We were late booking our holiday this year and ended up paying too much for the flights and not having much choice of accommodation so we are going to be organised and book early for next year. Would you choose to go in mid-June when DD will be 23 months (technically wouldn't need her own seat but might be a good idea to buy one anyway for comfort?) or early Sept when she will be 26 months? I guess later she might be walking better and have better understanding of things but be more likely to be climbing out of her cot etc. I was also wondering about fitting in travel with toilet training since the summer when she's 2 is a logical time to try. Do we go on holiday early summer then start toilet training after the trip or try toilet training at the start of summer and hope she is dry during the day by the time we go in late summer? Wouldn't want to be carrying a potty everywhere on holiday and having accidents in restaurants. Anything else I should consider? It will be a 2 week holiday to a Greek island but eating out and travelling around by car rather than staying in a resort.