Top New South Wales Sailing Tours

Experience the magic of sailing Sydney Harbour during a twilight cruise aboard an exquisitely restored historic tall ship. Enjoy seeing the city at sunset and get photo ops of iconic sights like the Sydney Opera House and Sydney Harbour Bridge as they light up for the night. Snack on refreshments and dinner dishes and have the choice to include unlimited beer, wine, and soft drinks. The entertaining crew provides commentary on Australia's maritime history, making for an unforgettable sail on Sydney Harbour.

Enjoy an exhilarating half-day sailing cruise on Sydney Harbour aboard a luxury yacht with an experienced captain. Take in stunning views of Sydney's waterside landmarks including the Sydney Harbour Bridge, Sydney Opera House, Mrs. Macquaries Chair, Fort Denison, Watsons Bay, Sydney Heads and more. Anchor in a secluded bay in Sydney Harbour National Park with time for beach walks, swimming, snorkeling and a delicious lunch with Australian wine and beer. This small-group tour is limited to eight people, ensuring a personalized experience with your knowledgeable captain.

Step aboard an authentic tall ship for an unforgettable cruise around Sydney Harbour during the VIVID festival. Soak in sweeping views of the light-drenched harbor as your tall ship sails around the calm waters. See light art displays illuminate landmarks including the Sydney Harbour Bridge and Sydney Opera House. Along with an excellent perspective on the vibrant lights of VIVID, your cruise includes a delicious dinner.

Set sail around Sydney Harbour on this private 3-hour sailing experience from Manly and see Sydney’s iconic skyline from the water. Take the helm and learn the ropes under the guidance of your private skipper; marvel at landmarks such as Sydney Harbour Bridge and Sydney Opera House; or relax on deck as you cruise out to sea.

Take in views from one of Sydney's best vantage points, the revolving restaurant at Infinity at Sydney Tower, which perches on top of Sydney Tower, 88 stories above the ground. Choose from an à la carte menu to customize your 2- or 3-course meal, enjoying an elegant meal while overlooking the stunning Sydney skyline. This sophisticated restaurant offers an intimate, stylish fine dining experience, with contemporary Australian-French fusion cuisine.

Experience the majestic World Heritage-listed Blue Mountains on a small-group full-day tour from Sydney. Enjoy sweeping views of the Blue Mountains and sites including the Three Sisters and Jamison Valley. Hop onboard the Scenic Railway (or other rides) at Scenic World, enjoy a chef-prepared lunch (dietary requirements accommodated), and visit Featherdale Wildlife Park to see kangaroos and other native Australian critters. Then, cruise by boat back to Sydney Harbour on the Parramatta River.

Soak in 360-degree views as you dine on a delicious buffet lunch or dinner at the Sydney Tower Restaurant's revolving restaurant. From your vantage point high above the streets of Sydney, the views change as the restaurant slowly revolves during your meal. Large picture windows frame iconic sights like the Sydney Opera House, Sydney Harbour Bridge, Darling Harbour, Circular Quay and, in the distance, the Blue Mountains. Enjoy a lunch or dinner plus one drink included in your package.

Journey to the heart of the Blue Mountains on this full-day tour from Sydney, including hotel pick-up. Kick-off your adventure seeing a koala or a kangaroo at Featherdale Wildlife Park, then enjoy a dramatic view of the Three Sisters rocks from Echo Point. After lunch (own expense), head to Scenic World to ride the Cableway, Skyway and Railway for unbeatable aerial views of the Jamison Valley and Katoomba Falls. Finish with a leisurely cruise along the Parramatta River to Sydney’s Darling Harbour or Circular Quay.

Be sure to put a performance by Opera Australia at the iconic Sydney Opera House on your Sydney itinerary. See classic operas by composers like Mozart and Puccini, as well as iconic Broadway musicals, depending on the season. Take in stunning views of Sydney Harbour while enjoying drinks or a meal (own expense) at one of the Opera House's fine dining venues before or after the performance to top off this unforgettable experience.

Go behind the scenes at the Sydney Opera House for a fascinating look at this Sydney icon. Your knowledgeable guide leads you through the World Heritage–listed building on a walking tour, sharing entertaining stories about the revered performance center's history and providing access to off-limits parts of the house.

Escape the city on this private tour just for your group with our professional guide in his SUV. Pay a visit to the Sydney Olympic Park, Leura, Katoomba;observe kangaroos and koalas at the Featherdale Wildlife Park; and see landmarks like the Three Sisters, Boars Head Rock and Wentworth Falls. After lunch at a local restaurant (own expense), ride the skyrail at Scenic World (extra cost), then enjoy a scenic cruise down the Parramatta River to Sydney Harbour. This includes hotel pick-up.

Snap spectacular photos of Sydney at sunset and master the art of twilight photography on this 3.5-hour photography tour of Sydney. Follow your guide, a professional photographer, around Sydney Harbour and The Rocks, then take in the views from Observatory Hill as the sun sets over the city. With expert advice to help you compose the perfect shot, master tricky lighting techniques and learn to use a tripod; you’ll be sure to take some impressive photos.

Uncover the secrets of Sydney’s heritage as you explore The Rocks on this guided walking tour of the historic precinct. Offering amazing views over the Sydney Harbour and the Campbells Cove Wharves, your guide will lead you along shady laneways and cobbled courtyards where you’ll discover some of Sydney’s earliest buildings, including Cadman’s Cottage, built in 1816 and the Garrison Church, which dates back to the 1840s.

Make your night in Sydney a little more special when you embark on this Sydney Harbour twilight dinner cruise. Sail on the Southern Swan or the Soren Larsen and experience the charm of early settlers while enjoying the views of various Sydney Harbour landmarks like the Opera House and Harbour Bridge. Indulge in a delicious dinner as you cruise through this setting at twilight.

3 hour Whale Watch tour onboard 'Imagine', a 54ft Sailing Catamaran, purpose designed as a model for eco-tourism. She offers a covered foredeck as well as a comfortable downstairs cabin and bar. Sail with 'Imagine' - so quiet you can hear the Whales breathe!

Experience Sydney Harbour during a 2-hour tall ship cruise that includes a light brunch and unlimited sparkling wine. You can help to hoist the sails and steer the ship if you like, or simply relax and enjoy clear views of landmarks such as Sydney Harbour Bridge, Sydney Opera House, and Fort Denison.

Experience sailing on our boutique Catamaran. We keep numbers to a minimum to ensure a wonderful experience. Our trained snorkel guides will be in the water with you to point out various Marine Life.

Ahoy, me hearties! Don your finest pirate gear and join Captain Pineapple and the gang aboard an 1850s-style sailing ship for the ultimate family-friendly Sydney Harbour cruise. See the essential sights, from the Harbour Bridge and the Opera House to Fort Denison, as you hunt for gold, fire cannons, and help hoist the sails and steer the ship. You can even climb the mast for an additional fee.

Step aboard a traditional tall ship for a sail out of Sydney Harbor in search of migrating whales. Help sail the ship and climb the mast for epic views if you wish; otherwise just relax and keep your eye out for signs of humpback and southern right whales. Over the course of the half-day cruise, you'll learn about whale biology and behavior and dig in to a hearty hot lunch on board.

Sail like a local on Sydney Harbour! Minimum 2 people per booking. Set sail on a 12m luxury Beneteau 40.7 yacht. An informative skipper or instructor aboard will provide commentary on the harbour. Have a go at steering, trimming sails, and grinding the winches! We will cruise throughout Sydney Harbour, past the Opera House, under the Harbour Bridge, Rose Bay, past all the extraordinary waterfront homes and vibrant waterways. Option to swim at one of the many secluded private harbour beaches! Pick up 10:00 & drop off at 13:00 from King Street Wharf #9, Sydney NSW 2000 Lunch: - Charcuterie Board (assortment of cheese, dips, fruit, crackers, olives and more!) - Sushi Platter - Local beers and wine - Unlimited bottled water The First 40.7 has a large bimini over the seating area to provide a welcome sunshade for the summer months. With all the necessary safety equipment, our yachts have plenty of room to enjoy the day. Intimate max of 10 guests

This is the exciting first step on the Australian Sailing Keelboat training pathway. You will begin to familiarise yourself with the vessel and the responsibilities associated with being a crew member. Your experienced Instructor will introduce you to the basics of sailing on a small boat, including boat handling, safety and sailing theory. You will cover basic sailing terminology and rules, basic knots, tacking and gybing and man overboard recovery. All of our instructors are qualified by Australian Sailing with years of experience. This is a 12 hour course consisting of 2 x 6 hour lessons. We will provide life jackets, don't forget to bring sun safe clothing, sun cream, wear non marking shoes and take a bottle of water. For this course no experience is necessary, so come along and enjoy sailing here in Manly, one of the best locations to sail in the world!

Board one of our traditional tall ships Coral Trekker a square-rigged, wooden tall ship with distinctive rusty red sails and discover the sights and sounds of Sydney on a unique historic meets modern harbour cruise. **PLEASE NOTE: Afternoon Discovery Cruise on Coral Trekker is during Wednesdays, Thursdays and Fridays from April till first week of October.

Private Twilight Harbour Champagne Cruise on Sydney Harbour This private intimate twilight tour is the perfect way to end the day, complete with harbour commentary from a local skipper and a bottle of French champagne! Sit back and relax as the sun sets behind the picturesque harbour bridge and opera house and let our skipper showcase some of Sydney's best landmarks, wildlife and the glitz and glamour of Australia's most well known suburbs and real estate. Pick up 17:00 & drop off at 19:00 Meet and return to King St Wharf #9 The Beneteau First 40.7 has a large bimini over the seating area to provide a welcome sunshade for the summer months. With all the necessary safety equipment, our yachts have plenty of room to enjoy the sunset. This is a private tour whereby you book the whole yacht - max 12.