these options are available today with the various travel insurance companies that are operating in the market.
Generally speaking, you will always need health insurance when you travel. You cannot afford to take the risk that an accident or serious injury occurs and you do not have proper coverage. There are many parts of the word where free national health insurance is not provided and if you do require medical treatment, it will only be provided if you can pay for it. Particularly if you are travelling with children, you should always arrange adequate travel insurance with medical coverage. This is simply a risk that you do not want to be bearing yourself especially when the cost of travel insurance is so affordable.