All-inclusive Resorts

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Find out if the deal is as good as it sounds. The definition of 'all-inclusive' does vary, so check what you actually get– for instance, certain activities and services (such as scuba-diving and childcare) may still be extra, while the unlimited free soft drinks and sometimes alcohol may only extend to local offerings and not your favourite brands. 
 
Check if a resort’s non-buffet restaurants cost extra, and if you plan to use them, found out if you need to book well in advance. If you don’t use them, you may start to find the buffets very repetitive.
 
Find a place offering lots of activities, preferably included in the price – if you’re going to be mainly in one place, you want to have plenty to do. 
 
But unless you don’t mind risking cabin fever, do find a hotel or resort that has at least a few points of interest in the vicinity – it’s a shame to go abroad and not see something beyond where you’re staying. Note that many all-inclusive hotels and resorts are in quite isolated spots and don’t give much of a flavour of local life.
 
Doublecheck whether childcare (included in the price or extra) needs to be booked in advance (perhaps even at the time of your overall reservation). Make sure the timings and age limits make it suited to your needs, and check for official accreditation and that the staff speak good English (other parents’ feedback is always useful).