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).
• Yachting Holidays is also the major sponsor of this event giving away a 7 day Sunsail charter in Greece or Croatia as the major regatta prize.
• 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.