DARLING HARBOUR, SYDNEY - Phone: +61 2 9280 1110 - [email protected]ESTABLISHED 1995 | NO EXPERIENCE REQUIRED | AVAILABLE 7 DAYS | DARLING HARBOUR DEPARTURES
Your team does not need sailing experience or exceptional fitness. Our professional skippers provide a safety briefing, introduce each crew to the yacht and help guests participate at a level that suits them.
From relaxed harbour sailing to competitive yacht racing, every event can be tailored to your team, objectives and preferred level of participation.
Teams race around recognisable harbour landmarks across one or two races. No previous sailing experience is required.
Recommended: Allow at least three hours for the complete experience. Four hours allows a second race or some time to chill in a sheltered cove.
Teams answer orienteering-style clues to identify their next destination and progress through the race.
Best suited to: Teams that enjoy navigation, strategy and problem-solving.
Enjoy hands-on racing before sailing into a sheltered Sydney Harbour cove for catering, beverages and relaxed time with your team.
Best suited to: Teams wanting competition and a relaxed social finish, or those that would like to build in gourmet catering & beverages into their event.
Teams answer Sydney Harbour-specific questions and work together to identify the treasure location.
Best suited to: Social teams looking for a light-hearted experience.
Teams compete across windward and leeward courses with professional on-water race management. For returning customers, this event takes the regatta racing & team building to the next level.
Best suited to: Competitive groups and teams with sailing experience. If you have team members that want to prove themselves on the racecourse – this is the best event for them.
Combine racing, relaxed sailing, catering, beverages, branding, prizes, photography and other tailored additions to create a unique Sydney Harbour experience.
Duration and pricing tailored to your event
Best suited to: Everyone
Crews must listen, coordinate and respond together as conditions change.
Guests can take the helm, trim sails, navigate, communicate or support their crew.
Instead of completing artificial workplace exercises, teams share a real challenge in an extraordinary setting.
Included:
Available additions:
Catering and beverage packages are available to complete your event. BYO arrangements can also be discussed where appropriate.
Provide your preferred date, group size, duration and the type of atmosphere you want.
Sydney By Sail recommends the most suitable format, yachts and event additions.
A 50% deposit based on estimated attendance secures the date, yachts, skippers and event team.
Final attendance, catering, beverages, logistics and the remaining balance are due 21 days before the event.
Planning a corporate team building event on Sydney Harbour? These answers cover the most common questions about group sizes, pricing, event formats, catering, weather and the booking process.
A Sydney By Sail team building event is a professionally managed sailing experience on Sydney Harbour. Teams work together aboard luxury sailing yachts, taking part in activities such as steering, sail handling, navigation, racing and problem-solving.
Events can be competitive, relaxed or designed as a combination of sailing, socialising, catering and beverages.
No sailing experience is required.
Every yacht is operated by an experienced professional skipper and crew. Guests receive a safety briefing and an introduction to the fundamentals of sailing before the event begins.
Participants can take the helm, trim the sails, assist with tactics or enjoy the experience at a level that suits their confidence and ability.
Multi-yacht team building events are available for groups of 14 or more participants.
Most sailing yachts accommodate up to 12 guests, while our larger catamaran can accommodate up to 24 guests. Larger groups are divided across multiple yachts, creating an exciting fleet racing or harbour challenge experience.
Smaller groups may also be accommodated through one of our private sailing experiences.
Sydney By Sail team building events range from two to six hours, depending on the selected format.
A three-hour event is generally recommended as the minimum duration for a complete Bronze Regatta experience. Four-hour events are the most popular option because they allow time for team allocation, a safety briefing, sailing practice, racing and a relaxed social finish.
Sydney By Sail offers several event formats:
Bronze Regatta
A straightforward and exciting introduction to competitive sailing across one or two races.
Regatta & Relax
Our most popular format, combining hands-on yacht racing with relaxed sailing, catering and beverages in a sheltered Sydney Harbour cove.
Silver Regatta
Short-course windward and leeward racing for experienced sailors or highly competitive teams.
Point to Point
A sailing and navigation challenge involving orienteering-style clues and different harbour destinations.
Treasure Hunt
A fun-first team adventure involving sailing, Sydney Harbour clues and a buried treasure.
Custom Event
Every event is a blank canvas. Racing, relaxed sailing, catering, beverages, branding, prizes and other additions can be combined to create an experience around your team and objectives.
Team building events start from $235 per person, including GST.
Pricing varies according to the selected format and duration. Current options include:
Bronze Regatta from $235 per person
Regatta & Relax from $260 per person
Silver Regatta from $260 per person
Point to Point from $275 per person
Treasure Hunt from $290 per person
All prices are in Australian dollars. Catering, beverages, photography, merchandise, branding and other optional additions are quoted separately.
Every team building package includes:
A yacht or fleet of yachts appropriate to the group
Professional skippers and crew
Safety briefing and safety equipment
Regatta planning and coordination
Yacht and team allocation
On-water event management
Race results where applicable
Optional catering, beverages, prizes, branding, photography, videography and alternative pick-up or drop-off locations can be added.
Yes. Sydney By Sail offers catering and beverage options that can be tailored to the event duration, group size and style.
Options can range from light snacks and grazing-style catering to more substantial menus. Dietary requirements can be accommodated when advised in advance.
Beverage packages and non-alcoholic options are also available. BYO arrangements can be discussed where appropriate, although professionally arranged catering and beverages generally create the easiest experience for the event organiser.
Yes. Every event is treated as a blank canvas.
Your event can be customised with:
Catering and beverage packages
Prizes and trophies
Branded merchandise
Custom flags and banners
Photography and videography
Aerial photography where permitted
Alternative pick-up and drop-off locations
Pre-event or post-event function spaces
A competitive or relaxed sailing format
Our team will recommend a format based on your objectives, group size, preferred level of competition and available time.
Most events depart from the Sydney By Sail marina in Darling Harbour, directly in front of the Australian National Maritime Museum.
The location is convenient for Sydney CBD offices, public transport, hotels, restaurants and function venues.
Alternative Sydney Harbour pick-up and drop-off locations may also be arranged, subject to yacht access, availability and event logistics.
A typical team building event begins with a welcome, safety briefing and team allocation.
Guests then board their yachts and receive an introduction to sailing. Each team has time to practise steering, sail handling and communication before the racing or selected challenge begins.
Depending on the format, the event may include:
One or more yacht races
Crew role changes
Navigation or clue-based challenges
Relaxed harbour sailing
Time in a sheltered cove
Catering and beverages
Results, prizes and team photos
The exact itinerary is adjusted to suit the weather, harbour conditions, group and event objectives.
Comfortable casual clothing is recommended.
Participants should wear:
Enclosed, comfortable shoes with non-marking soles
Weather-appropriate clothing
A hat and sunscreen
A light jacket or warm layer
A waterproof jacket if rain is forecast
High heels and footwear with hard or marking soles are not suitable aboard the yachts.
Guests should also bring any personal medication they may require during the event.
Yes. Sailing can accommodate a wide range of experience and fitness levels.
Guests can become actively involved in steering and sail handling or participate in a more relaxed way. No one is required to complete a specific sailing role.
Participants should be reasonably comfortable boarding a yacht and moving around the cockpit. Please advise our team in advance of any mobility, accessibility or medical considerations so that we can recommend the most suitable yacht and format.
Sailing events can operate safely in a wide range of weather conditions.
Sydney By Sail monitors the forecast and harbour conditions before every event. The skipper and event team make all operational decisions with guest safety as the priority.
Light rain or moderate wind will not necessarily prevent an event from proceeding. Routes, race formats and itineraries may be adjusted to suit the conditions.
If conditions are considered unsuitable or unsafe, our team will contact the event organiser to discuss the available options in accordance with the booking terms.
Yes. The level of participation can be adjusted to suit the group.
Some guests may want to take the helm and become fully involved in the racing, while others may prefer to support their team or enjoy the harbour experience more casually.
For teams seeking a less competitive format, Regatta & Relax or a customised sailing experience may be more suitable than a dedicated racing event.
Yes. Sydney By Sail specialises in multi-yacht corporate events and can coordinate large groups across a fleet of sailing yachts.
The event team manages:
Yacht allocation
Team allocation
Skippers and crew
Safety briefings
Race coordination
On-water communication
Timing and event logistics
Results and prizes
Larger groups should enquire as early as possible so the appropriate fleet can be secured.
Booking early is recommended, particularly for:
Spring and summer dates
Thursday and Friday afternoons
End-of-year celebrations
Christmas events
EOFY events
Large multi-yacht groups
Availability can change quickly during popular corporate event periods. Your preferred date, yachts and skippers are secured once the required deposit has been received.
The booking process has three main stages.
1. Select your event
Choose your preferred date, start time, duration, event format and estimated number of participants.
2. Secure the booking
A 50% deposit based on the estimated attendance is required to secure the yachts, skippers and event team.
3. Finalise the details
Final attendance numbers, catering and beverage selections, logistical arrangements and the remaining balance are due 21 days before the event.
Our team will assist throughout the planning process and recommend options that suit your group, objectives and budget.
Your initial booking is secured using an estimated number of participants.
Final attendance numbers are due 21 days before the event, together with catering, beverage and logistical details. The final event balance is calculated using the confirmed arrangements and attendance in accordance with the booking terms.
Please advise our team as early as possible if your group size changes significantly, as the number and type of yachts required may also need to change.
Yes. Optional additions can include:
Trophies and prizes
Branded caps, shirts or merchandise
Custom yacht flags and banners
Professional event photography
Videography
Aerial footage where permitted
Team photos
Branded catering or event materials
These additions can be incorporated into the event proposal and arranged before the final planning deadline.
The best format depends on your group size, available time, objectives and preferred level of competition.
Choose a Bronze Regatta for an accessible introduction to racing.
Choose Regatta & Relax for a balance of competition and social time.
Choose a Silver Regatta for experienced or highly competitive teams.
Choose Point to Point for navigation, strategy and problem-solving.
Choose a Treasure Hunt for a playful and light-hearted team activity.
Choose a custom event when you want to combine sailing, catering, branding, prizes or a specific event objective.
Not sure which option suits your team? Submit an enquiry and Sydney By Sail will recommend the most appropriate format.
Posted on Google Michael martin Trustindex verifies that the original source of the review is Google. What a fantastic day! I did the Introduction to Sailing course and couldn't recommend it more highly. The boat was beautiful, the setting is stunning, and our captain Will was amazing, incredibly knowledgeable, patient, and clearly loves what he does. What I appreciated most was how much actual hands-on sailing we did out on the harbour. It wasn't just watching and listening, we were on the ropes and at the helm from early on, and my confidence grew enormously over the day. If you've ever been curious about sailing, this is the perfect way to start. Five stars, and a huge thanks to Will! Posted on Google Kim Arnott Trustindex verifies that the original source of the review is Google. What am amazing day, our skipper was Mike, a young man with a passion of sailing. Greeted with smiles from all staff once on the jetty. Thankyou for a sydney harbour experience that we will talk about and recommend Sydney by Sail for many years to come. Posted on Google Charles Van Damme Trustindex verifies that the original source of the review is Google. We did the full skipper course with Sydney by Sail and had a great time, especially on the 3 day 2 night live aboard sail from Sydney to Pittwater. Highly recommend Sydney by Sail to get your skipper license! Posted on Google Marnix Denys Trustindex verifies that the original source of the review is Google. We did the bareboat skipper course and VHF course. Both Marc and James were great, knowledgeable skippers. Learned a lot and the 3 day live aboard was amazing. We encountered dolphins, seals and whales.
Thanks for the wonderful experience. Posted on Google Millie Webb Trustindex verifies that the original source of the review is Google. Posted on Google Kevin Shixiao He Trustindex verifies that the original source of the review is Google. Amazing sail with capitain Ollie. He was friendly and professional! Shoutout to Josh who made our last minute trip possible! Great experience! Posted on Google Donald Watt Trustindex verifies that the original source of the review is Google. As someone visiting Sydney for the first time, this was the perfect way to see the city. Captain Olly was both friendly and very knowledgeable of the area. A truly memorable experience. Highly recommend 👍 Posted on Google tim neale Trustindex verifies that the original source of the review is Google. Great people to deal with always make you feel welcome Posted on Google Jacquelyn Cox Trustindex verifies that the original source of the review is Google. Edit: We have amended our review to reflect the efforts of Josh & the Sail By Sydney team to rectify our experience. As we could not take them up on the offer of a re-sail, (we live across the world & this was a once in a lifetime trip) Josh & the team donated the experience to Beyond Blue in our name. This was a very positive way to rectify our experience and we truly appreciate their willingness to ensure we felt valued. Thank you Josh & Team.
Original Review:
We booked the Daily Sailing Trip from 1pm–4pm in November expecting a unique harbor sail. We understand that this booking was on a sailboat and not marketed as a "tourism, informational" harbor sail. Our expectations were pretty simple: a nice sail around the harbor with occasional commentary on where we are going. Online it says we will sail past the Sydney Harbour Bridge, Opera House, Fort Denison, Clarke & Shark Island. I am certain we didn't hit the last 2 sites but we might have - our Captain never mentioned any of the sites to us.
Overall, the experience was fine, but several aspects didn’t align with how this tour is marketed:
First and foremost, we docked back at 3:30pm instead of the scheduled 4pm. We also departed late while we waited for a couple who was running late. I believe we left at around 1:20pm.
Additionally, our Daily Sail was combined with a Crew Sail without warning. While this is understandable operationally, the boat ended up feeling extremely overcrowded. On top of that, the day was very windy, which meant none of the passengers could explore the boat so we all had to sit on top of each other. With a full boat & the Crew Sail passengers learning to sail, we were squished together, stepping around each other on pretty rocky waters. This setup likely would have been totally fine if we had signed up for a Crew Sail, but we didn’t. I wish we were given the opportunity to reschedule so we were not on squished on what was actually a Crew Sail.
The captain was clearly a capable instructor for the two people learning to sail, but for the rest of us, there was very little narration or information about where we were sailing or what we were seeing along the harbor. I did enjoy the chance to steer the boat but that would have been part of the Daily Sail regardless.
Most of the information we overhead from the Captain speaking to the 2 crew passengers was about where he sailed previously, his sail club locations, and some info on the boats around us.
Ultimately, for $510 marketed as a Daily Harbor Sail, the experience was a pretty big letdown. Not a bad time overall, but it didn’t deliver what was advertised, especially for those not wanting a full sailing lesson focused around 2 passengers rather than the 8 other passengers who signed up for the Daily Sail.
I was able to capture some nice photos but not worth the $510. I could have gotten the same photos from the Manly Ferry for a few bucks. Posted on Google Oskar Milton Trustindex verifies that the original source of the review is Google. Great bunch of lads, had pleasure of dealing with Josh. An amazing way to see the sites of our beautiful harbour!!
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Festival Pontoon
National Maritime Museum
2 Murray Street,
Darling Harbour NSW 2000
Festival Pontoon
National Maritime Museum
2 Murray Street,
Darling Harbour NSW 2000
Telephone: +61 2 9280 1110
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