Would we really be taking a financial gamble weather-wise? We'd be looking to go around 20-30th October. Currently thinking of Dom Rep for the shorter flight. Could do Aruba or cancun but really put off by the extra 2/3 hour flight time.
Also considered Cape Verde but read there's nothing to do and with poor healthcare touch wood should we need it so that's out.
Florida? Any other midhaul destinations with guaranteed sun and picture perfect beaches at that time of year?!