Getting out on Sydney Harbour is a must-do experience that makes sense for both sailors and sightseers. The harbor offers several smart sailing choices worth your time and money. Basic options include 3-hour harbor cruises on comfortable 40-foot yachts, perfect for photo ops of the Opera House and Bridge. For a hands-on approach, try the practical sailing lessons – you’ll actually help navigate the boat. My favorite picks: the sunset catamaran tours (great value, stable ride) and the intimate classic yacht trips (authentic feel, smaller groups). Whale watching excursions, running June through November, consistently earn top marks from fellow travelers. Let’s look at our recommended sailing tours…
Key Points
- Luxury sailing cruises aboard the 40-foot yacht Emma Mei, offering gourmet meals, swimming, and snorkeling for up to 8 participants.
- Hands-on yacht cruises from Manly, allowing participants to steer the vessel and engage in sailing activities for ages 6 and above.
- Catamaran cruises from Circular Quay providing 360-degree views of Sydney landmarks, with room for improvement in the overall experience.
- Exclusive and immersive sailing experiences on classic yachts, including opportunities to navigate the vessel under guidance and enjoy lunch at a yacht club.
- Whale watching tours by catamaran or tall ship, combining maritime history and wildlife observation for a small-group, personalized experience.
Luxury Sailing Cruise on Sydney Harbour With Lunch
For a truly luxurious and unforgettable experience on the waters of Sydney Harbour, embark on a half-day sailing cruise aboard the 40-foot yacht, Emma Mei.
With a small-group limited to just 8 participants, you’ll enjoy personalized attention from the knowledgeable skipper as you take in stunning views of iconic Sydney landmarks.
The cruise includes a gourmet lunch with seafood, chicken, salads, and dessert, along with Australian beer, wine, and soft drinks.
You’ll also have the opportunity to swim, snorkel, and explore the Sydney Harbour National Park.
With consistently high ratings and overwhelmingly positive reviews, this luxury sailing experience is a must-do activity for your Sydney visit.
Read our full review: Luxury Sailing Cruise on Sydney Harbour With Lunch Review
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From Manly: Sydney Harbour Hands-On 3 Hour Yacht Cruise
Frequently departing from Manly, the Sydney Harbour Hands-On 3 Hour Yacht Cruise offers a unique opportunity to experience the iconic waterways of the city.
Admire the stunning views of the Sydney Opera House and Harbour Bridge as you sail around the harbor. The 2.5-hour excursion allows you to participate in sailing the yacht, including steering the boat.
Suitable for adults and children 6 and older, the cruise accommodates up to 4 participants. Priced from $107.99 per person, the experience can be booked with no upfront payment and free cancellation up to 24 hours in advance.
With an overall rating of 4.6/5, this hands-on sailing adventure is an excellent way to explore Sydney from the water.
Read our full review: From Manly: Sydney Harbour Hands-On 3 Hour Yacht Cruise Review
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Sydney: Harbour Highlights Catamaran Cruise
While departing from the Man O’War Steps at Circular Quay, next to the iconic Sydney Opera House, you can embark on a 1-hour catamaran cruise to experience the highlights of Sydney Harbour.
With a maximum of 28 passengers, you’ll enjoy 360° views of landmarks like the Harbour Bridge and Darling Harbour. The cruise includes a snacks platter and a complimentary non-alcoholic beverage, though you’re welcome to bring your own alcohol.
The catamaran operates in all weather conditions, utilizing both indoor and outdoor areas. Though no guided tour is included, the skipper may share personal stories and harbour knowledge.
Customer feedback suggests room for improvement, but the cruise offers a relaxing way to explore Sydney’s iconic waterfront.
Read our full review: Sydney: Harbour Highlights Catamaran Cruise Review
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Sydney: Exclusive Sydney Harbour Cruise on a Classic Yacht
Take an exclusive 2-hour cruise on a meticulously restored classic sailing yacht in Sydney Harbour.
You’ll enjoy stunning views of the Opera House and Harbour Bridge while sailing with a maximum of 16 participants.
The yacht, Southwinds, was designed and built in Sydney and you’ll learn about its history and construction.
Sip a complimentary glass of French champagne or sparkling non-alcoholic beverage as you experience the sunset and city lights.
You can even take the helm and navigate the yacht yourself.
This small group experience is priced from €120.92 per person, with free cancellation up to 24 hours in advance.
Read our full review: Sydney: Exclusive Sydney Harbour Cruise on a Classic Yacht Review
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Sydney: Secrets Cruise With Lunch at Famous Yacht Club
Discover the secrets of Sydney Harbour on this immersive 4-hour cruise and lunch experience.
Set out on a small-group tour limited to 10 participants, led by knowledgeable local guides. Cruise past the iconic Opera House and Harbour Bridge, as well as exclusive waterfront mansions and secluded national park waterways.
Enjoy a delightful lunch at Sydney’s premier yacht club, and keep an eye out for wildlife like penguins, seals, and dolphins.
With close-up photo opportunities and rave reviews for the guides’ expertise and the intimate group size, this is the perfect way to explore Sydney Harbour in style.
Book now and pay later, with free cancellation up to 24 hours in advance.
Read our full review: Sydney: Secrets Cruise With Lunch at Famous Yacht Club Review
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Sydney: Premium Catamaran Vivid Cruise With Welcome Drink
Set out on a captivating Vivid cruise aboard a premium catamaran and enjoy a complimentary welcome drink as you take in the stunning sights of Sydney Harbour.
The 2-hour cruise showcases the iconic Opera House, Harbour Bridge, and other landmarks in a new light during the Vivid Sydney festival.
With a rating of 4.9 out of 5 from 148 reviews, this cruise offers an unforgettable experience.
Priced at $73.48 per person, it’s a must-do activity for those seeking a premium sailing experience in Sydney.
Relax and savor the views as you cruise along the picturesque harbor, making memories that will last a lifetime.
Read our full review: Sydney: Premium Catamaran Vivid Cruise With Welcome Drink Review
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Sydney Harbour: 2-Hour Morning Yacht Cruise With Morning Tea
Enjoy the beauty of Sydney Harbour during this captivating 2-hour morning yacht cruise. Priced from $76.68 per person, the cruise offers a small-group experience limited to 10 participants.
Enjoy personal insights from your captain and host as you take in iconic sights like the Sydney Harbour Bridge and Opera House. Savor a light morning tea with coffee, tea, juice, and refreshments.
With free cancellation up to 24 hours in advance, you can easily plan your outing. Based on 41 reviews, the cruise earns an impressive 4.7/5 overall rating, with praise for the informative guides and enjoyable experience.
Read our full review: Sydney Harbour: 2-Hour Morning Yacht Cruise With Morning Tea Review
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Sydney: 3-Hour Whale Watching Tour by Catamaran
Soar across the waves on a captivating 3-hour whale watching tour by catamaran.
This small-group experience allows you to witness the majestic humpback whales as they migrate along the New South Wales coast.
Board the high-speed catamaran and enjoy panoramic views from the outdoor decks.
Expert guides provide insightful commentary, helping you understand the whales’ behavior and habitat.
With a maximum of 40 passengers, you’ll enjoy an intimate and personalized tour.
Spot whales breaching, tail slapping, and spy hopping as you cruise through the open waters.
This is an unforgettable opportunity to connect with nature and observe these magnificent creatures in their natural environment.
Read our full review: Sydney: 3-Hour Whale Watching Tour by Catamaran Review
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Sydney: Sydney Harbour Tall Ship Whale Watching & Sailing
Experience the grandeur of Sydney Harbour aboard a majestic tall ship on this captivating whale watching and sailing adventure.
Set out on a journey back in time as you set sail on a beautifully restored 19th-century tall ship, taking in the stunning sights of the harbor. Keep your eyes peeled for the awe-inspiring display of migrating whales as they make their annual journey along the coast.
This 3-hour tour provides a unique opportunity to discover Sydney’s iconic landmarks from a different perspective, all while enjoying the thrill of traditional sailing.
With the help of the experienced crew, hoist the sails and learn about the rich maritime history of this vibrant city.
Read our full review: Sydney: Sydney Harbour Tall Ship Whale Watching & Sailing Review
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From Manly: Sydney Harbour Hands-On 2 Hour Yacht Cruise
Hop aboard a nimble yacht and embark on a captivating 2-hour sailing cruise around Sydney Harbour’s northern coastline.
You’ll learn the ropes as you lend a hand setting the sails and steering the vessel. This small-group experience is limited to just 4 participants, ensuring personalized attention from your English-speaking instructor.
Sail past beautiful beaches and million-dollar mansions, while the knowledgeable captain provides commentary.
Though the tour operates in light rain or cloudy weather, high winds or thunderstorms may cause postponement.
With an overall rating of 4.9/5, this hands-on sailing adventure is a must-do for those seeking a memorable and scenic experience in Sydney.
Read our full review: From Manly: Sydney Harbour Hands-On 2 Hour Yacht Cruise Review
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The Sum Up
Sydney’s sailing experiences offer an exceptional way to explore the harbor’s iconic sights. Whether you prefer a luxurious cruise, hands-on yacht adventure, or whale watching voyage, there’s something to suit every taste. With a range of options available, you’ll be able to craft the perfect sailing experience to make the most of your time in this stunning coastal city.