The club first won the championship in 1890 beating Young Irelands 0-5 to 0-0 in the final, captained by Charlie Thompson.
In the 1901 Dublin final, Isles of the Sea, captained by Dan Holland, defeated Kickhams and the club was awarded the Dublin senior championship cup to keep permanently and the cup is now in the museum in Collins Barracks near Heuston station.
Isles of the Sea then qualified for the 1901 All Ireland Final against London Hibernians, winning 0-14 to 0-2.
The captain of London Hibernians was Sam Maguire after whom the All-Ireland trophy would later be named.
Isles had four Whelans in the team, Val Harris, who went on to play international soccer for Ireland and at the top level in England for Everton and Thomas Doyle, grandfather of another future Republic of Ireland international soccer player Jackie Mooney.