What’s On – Yachting Holidays 2025/26

June 2025 – French Riviera Boutique Cruise

Our luxury 51ft Jeanneau yacht hosted an unforgettable 10-day adventure from Marseilles to Nice. A fantastic trip enjoyed by all – check out the highlights on our Facebook page.

June 2026 – Greek Islands & Beyond

We’re planning something truly special:

  • 10 days based in stunning Corfu before cruising the North Ionian Greek Islands and mainland coast.
  • Sail in style aboard spacious 50ft catamarans and yachts.
  • Optional add-on: a unique road trip through Albania.

Full details will be released after Cherie and Russell return from the Southampton International Boat Show in late September.

Expo – Meetup

Come chat with us at the Pittwater Sail Expo, 24–26 October 2025, Royal Prince Alfred Yacht Club.
We’ll be at the marina on the Allsail Lagoon 39 (C Arm) – join us for drinks and nibblies from 4pm on Saturday.

Racing, Regattas & Pittwater Charters

Our First 40 racer/cruiser Leeward has a full calendar of racing and regattas for 2025/26, run in partnership with Allsail.

Highlights of the Season:

  • RMYC Monday & Friday Twilights – defending top division champions 2024/25.
  • Broken Bay Island Series (4 passage races) – defending outright champions 2024/25.
  • Pittwater Regatta – February 2026 (2nd place in 2025).
  • Sydney Harbour Regatta – March 2026 (2nd in 2024).
  • Sail Port Stephens Race Week – April 2026 (2nd in 2024).
  • Lion Island Series – May 2025 (five Saturday races).

Want to be part of the action? Join the crew for a race, or charter Leeward (bareboat or skippered). Other yachts and catamarans are also available through the Allsail Pittwater fleet.

Expo – Meetup

Come chat with us at the Pittwater Sail Expo, 24–26 October 2025, Royal Prince Alfred Yacht Club.
We’ll be at the marina on the Allsail Lagoon 39 (C Arm) – join us for drinks and nibblies from 4pm on Saturday.

June 2025 – French Riviera Boutique Cruise

Our luxury 51ft Jeanneau yacht hosted an unforgettable 10-day adventure from Marseilles to Nice. A fantastic trip enjoyed by all – check out the highlights on our Facebook page.

June 2026 – Greek Islands & Beyond

We’re planning something truly special:

  • 10 days based in stunning Corfu before cruising the North Ionian Greek Islands and mainland coast.
  • Sail in style aboard spacious 50ft catamarans and yachts.
  • Optional add-on: a unique road trip through Albania.

Full details will be released after Cherie and Russell return from the Southampton International Boat Show in late September.

Racing, Regattas & Pittwater Charters

Our First 40 racer/cruiser Leeward has a full calendar of racing and regattas for 2025/26, run in partnership with Allsail.

Highlights of the Season:

  • RMYC Monday & Friday Twilights – defending top division champions 2024/25.
  • Broken Bay Island Series (4 passage races) – defending outright champions 2024/25.
  • Pittwater Regatta – February 2026 (2nd place in 2025).
  • Sydney Harbour Regatta – March 2026 (2nd in 2024).
  • Sail Port Stephens Race Week – April 2026 (2nd in 2024).
  • Lion Island Series – May 2025 (five Saturday races).

Want to be part of the action? Join the crew for a race, or charter Leeward (bareboat or skippered). Other yachts and catamarans are also available through the Allsail Pittwater fleet.