Sailing and marine deliveries

Shaun McKenna — offshore sailing crew & yacht deliveries, Australia

Australian sailing - Royal Melbourne Yacht Squadron
Shaun McKenna on white spirit.
Shaun McKenna yacht racing
Cartouche - Beneteau First 50 - RBYC Steven Fahey

yacht deliveries Australia

I have spent my life mastering the water, from solo dinghies to offshore keelboats and multihulls. Most recently, I have been focused on the East Coast of Australia, logging thousands of miles on deliveries and races between Townsville, Gold Coast, Sydney, Melbourne, Hobart, and around Tasmania.

  • Decades of Experience: From winning Victorian State Titles to competing in upcoming World Championships.
  • Offshore Capability: Experienced in racing Category 1/2, multi-day passages, and heavy-weather helming.
  • Reliability: A calm, safety-first mindset with a reputation for being resilient and sea-tough (no history of seasickness).
  • Adaptable: Quick to integrate into new crews and programs, bringing strong tactical instincts from a background in cats and dinghies.

Over the past few years I have shifted my focus toward offshore racing and deliveries, gaining experience across a wide range of yachts and sailing programs around the country. This has included Category 1 and 2 races, multi-day passages, night sailing, and heavy-weather helming. I take pride in being adaptable and capable in any position on board, learning quickly on new boats, integrating well within different crews, and supporting skippers with a calm, safety-first mindset. Offshore I have proven to be resilient, reliable, and comfortable in challenging conditions, with no history of seasickness.

My goal is to continue building my offshore experience by contributing to well-run boats and committed teams. I bring a lifetime of sailing knowledge, strong situational awareness from dinghy racing, and a positive, hard-working attitude suited to both racing and delivery environments.

Offshore crew Melbourne

Over the past 3 years

I have sailed over 7,500 nautical miles and raced in such events as the Sydney to Hobart. During the last S2H I was navigator and 2IC. I have also had the opportunity of racing in the Whitsundays. Airlie Beach race week and Magnetic Island race week.

Delivering and returning boats up and down the east coast. Circumnavigated Tasmania, raced in five category 2 ocean races and sailed and raced over 25 keelbouts in the last 3 years.

Shaun McKenna sailor

I am still a passionate OTB dinghy sailor and currently sail an Aero at BYS.

Offshore Racing Miles

Offshore delivery Miles

Total offshore miles

  • OTB Monohul racing 66% 66%
  • OTB Multihull racing 23% 23%
  • keel boats racing 11% 11%

Keelboats, Multihulls, Catamarans, Dinghies

Through the years I have sailed in single-handed, two handed and all the way up to boats with crews of 14 people. This has been achieved on over 50 classes of different yachts. From Minnow’s as a eight-year-old, to 60 foot ocean going sailing yachts.

I Love Sailing

Beneteau First 50, Cartouche

Dehler 46, Wings

Hanse 505, Shimmer

ORCV Coastal Sprint #3

Sam Backwell’s first ocean race. Six yachts crossing ahead of an inbound cargo ship. Ginan sweeping all three handicap divisions. The third ORCV Coastal Sprint packed a full season’s worth of sailing into 27 nautical miles off the Mornington Peninsula — and Shimmer was right in the thick of it.

Luxury cruising

Some boats are built for the marina. Others are built to move. Shooting Baruch — a 2019 Nautitech 542 — for Inspire Marine, it was clear from the first frame which one she is. Fast, refined, and strikingly photogenic, she’s a French multihull design that earns its reputation both offshore and at anchor.

Delivering ‘Mell’ to Her New Home

Yacht deliveries along Australia’s east coast demand more than fair weather and a willing crew. This Hanse 385 delivery — Martha’s Cove to Newcastle, 600 nautical miles — had Bass Strait chop, a fouled rudder off Gabo Island, and some of the most spectacular wildlife I’ve encountered offshore. Here’s how it unfolded.

Salt

On Salt, a 2021 Solaris 50, I sailed as bow person with James Marshall and Ian Fankhanel. Festival of Sails 2026 saw us win Division 1, thanks to a skilled team including tactician, navigator, and Peter Dowdney. Aaron Cole added sail expertise, highlighting how experience and teamwork make a high-performance yacht excel.

Shimmer

Shimmer, beautifully maintained by Steve Twentyman, is sailed regularly from Safety Beach Sailing Club. With a versatile sail inventory including J0, Code 0, and asymmetric spinnakers, I’ve gained experience across bow, trimming, and helming roles. Calm leadership and preparation make her a reliable platform for club racing, ORCV coastal events, and Category 2 offshore races.

S2H 2025

White Spirit – 80th Rolex Sydney to Hobart
I completed the 2025 Rolex Sydney to Hobart as 2IC and Navigator aboard White Spirit (Beneteau First 50), skippered by Cyrus Allen. Responsible for routing, weather analysis and sail strategy, I supported the helm and watches through a demanding, multi-system offshore race.

Cabbage Tree Island Race

As part of White Spirit’s Hobart preparation, I helmed through extreme conditions in the Cabbage Tree Island Race, sailing into a rapidly building southerly front with apparent winds peaking at 74 knots. The execution and boat handling through the system resulted in my appointment as Second in Command for Hobart.

Airlie Beach Race Week 2025

Airlie Beach Race Week tested sail handling, coordination, and timing across long island legs. On Y Knot, managing the bow meant staying ahead of multiple sail changes under shifting trade-wind breezes. The combination of fast offshore conditions, complex courses, and a skilled crew made it an intense and rewarding experience.

Magnetic Island Race Week 2025

YKnot’s performance demanded anticipation, precise sail transitions, and constant awareness on the bow. The warm waters, trade winds, and tight fleet kept everyone alert, while the relaxed island atmosphere ashore highlighted why offshore racing is as much about people and experience as it is speed.

Cartouche

Cartouche – Beneteau First 50 (RBYC)
I’ve sailed regularly aboard Cartouche, a Beneteau First 50 owned by Steven Fahey, across club racing, ORCV events and major regattas. Racing within a family-run team sharpened my big-boat awareness and offshore readiness, while reinforcing consistency, preparation and calm decision-making across varied conditions.

Scarlet Runner

Delivering Scarlet Runner back to Melbourne with owner and skipper Rob Date after the Melbourne–Hobart Westcoaster was a masterclass in offshore seamanship. A demanding Bass Strait crossing shifted the focus from racing to judgement, restraint, and boat care, highlighting the balance between performance and protection that defines successful offshore sailing.

Australian Yachting Championships (IRC)

Racing on Tenacity in the 2025 Australian Yachting Championships tested precision and teamwork on Hobart’s Derwent. Handling halyards and sail changes as mast person, I experienced the split-second decision-making, calm control, and clear communication required to keep a high-performance Mills 41 moving efficiently through shifting river breezes.