Sydney by Sail

18/04/2026

A Night Like No Other...

Begin with a private, skipper-guided sail past the Harbour Bridge and Opera House. As the sun sets, you’ll anchor in a secluded bay where the skipper departs, leaving you to enjoy the yacht entirely to yourselves.

Spend the evening with gourmet dining, a glass of wine on deck, and the quiet beauty of the harbour, before waking to a peaceful morning on the water.

To celebrate the season, we’re offering 10% off in all our Romantic B&B Packages.

Contact us to secure your special date on (02) 9280 1110.

02/04/2026

There’s no better way to bring a team together than out on the water... Everyone has a role to play as you race across Sydney Harbour, led by our expert skippers and driven by your team.

Fully hands-on or sit back and relax with gourmet catering and beverages from

A team experience your crew will actually remember ⛵

06/03/2026

Hamilton Island Race Week is one of Australia’s most iconic sailing regattas, and the Ratbag Racing team is heading back to the Whitsundays.

Step into the start line at one of Australia’s most iconic regattas, this is your opportunity to help us defend our 2nd place finish in 2025.

9 days of training and racing.
A week of spectacular sailing.
One unforgettable regatta.
A goal of first place.

20/11/2025

This year, we’re celebrating Black Friday the Sydney By Sail way: enjoy exclusive savings across private charters, overnight yacht escapes and learn to sail courses.

These offers are strictly limited and available for bookings made between now and Monday 24th November - Link in bio for more info

21/10/2025

An honour to represent International Yacht Training Worldwide in Sydney. Its our passion to accredit new local sailors with internationally recognised certifications, enabling them to follow the sunset all around the world.

City skylines, coastal breezes, and café culture. ☕️🌊

Sail through Sydney Harbour or across Melbourne’s Port Phillip Bay while earning your IYT certification.

⚓ Whitsundays | ⚓ Sydney | ⚓ Melbourne | ⚓ Perth
Find your course: IYTNET.com

Read more about it on our blog: https://www.iytworld.com/information/learn-to-sail-in-sydney-melbourne-iyt-australia

Credit to Sydney by Sail for the image 😆

16/10/2025

Some beautiful moments of our busy marina & captivating experiences shared by our amazing guests. Thank you for tagging

27/08/2025

Second Place for Ratbag Racing Team at 🥈

What a week! From meeting each other on day one to celebrating a huge result at the end of the week, Sydney by Sail’s first HIRW on the stunning Ratbag was one for the history books.

It’s been described as “ One of the best weeks of my life” by one, with another stating “Great bunch of guys, lots of laughs, excellent sailing, and a trophy to top it all off!”

Already looking forward to 2026 ⛵️🫡

23/07/2025

Mile Builder Northbound – What a Ride!
From 30-knot headwinds to island sunsets - our maiden Northbound Milebuilder was unforgettable. From Sydney to the Whitsundays – over 1,000 nautical miles of nonstop offshore sailing.
* 24/7 watchkeeping
* 30+ knots on the bow
* Fog, squalls & sunny skies
* Dolphins, whales & even dodging live-fire military exercises

Ratbag was in her element - fast, responsive, and remarkably comfortable offshore.
* Crew ate well
* Slept soundly
* Cranked up serious miles with style

🏝️ Middle Island, Percy Isles
🌴 Great Keppel Island
⛵ Quick stop at Gold Coast to restock & recharge
🎯 Then right back into the blue – outrunning weather and carving through swell

“What a team. What a coast. We had dolphins riding the bow, whales breaching beside us, and a crew that never missed a beat. I’ll never forget the moment we arrived and cracked that first beer - proud, salty, and completely alive.” – Capt. Aaron

Contact us to join the Southbound Mile Builder - 25 Aug to 5 Sep. Only 2 spots remain!
⛵ Whitsundays to Sydney
📅 7–10 days offshore
✅ IYT/RYA recognised sea time
🎓 Instructor-led + great for mile building

18/07/2025

The secrets out! We are proud to feature on Netflix’s ‘Somebody Feed Phil’, Season 8, episode “Sydney & Adelaide”. It was a beautiful light wind day & cracking sunset, with our queen “Ratbag” showing off her sleek lines. During the sail, we enjoyed some outrageously tasty food from while orchestrated all things behind the scenes. To share our passion for sailing with .rosenthal was an honour - till next time