Sydney by Sail

25/01/2025

🇦🇺⛵

13/01/2025

Recap 2024 in 10 moments, featuring brand new yachts, massive celebrities and new experiences! Most importantly, we continue to share our passion for sailing with people from all walks of life. Big things coming in 2025

23/12/2024

The best way to race in Sydney is by Sail ⛵️2024 has been an incredible year for our Team Building Events, whether it be 14 or 400 PAX, our regatta formats foster teamwork, communication, camaraderie & maybe a cold beer or two. It’s an honour to operate Australia’s newest fleet of luxury sailing yacht’s, and enable people from all walks of life to share in a passion for sailing on Sydney Harbour. Cast off 2025 the right way - arrange a unique and exciting team building event to set sail on the new year.

10/12/2024

🌊 The Best Way to Learn in Sydney is by Sail ⛵️

Ready to take your sailing dreams to the next level? With Sydney By Sail’s Training Academy, you can cast off on a new world of adventure, and progress from absolute beginner to confident, competent & certified internationally accredited skipper ⛵️✨

Whether you’re learning the ropes for the first time or refining your skills, we provide hands-on training in the iconic Sydney Harbour, setting you up for success on every tack. 💨

And if you’re feeling adventurous, don’t miss out on our Mile Builder and Hamilton Island Yacht Week programs – they’re booking out fast! 🌟

Embark on your sailing journey with Sydney By Sail and make your sailing dreams come true. Book your spot today! 📅👇

06/12/2024

MILE BUILDER & HAMILTON ISLAND RACE WEEK PROGRAMS NOW LIVE 👀. Embark on an unforgettable sailing adventure designed to help you gain real world experience and valuable sea miles sailing up and down the stunning cruising grounds of East Coast Australia. Limited space available, contact us to reserve your spot.

26/11/2024

Romance on the water, unforgettable memories. Indulge in a luxury B&B dinner cruise and celebrate love with a view. 💕⛵

Our B&B packages are unique & unforgettable. Think private skipper, full gourmet meals by the esteemed .syd, and an unaccompanied evening afloat on a luxury yacht.

The best way to stay in Sydney is by Sail 🥰.

21/11/2024

Explore the iconic sights of Sydney like never before. With Sydney By Sail, your adventure awaits on the beautiful Harbour ⛵.

With a spectrum of services ranging from a 90 minute Try Sailing Experience to half or full day private charters & romantic overnight stays, to hosting corporate regattas of 400 PAX... The best way to see Sydney is by Sail!

06/11/2024

INTRODUCING 'Ratbag': Sydney's new premier charter yacht.

This exciting new addition to the fleet is available to book NOW (link in bio).

Join our presale community to be on a list of budding hardcore sailors for mile builders, Hamilton Island race week, Twilight Racing Series & Sydney to Hobart 2025 👀

Email [email protected] to join the presale community.

Book now to secure your preferred date on this stunning vessel!

https://sydneybysail.com/charter/elan-e6/

15/10/2024

Some pretty epic feedback from clients who recently enjoyed our Platinum B&B Romantic Overnight Stay Package!! Check out that sunrise on slide 4, it may just be the most beautiful scenery shot ever taken on a Sydney By Sail boat!

Shoutout to the chef's at who provide the delicious catering for our B&B packages through .syd.

Pretty unique that you can enjoy a restaurant quality piping hot lamb shoulder for 2 while staying on a luxury yacht with just you and your loved one(s). Especially considering you have just had a 3 hour private sailing tour of the harbour, where you can take the helm and learn the ropes or sit back and relax!

Dates are filling up fast, contact us today to secure a hotly contested summer date! 😎

05/10/2024

Our new Try Sailing experience is a jam packed 90 minute sightseeing or hands-on cruise - the best way to earn your first pair of sea legs!

Running twice daily at 11am and 4pm, there's plenty of opportunity during the warmer months to get out there.

Read more and book online here - https://sydneybysail.com/tourist/trysailing/

Sail Sydney Harbour in Style! ⛵️

Experience the thrill of sailing on Sydney Harbour with our 90-minute adventure, perfect for everyone from beginners to seasoned sailors.

Relax or Take the Helm: Choose your experience! Our partners at Sydney by Sail will ensure you have an unforgettable time.

Book your adventure today! ➡️ www.sea.museum/en/whats-on/events/sydney-by-sail

01/10/2024

Long weekend coming in HOT 🔥
With a forecast showing tops of 28 degrees with light to moderate winds, you'd be mad not to give one of these a go. Swipe to see what's on offer at Sydney by Sail this long weekend.

Sail training, sightseeing cruises, private charters & romantic overnight stay packages

Book online or contact us directly - details in bio.

09/08/2024

🌊⛵ FLEET FRIDAY: Meet Tumbalong; exhilarating and comfortable sailing adventures on Sydney Harbour! 🌟

Introducing Tumbalong, a deluxe workhorse that stands out in our fleet for her speed and elegance. Named after the Aboriginal word for Darling Harbour, Tumbalong is the perfect choice for private charters, corporate team-building events, and romantic B&B getaways.

She is also solely used for our International Bareboat Skipper Course, providing internationally recognised certification and involving a 3 day coastal sailing adventure to Pittwater and back.

Model: Dufour 412
Maximum Capacity: 12 + Skipper
4 Hour Charter Cost: $2050

Step aboard Tumbalong and experience seamless sailing combined with luxurious comfort. Her sleek design ensures a smooth, fast ride, while her spacious deck is ideal for soaking up Sydney’s stunning views or hosting an unforgettable event. Whether you’re planning a team-building exercise, a romantic escape, or a sail training adventure, Tumbalong delivers a remarkable experience every time.

Inside, Tumbalong features a stylish and well-appointed interior, making it an excellent choice for our International Bareboat Skipper Course. Enjoy your time aboard with high-end amenities and cozy accommodations, perfect for both day trips and extended liveaboard voyages.

Embrace the thrill of sailing with Tumbalong and make your next outing on Sydney Harbour extraordinary. ⛵💙

1) recent team building event with . Tumbalong placed 2nd out of 10 yachts.
2) magical memories - 100% YES record in tact
3) a moment of presence at the bow by
4) two icons in one picture
5) Tumbalong interior - comfortable & sleek
6) happy sailors - first time for many!
7) a private charter with family and friends by .photography
8) Tumbalong bearing down on Temeraire II during a team building event by .photography
9) look at that speed in light winds
10) party shirts and good vibes by .photography

01/08/2024

All year round! Enjoy these pics of a stunning winter regatta we hosted recently for the Big Red Group. There's nothing like a Sydney Harbour winter glow.

22/07/2024

Some huge news from the waterfront at Darling Harbour - presenting the 90 Minute Try Sailing experience by Sydney By Sail X Australian National Maritime Museum.

Read more and book now here - https://sydneybysail.com/tourist/trysailing/

Set Sail on Sydney Harbour! ⛵️ 90-Minute Try Sailing Experience (Exclusive Offer!)

Ever dreamt of sailing Sydney Harbour? Make it a reality with our exclusive Try Sailing Experience! This 90-minute adventure is perfect for everyone, from complete beginners to seasoned sailors.

We have joined forces with Sydney by Sail to bring you an unforgettable time on the water.

Learn the ropes (or just relax and enjoy the view)! An experienced captain will guide you as you discover the thrill of sailing.

Get hands-on? Take the helm under expert instruction!

Ready to set sail? Book your spot today! ➡️ https://www.sea.museum/whats-on/events/sydney-by-sail

19/07/2024

🌊⛵ FLEET FRIDAY: Meet Temeraire II, stylish, sophisticated & comfortably effortless sailing on Sydney Harbour. 🌟

Introducing our newest gem in the fleet, the Impression 40.1 by .yachts . Less than a year old and already a favourite for Team Building, Romantic B&B packages, and Private Charters.

Model: Elan Impression 40.1
Maximum Capacity: 11 + Skipper
4 Hour Charter Cost: $2150

Step aboard Temeraire II and indulge in the ultimate sailing experience. This yacht combines modern elegance with deluxe comfort, offering a spacious deck perfect for soaking up the sun or enjoying panoramic views of Sydney’s iconic skyline. Whether you’re hosting a corporate event, planning a romantic getaway, or seeking an unforgettable day at sea with friends, Temeraire II promises an exceptional journey.

Inside, Temeraire II boasts a meticulously designed interior, featuring luxurious furnishings and a well-appointed galley for enjoying gourmet meals by . Three cozy cabins provide a peaceful retreat for extended overnight escapes, ensuring every moment on board is as comfortable as it is memorable.

Discover the joy of sailing without compromise aboard Temeraire II. Your gateway to luxury on Sydney Harbour awaits. ⛵💙

1) Clients posing for a glory shot under the
Harbour Bridge by
2) Teme's sails looking good next to the Opera House's sails by .photography
3) A gust takes Teme to an exciting heel angle during the event shot by
4) takes a moment on the bow
5) pouring the Rosè 🍷
6) .films shooting Teme's comfy, modern saloon
7) Goose wing sails to guide Teme dead downwind
8) check out the power of Teme upwind by .photography
9 & 10) Teme looking goooood by .films

28/06/2024

FLEET FRIDAY: Introducing James Chinn, the epitome of savvy deluxe cruising on Sydney Harbour.🌊⛵️

With its stylish design and exceptional comfort, James Chinn is your ideal choice for exploring Sydney Harbor in luxury.

Model: Dufour 382
Maximum Capacity: 11 + Skipper
4 Hour Charter Cost: $1950

Step aboard James Chinn and experience the joy of sailing with ease. This vessel boasts a sleek exterior that turns heads on the water, while its spacious teak deck invites you to soak in the sun and savour every moment of your voyage. Whether you're planning a corporate event, celebrating a special occasion with a private charter, or embarking on one of our Romantic Overnight B&B Packages, James Chinn is the perfect balance between quality & cost.

Inside, James Chinn exudes elegance and comfort. The interior is meticulously crafted with fine materials, creating a cozy retreat for you and your guests. The salon is designed for socializing and dining, featuring a well-equipped galley where you can prepare gourmet catering or light snacks from to enjoy onboard. Two cabins provide comfortable overnight accommodations for those looking to extend their sailing adventure into a weekend escape.

Whether you're seeking a family outing, a romantic getaway, or a day of adventure with friends, James Chinn ensures a memorable experience. Discover the freedom of sailing and the beauty of Sydney Harbour aboard this stunning yacht. ⛵💙

1) JC passing Shark Island
2) Wedding photo shoot looking pretty James Bond-esque
3) JC from ahead - sleek & stylish by &
4) smiling sailors by &
5) corporate event shot by
6) relaxing in the saloon
7) the fwd cabin looking very comfortable in preparation of a romantic b&b
8) sightseeing at sunset shot by
9) tranquility on sea
10) big cheers for Jimmy C with Skipper

24/05/2024

ꜰʟᴇᴇᴛ ꜰʀɪᴅᴀʏ: ꜱᴏᴏᴛʏ ᴛᴇʀɴ

Introducing Sooty Tern, our "pocket rocket".

Model: Dufour 310
Maximum Capacity: 9 PAX + Skipper
4 Hour Private Charter Cost: $1600

Although being the smallest in the fleet, Sooty is one of the most popular vessels. Sporting a full-battened mainsail & overlapping headsail, she has a lot of power. She enjoys winds of 15 - 25kts with ease, as twin rudders provide ultimate control, even under significant heel.

Sooty sports the best visibility across the fleet, with no bimini getting in the way of the views. The downside of that is you're a touch more exposed to the elements - which can be a great thing if you come prepared!

Below deck, you'll find significant volume for a boat of 31 feet, with 2 cabins, 1 head & fully functional galley.

In no particular order:

1) Sooty on a Daily Sail
2) Sooty alongside Andoo Comanche shot by Redcap Photography
3) Sooty during a team building regatta making the Opera House look good Redcap Photography
4) The time Carrie and Tommy did a LIVE broadcast on Sooty Tern on prime time Friday arvo radio
5) Sooty leading a full fleet race recently
6) happy sailors, shot by & Graynoise
7) Sooty saloon
8) Friday arvo sail by Chris Soll
9) getting ready for a team building race

See more about Sooty and book online here - https://sydneybysail.com/charter/dufour-310/

23/04/2024

We believe that some moments in life are meant to be cherished forever. That's why we're thrilled to extend an exclusive invitation to our beloved followers for an unforgettable romantic escape on stunning Sydney Harbour.

Picture this: the gentle sway of the boat, the mesmerizing skyline of Sydney illuminated against the night sky, and the company of your beloved as you embark on a unique & unforgettable night onboard a luxury yacht.

Our Romantic Overnight Stay Packages whisk you away from the ordinary and into a world of sailing yachts and romance. All packages include a private sail with professional skipper, an unaccompanied overnight stay on a luxury yacht, and stunning meals designed by CASA Grazing - perfect food for the perfect evening on the water!

𝐓𝐨 𝐦𝐚𝐤𝐞 𝐭𝐡𝐢𝐬 𝐞𝐱𝐩𝐞𝐫𝐢𝐞𝐧𝐜𝐞 𝐞𝐯𝐞𝐧 𝐦𝐨𝐫𝐞 𝐢𝐫𝐫𝐞𝐬𝐢𝐬𝐭𝐢𝐛𝐥𝐞, 𝐰𝐞'𝐫𝐞 𝐭𝐡𝐫𝐢𝐥𝐥𝐞𝐝 𝐭𝐨 𝐨𝐟𝐟𝐞𝐫 𝐲𝐨𝐮 𝐚𝐧 𝐞𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝟏𝟎% 𝐝𝐢𝐬𝐜𝐨𝐮𝐧𝐭 𝐨𝐧 𝐨𝐮𝐫 𝐑𝐨𝐦𝐚𝐧𝐭𝐢𝐜 𝐎𝐯𝐞𝐫𝐧𝐢𝐠𝐡𝐭 𝐒𝐭𝐚𝐲 𝐏𝐚𝐜𝐤𝐚𝐠𝐞𝐬. 𝐒𝐢𝐦𝐩𝐥𝐲 𝐮𝐬𝐞 𝐭𝐡𝐞 𝐜𝐨𝐝𝐞 "𝐋𝐎𝐕𝐄" 𝐚𝐭 𝐜𝐡𝐞𝐜𝐤𝐨𝐮𝐭. 𝐎𝐟𝐟𝐞𝐫 𝐯𝐚𝐥𝐢𝐝 𝐭𝐢𝐥𝐥 𝟐𝟒𝐭𝐡 𝐌𝐚𝐲, 𝟐𝟎𝟐𝟒.

For more information and to book, visit our website here - https://sydneybysail.com/couples/romance-b-b-dinner-cruise/