Sailing club
Middle Harbour 16ft Skiff Club
About
Middle Harbour 16ft Skiff Club at a glance
Few Sydney clubs wear their speciality as openly as the skiffies of Middle Harbour. "Skiff sailing is the heart and soul of our Club," the members say, and with a 16ft skiff fleet they describe as one of the strongest in Australia, the claim carries weight. Founded at The Spit in 1902 — which, the club notes, makes it the longest established club in Mosman — this is where the great Australian skiff tradition meets a thoroughly modern junior pathway, and where a junior starting at age six can plausibly finish up racing in the bow of a 16-footer. The 16ft skiff itself is a serious piece of equipment: a high-performance carbon racing machine with a three-person crew, two on trapeze and a large masthead asymmetrical spinnaker. Alongside it races the 13ft skiff, the club's affordable entry-level skiff, favoured by youth sailors mostly aged thirteen to twenty-three, which takes to the water on Saturdays shortly after the 16s. The club also hosted the NSW 16ft and 13ft State Championships in November 2025. Off the water, the club runs a licensed bar and bistro at 237 Spit Road, Mosman, hosts weddings and events from its Deck Bar with water views, and brands its functions as "Skiffies Ev
Service area: Mosman, NSW
- Club type
- Skiff
- Australian Sailing
- Affiliated · 2025-26
- Primary classes
- Skiff
- Kids learn to sail
- Available
About Middle Harbour 16ft Skiff Club
Few Sydney clubs wear their speciality as openly as the skiffies of Middle Harbour. "Skiff sailing is the heart and soul of our Club," the members say, and with a 16ft skiff fleet they describe as one of the strongest in Australia, the claim carries weight. Founded at The Spit in 1902 — which, the club notes, makes it the longest established club in Mosman — this is where the great Australian skiff tradition meets a thoroughly modern junior pathway, and where a junior starting at age six can plausibly finish up racing in the bow of a 16-footer. The 16ft skiff itself is a serious piece of equipment: a high-performance carbon racing machine with a three-person crew, two on trapeze and a large masthead asymmetrical spinnaker. Alongside it races the 13ft skiff, the club's affordable entry-level skiff, favoured by youth sailors mostly aged thirteen to twenty-three, which takes to the water on Saturdays shortly after the 16s. The club also hosted the NSW 16ft and 13ft State Championships in November 2025. Off the water, the club runs a licensed bar and bistro at 237 Spit Road, Mosman, hosts weddings and events from its Deck Bar with water views, and brands its functions as "Skiffies Events". The atmosphere leans on a century of what the club calls the brave-spirited, egalitarian mateship of Middle Harbour's skiffies — famous champions like Jim "Salty" O'Rourke, Ken Beashel and Trevor Beardsmore, and a third generation of the Hendry family still racing. Old rivalries endure in memory too: in the days of the combined Middle Harbour Regatta, the skiffies and the yachties were, by all accounts, great rivals.
Training and sailing programs
The club's junior pathway is its own creation — a structured four-stage ladder rather than a branded national syllabus, and all the more distinctive for it. Complete novices are welcome from age six, starting in the club-owned "Poppie"/Optimist trainers, stable and near-indestructible little boats that forgive every early mistake. Stage 1 is the Learn to Sail Program, Stage 2 the Learn to Race Program, and from there sailors step into the Manly Junior Race Program and finally the Flying 11 Race Program. No-obligation free trials let families test the water first, and regular organised training, coaching, racing and social sails sit behind the whole structure, governed by a Junior Sailing Committee and a detailed safety management plan. The Manly Junior, a two-handed dinghy, is the first boat sailors actually race, and the MJ fleet program sails Novice and Open divisions side by side, so beginners and old hands share the start line. The club calls Flying 11s "the high school of sailing", raced over bigger courses in stronger wind, and some MJ skippers double up as Flying 11 crews in the same season. From there, the 13ft skiff bridges the gap to the 16s — a class adopted nationally in 2002 after the 16s lost their fourth crew spot, the "bailer boy", leaving juniors without a stepping stone. Parents are part of the program, not spectators: they are encouraged onto support boats, and the club assists with parent upskilling, including earning boat licences. Junior Sailing Open Days and learn-to-sail days bring new families through the gate each season, and the pathway's credibility rests on results — club 13ft skiff Australian champions include Dan Watterson and Scott Cotton, with Lee Knapton among the club's 16ft champions.
Sailing waters
The club occupies the Middle Harbour foreshore at The Spit, in Mosman — 237 Spit Road, with the NSW club register listing the same precinct at 77 Parriwi Road — where the Spit Bridge marks the gateway between the harbour's middle and northern reaches. It is a working waterfront address: boatsheds stood along these foreshores when the club was founded, and the deck added to the clubhouse around 1952 to make room for rigging skiffs acknowledges how tight and valuable every square metre of this shoreline is. Racing takes place on Middle Harbour itself. A 2007 council estuary study noted the club's 16ft skiffs racing Saturdays and Sundays, plus twilight fixtures, across four different courses in North Harbour and Middle Harbour, a spread of water that lets race officers pick the best available breeze and shelter. In the early days the fleet sailed an all-weather course circling the Bombora buoy. Detailed wind statistics for the club's courses are not published, but Middle Harbour's steep, wooded shores are known to Sydney sailors for shifty breezes, tidal movement and flat water — conditions that reward local knowledge and sharp crew work, which is precisely what skiff sailing is meant to test. The clubhouse itself doubles as a social venue. The bar and bistro open Wednesday to Saturday from late morning until 10.30 at night and Sunday afternoons, and the upstairs spaces host weddings and functions with water views, including an exclusive Deck Bar. A major renovation and a long catering agreement are in place to carry the operation forward — practical insurance that the foreshore base which has served skiffies since 1936 remains viable for decades more.
Club history
The club grew out of conversations beside Adams's Boatshed by the Spit wharf, and a September 1902 meeting formed the Middle Harbour Sailing Club, with J. Adams Snr., J. Alderton Snr. and George Snow the gentlemen concerned. The first race, sailed on 11 October 1902, went to Snow's 16-footer "Fransie", and the first Middle Harbour Regatta followed on 1 January 1903. Fundraising aquatic carnivals for the North Shore Hospital, slippery pole and pillow fights included, ran from 1904 to 1909. Re-kindled in 1920 after the First World War, it met at the Ventura Tea Rooms, then Mosman Town Hall and the Cremorne School of Arts. The present name arrived either in 1927, per the club's own history, or in 1923 according to a 1959 club history — that account also claiming it the Commonwealth's oldest 16ft skiff sailing club. In 1935 Sid Thatcher called the Mosman Town Hall meeting that resolved to build a clubhouse; with material and financial backing from Harold D. and W. E. Arnott and Frank Walters, the 60-by-40-foot building went up in 1936 on fundraising and voluntary labour, debt-free within two years. "U-Dear" (J. Lyons) delivered the club's first Australian Championship in 1941; the Army commandeered the clubhouse the following year for the Spit's wartime defence; and a 1946 extension took it to two storeys with forty-boat storage. Jim "Salty" O'Rourke — nicknamed for fiercely defending his salt ration in Changi Prison — took the 1952 national title in "Return". Trapezes arrived in 1958 and the present, again largely member-built, clubhouse opened in 1961; Ken Beashel ("Seaforth") won a national title in the 1960s and Trevor Beardsmore two ("Minx") in the 1970s. Lean times in the 1980s saw the function area sub-leased to the Fresh Ketch Restaurant for twenty years; a $4 million renovation with Zest Waterfront Venues now aims to keep the club sailing through to 2034.