Sydney’s harbor bustles with some of the world’s most spectacular sailing opportunities. The city’s clear waters and dramatic coastline create perfect conditions for everything from basic sightseeing cruises to high-end yacht experiences.
Sailing options include half-day harbor tours past the Opera House and Bridge ($85-150), luxurious sunset dinner cruises ($175-250), and intimate yacht charters that let you play captain for a day ($350+). I especially love the morning whale-watching tours (July-November) for their expert naturalist guides and the small-group sailing lessons that provide hands-on experience with Sydney’s dependable sea breezes.
Check out these tested-and-approved sailing adventures that showcase the best of Sydney’s maritime charm.
Good To Know
- Luxury sailing experiences on Sydney Harbour, including a 40-foot white sailing yacht with gourmet lunch and breathtaking views of the Opera House and Harbour Bridge.
- Customizable private yacht charters for up to 12 guests, offering scenic journeys along the harbor with flexible cancellation policies.
- Unique sailing adventures like whale watching and Vivid Sydney Harbour cruises, providing intimate experiences with small groups.
- Learn to sail courses with professional instructors, offering the fundamentals of crewing on a sailboat for small groups.
- Overnight yacht stays and half-day cruises, catering to various group sizes and preferences for a private and memorable sailing experience.
Sydney Harbour Luxury Sailing Trip Including Lunch
Although Sydney Harbour is home to some of the city’s most iconic landmarks, the best way to experience them is from the water.
The Sydney Harbour Luxury Sailing Trip Including Lunch offers an unparalleled opportunity to explore the harbour on a 40-foot white sailing yacht. With an experienced captain providing informative commentary, you’ll see the Sydney Harbour Bridge, Opera House, and other landmarks up close.
The small-group tour, limited to 8 people, ensures personalized attention. Enjoy a gourmet lunch featuring seafood, chicken, and drinks, as well as activities like swimming and snorkeling.
Reviews highlight the knowledgeable captain, delicious food, and breathtaking views, making this a must-do experience for anyone visiting Sydney.
Read our full review: Sydney Harbour Luxury Sailing Trip Including Lunch Review
Book now: Check availability
Private Catamaran Hire on Sydney Harbour
For those seeking a private and customizable sailing experience on Sydney Harbour, the Private Catamaran Hire option checks all the boxes.
Accommodating up to 30 passengers, this 100% recommended catamaran offers a range of amenities like an iPod dock, speakers, swim ladder, and onboard toilet.
BYO food and drinks with no corkage fees, or opt for the crew to cook up a BBQ for an additional charge.
The 3-4 hour private charters include an experienced skipper and deckhand, with fuel costs covered.
Versatile for family-friendly activities or memorable celebrations, this Sydney Harbour sailing experience earns glowing reviews for its professionalism, friendliness, and enjoyable atmosphere.
Read our full review: Private Catamaran Hire on Sydney Harbour Review
Book now: Check availability
Vivid 90-Minute Sydney Harbour Catamaran Cruise With BYO Drinks
The 90-minute Vivid Sydney Harbour Catamaran Cruise provides travelers an intimate and visually stunning experience during the city’s renowned Vivid Festival.
With a capacity of 26, the cruise allows unobstructed views of light shows on landmarks like the Opera House and Harbour Bridge.
Amenities include an antipasto platter, BYO drinks, and an experienced crew.
Travelers highly recommend the cruise, with 98% positive reviews.
The intimate setting, friendly staff, and excellent sightseeing make this a memorable way to experience Vivid Sydney.
The cruise departs from King Street Wharf 6 in Darling Harbour, easily accessible by public transportation.
Read our full review: Vivid 90-Minute Sydney Harbour Catamaran Cruise With BYO Drinks Review
Book now: Check availability
Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise With Canapes
This 90-minute Vivid Sydney Harbour Intimate Catamaran Cruise with Canapés provides travelers an unforgettable experience during the city’s renowned Vivid Festival.
Aboard the luxury motor catamaran Fleetwing II, guests can enjoy the spectacular light show from both indoor and outdoor seating areas.
With a capacity of 40, the cruise offers a romantic atmosphere, complete with canapés and a complimentary beverage.
The cruise departs from King Street Wharf, easily accessible by public transport.
Travelers recommend arriving early to secure a spot on the top deck for the best views.
Read our full review: Vivid 90-Minute Sydney Harbour Intimate Catamaran Cruise With Canapes Review
Book now: Check availability
Whale Watching Sailing Experience in Sydney
Sailing enthusiasts in Sydney can also embark on a captivating Whale Watching Sailing Experience during the migration season from May to November.
This small-group tour, limited to 12 travelers, offers face-to-face encounters with humpback whales as you cruise the Tasman Sea. Along the way, you’ll sail by the iconic Sydney Harbour before reaching Port Jackson.
The experience provides an immersive, noise-free adventure, with snacks, bottled water, and a restroom on board. While not wheelchair accessible, the tour is suitable for families and children aged 5 and above.
Motion sickness tablets are recommended, as the experience isn’t ideal for those with certain health conditions. Priced from $45.54 per person, this 100% recommended tour is a must-try for whale enthusiasts.
Read our full review: Whale Watching Sailing Experience in Sydney Review
Book now: Check availability
4-Hour Private Luxury Yacht Charter on Sydney Harbour
On Sydney Harbour, travelers can embark on a 4-hour private luxury yacht charter aboard the Beneteau 40.7 Blue Moon.
This exclusive experience accommodates up to 12 participants and is led by a skilled skipper. Priced at SEK 17,890.41 per group, the charter offers a flexible cancellation policy and a reserve now, pay later option.
While the yacht isn’t wheelchair accessible, infants are welcome to join, sitting on laps.
Reviews for this activity are exceptional, with a perfect 5-star rating across the board.
Whether you’re seeking a relaxing afternoon or a special celebration, this private yacht charter provides an unforgettable way to explore the stunning Sydney Harbour.
Read our full review: 4-Hour Private Luxury Yacht Charter on Sydney Harbour Review
Book now: Check availability
2-Hour Private Skippered Yacht Charter at Palm Beach
Nestled along the picturesque Palm Beach coastline, travelers can embark on a captivating 2-hour private skippered yacht charter. Priced from $159.38 per person, this experience offers a range of inclusions, such as a restroom on board, towels for swimming, and sun cream.
Guests can also opt for a delectable lunch, with choices like seafood, cold meats, vegetarian, or a cheese and antipasto platter for $55 per guest. Alcoholic beverages are available for purchase, and champagne can be pre-ordered.
The charter departs and returns to the Palm Beach Wharf, providing a seamless and private tour experience. Operated by Taylor Made Escapes, this charter is a must-try for sailors and sightseers alike.
Read our full review: 2-Hour Private Skippered Yacht Charter at Palm Beach Review
Book now: Check availability
Sydney Harbour: 3-Hour Hands-On Sailing Experience on Luxury Yacht
Travelers seeking an immersive sailing experience in Sydney Harbour can embark on a 3-hour hands-on adventure aboard a luxury yacht.
From Manly, they’ll take a short powerboat ride to the Southwinds yacht, where a personal skipper will provide the opportunity to learn sailing basics and take the helm.
The customizable itinerary allows guests to admire iconic landmarks like the Sydney Opera House and Harbour Bridge, as well as picturesque beaches and bays.
With a maximum of 16 travelers, this exclusive experience offers spectacular views in an intimate setting.
Positive reviews highlight the quality of the experience and the captain’s expertise, making it a must-try for Sydney visitors.
Read our full review: Sydney Harbour: 3-Hour Hands-On Sailing Experience on Luxury Yacht Review
Book now: Check availability
Private Essential Sydney Tour Including Lunch at the Cruising Yacht Club of Australia
This private Sydney tour provides an essential introduction to the city’s iconic landmarks and attractions. Priced from $359.33 per person, the 5-star rated experience includes pickup from your hotel, bottled water, national park fees, lunch at the Cruising Yacht Club of Australia, and transport by air-conditioned minivan.
With a knowledgeable private driver/guide, you’ll explore Sydney’s highlights at your own pace. Suitable for most travelers, the tour features free cancellation and unlimited rescheduling up to 24 hours in advance.
One guest raved, “Suzy was an amazing host and suited our family perfectly. It was the perfect way to start our Sydney adventure!”
Read our full review: Private Essential Sydney Tour Including Lunch at the Cruising Yacht Club of Australia Review
Book now: Check availability
Sydney Harbour BYO New Years Eve Catamaran Cruise
Celebrate the new year in style aboard a BYO New Year’s Eve catamaran cruise on Sydney Harbour.
This 7-hour cruise allows up to 30 passengers to enjoy a BBQ dinner, snacks, soda, and unlimited BYO alcoholic beverages while taking in the stunning harbor views.
Arrive 20-30 minutes early to the pickup location in Pyrmont, and the cruise will return you to the same spot at the end of the night.
With a 5-star rating from previous guests, this cruise is an excellent way to ring in the new year in Sydney.
Stroller-friendly but not wheelchair accessible, this cruise offers an unforgettable New Year’s Eve experience.
Read our full review: Sydney Harbour BYO New Years Eve Catamaran Cruise Review
Book now: Check availability
Sydney Harbour Sunset Cruise Classic Yacht
On board the classic yacht, guests will be transported across the glittering Sydney Harbour as the sun dips below the horizon.
This 5:30 PM cruise with Manly Sailing Pty Ltd offers a maximum of 16 travelers a unique opportunity to experience Sydney from the water. For $130.10 per person, guests will enjoy a glass of French champagne or non-alcoholic beverage while taking in the stunning views.
Though not wheelchair accessible, the cruise is conveniently located near public transportation and suitable for most travelers.
With free cancellation and rescheduling up to 24 hours before, this sunset cruise is a flexible and unforgettable way to explore Sydney Harbour.
Read our full review: Sydney Harbour Sunset Cruise Classic Yacht Review
Book now: Check availability
Yacht Charter – Luxury Yacht Calypso
Luxury yacht Calypso, operated by Flying Fish Sailing, offers an exclusive charter experience for up to 12 guests in the heart of Sydney.
Departing from the Middle Harbour Yacht Club, the private tour takes guests on a scenic journey along the harbor.
The yacht features a comfortable interior and an outdoor deck, perfect for taking in the stunning views.
Lunch is included, and the tour returns to the original meeting point.
At $1,797.08 per group, this is a great option for those looking to experience Sydney from the water.
Advance booking is recommended, as availability can be limited.
Read our full review: Yacht Charter – Luxury Yacht Calypso Review
Book now: Check availability
Private 3 Hour Guided Harbour Sailing on Luxury Yacht Tour
Set out on a captivating 3-hour guided sailing adventure aboard a luxurious yacht in the heart of Sydney’s iconic harbor.
This private tour offers a unique perspective of the city’s stunning skyline and harbor views. Led by a local and professional guide, you’ll set sail from Manly Boatshed, enjoying food, drinks, and a personalized experience.
The tour isn’t recommended for travelers with certain medical conditions, but most can participate. Confirmation is received within 48 hours of booking, and the tour operates daily from 8:30 AM to 9:00 PM.
Discover the beauty of Sydney’s harbor in style on this unforgettable sailing excursion.
Read our full review: Private 3 Hour Guided Harbour Sailing on Luxury Yacht Tour Review
Book now: Check availability
Private Sunset Champagne Cruise in Sydney Harbour on Classic Yacht
Travelers can enjoy a private sunset champagne cruise aboard a classic yacht on Sydney Harbour.
Operated by Manly Sailing Pty Ltd, the 3-hour experience is available from October 2022 to September 2025. Priced at $1,301.04 per group (up to 10 people), the tour includes a complimentary glass of Laurent-Perrier La Cuvee champagne, with additional alcoholic beverages available for purchase.
Private transportation is provided, and travelers can choose a pickup point or contact the local provider to arrange a different location. The tour isn’t wheelchair accessible, but most travelers can participate.
With a 5-star rating from 1 review, this is a luxurious way to experience Sydney’s stunning harbour at sunset.
Read our full review: Private Sunset Champagne Cruise in Sydney Harbour on Classic Yacht Review
Book now: Check availability
3-Hour Private Skippered Sailing Yacht Charter in Palm Beach
Enjoy a 3-hour private skippered sailing yacht charter in the picturesque Palm Beach.
Operated by Taylor Made Escapes, this experience is priced from $487.89 per group of up to 6 people.
The charter includes towels, sunscreen, a bathroom, Bluetooth music, and snorkeling gear. Guests are welcome to bring their own food and drinks.
The meeting point is at the Palm Beach Wharf, with convenient parking and public transportation options.
While the tour isn’t wheelchair accessible, a moderate fitness level is required.
With a 5-star rating from previous guests, this sailing adventure is sure to impress.
Read our full review: 3-Hour Private Skippered Sailing Yacht Charter in Palm Beach Review
Book now: Check availability
Learn to Sail on Sydney Harbour: Australian Sailing Start Crewing
Aspiring sailors can learn the fundamentals of crewing on a sailboat with the “Learn to Sail on Sydney Harbour: Australian Sailing Start Crewing” experience.
The 9-review, 5.0-rated course takes place on Sydney Harbour, where professional instructors teach the basics. Participants receive necessary equipment, lifejackets, and sunscreen, and can enjoy a recommended lunch break.
The meeting point is at Manly Yacht Club, with easy access from the Manly ferry. The 4-person maximum session lasts from 9 AM to the return to the starting point.
While not wheelchair-accessible, the yacht club is stroller-friendly. This course provides an ideal introduction to sailing for those seeking an active experience on Sydney’s iconic waterway.
Read our full review: Learn to Sail on Sydney Harbour: Australian Sailing Start Crewing Review
Book now: Check availability
Sydney Harbour – Sailing Hands-On Experience
This Sydney Harbour sailing experience allows participants to get hands-on with the basics of sailing under the guidance of experienced skippers.
With a small group capped at four, the 1.5 or 2.5-hour cruise aboard a 24-foot keelboat offers an intimate setting to learn sailing techniques like setting sails and steering the boat.
Safety equipment is provided, and basic swimming skills are recommended, though not necessary.
Children over 7 can join, and the meeting point at Manly Yacht Club is easily accessible by ferry.
While not suitable for those with back issues or serious medical conditions, most travelers can participate in this educational and scenic Sydney Harbour sailing adventure.
Read our full review: Sydney Harbour – Sailing Hands-On Experience Review
Book now: Check availability
Overnight Yacht Stay in Palm Beach
A perfect overnight getaway, the yacht stay in Palm Beach offers an intimate and private sailing experience.
The yacht comes fully equipped with amenities like cotton linens, a bathroom, a stove, and a fridge. You can even try your hand at snorkeling or take the rowing dinghy out.
The best part? You can bring your own food and drinks, including alcohol.
The experience gets a 100% recommendation from past travelers, and with a 5.0 rating, it’s no wonder this is a popular option.
At $175 per person, it’s a great value for a private yacht stay.
Just meet the staff at the Palm Beach Wharf and get ready for a memorable overnight on the water.
Read our full review: Overnight Yacht Stay in Palm Beach Review
Book now: Check availability
Salty Sunday Half Day Yacht Cruise on Sydney Harbour
Visitors can embark on a Salty Sunday Half Day Yacht Cruise on Sydney Harbour aboard the Beneteau 40.7 Blue Moon.
The cruise accommodates a maximum of 12 travelers and is priced from $195.16 per person. The meeting and end point is the Rose Bay Pontoon, with parking available nearby.
The 12:00 PM cruise includes sailing and snacks, with a skipper to guide the experience. Confirmation is provided within 48 hours, subject to availability.
Travelers can take advantage of free cancellation and unlimited rescheduling up to 24 hours before the start.
The cruise has received 7 reviews with a 5.0 overall rating.
Read our full review: Salty Sunday Half Day Yacht Cruise on Sydney Harbour Review
Book now: Check availability
Private BYO Sydney Harbour Catamaran Cruise – 60 or 90 Minutes
Guests can embark on a private BYO (Bring Your Own) Sydney Harbour catamaran cruise lasting either 60 or 90 minutes. The cruise departs from Darling Harbour, with the option to board at a customized wharf location across the harbour.
The private tour accommodates up to 15 guests and includes private transportation, on-board restroom, landing and facility fees, fuel surcharge, and use of all vessel features. Alcoholic beverages and light snacks can be brought on board at no extra charge.
The cruise isn’t wheelchair accessible but is stroller-friendly and allows service animals. Confirmation is received within 48 hours, and the non-refundable tour can’t be canceled.
Read our full review: Private BYO Sydney Harbour Catamaran Cruise – 60 or 90 Minutes Review
Book now: Check availability
Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Sailing Tours?
Passengers can typically bring their own food and drinks on sailing tours. However, it’s best to check with the tour operator beforehand, as some may have restrictions or recommend purchasing refreshments through them.
What Is the Maximum Number of Passengers Allowed on the Private Charters?
The maximum number of passengers allowed on private charters varies by vessel, but most operators cap it at around 10-12 people. It’s best to check with the specific company to confirm the capacity for the charter you’re interested in.
Are There Any Age Restrictions for the Sailing Experiences?
There are typically no age restrictions for the sailing experiences, though young children may require adult supervision. Operators generally aim to accommodate all ages, as long as safety protocols are followed.
How Experienced Do I Need to Be to Participate in the Hands-On Sailing Lessons?
The hands-on sailing lessons don’t require any prior experience. Beginners are welcome, and the instructors will provide all the necessary training and guidance. You’ll learn the basics of sailing in a safe and supportive environment.
Can I Customize the Itinerary for the Private Sailing Tours?
Absolutely, most private sailing tour providers in Sydney allow customers to customize the itinerary to suit their preferences and experience level. This flexibility ensures you can tailor the tour to your desired activities and interests.
The Sum Up
Sydney offers an array of sailing experiences, from luxury cruises with lunch to hands-on sailing lessons. Whether you’re seeking a quick 60-minute catamaran ride or an overnight yacht stay, there’s a sailing adventure to suit every preference. With stunning harbor views, whale watching opportunities, and customizable options like BYO drinks, Sydney’s sailing scene provides a truly memorable way to explore the city’s iconic waterfront.