Top New South Wales Sailing Trips

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New South Wales Adventures

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Luxury Sailing Cruise on Sydney Harbour with Lunch
Likely to Sell Out
Likely to Sell Out
Sydney, Australia
4.9 (174)

Luxury Sailing Cruise on Sydney Harbour with Lunch

Take in the stunning views of Sydney on a Sydney Harbour on luxury sailing trip. On board your 40-foot luxury sailing yacht, with your experienced...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.9 (174)
$256.39
$255.39
Port Stephens 3 Hour Whale and Dolphin Watch Cruise
Special Offer
Special Offer
Port Stephens, Australia
5.0 (57)

Port Stephens 3 Hour Whale and Dolphin Watch Cruise

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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (57)
$63.25
$62.25
Sydney Harbour Tall Ship Afternoon Discovery Cruise
Special Offer
Special Offer
Sydney, Australia
4.6 (280)

Sydney Harbour Tall Ship Afternoon Discovery Cruise

Board one of our traditional tall ships Southern Swan or the impressive Soren Larsen and discover the sights and sounds of Sydney on a unique...

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
4.6 (280)
$49.14
$48.14
Sydney Harbour Tall Ship Twilight Dinner Cruise
Special Offer
Special Offer
Sydney, Australia
4.4 (455)

Sydney Harbour Tall Ship Twilight Dinner Cruise

Step aboard the beautiful Southern Swan or the magnificent Soren Larsen and set sail on this twilight dinner cruise like the early settlers all those years ago. There is...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.4 (455)
$63.25
$62.25
Marine Discovery + Snorkeling Cruise - Port Stephens
Special Offer
Special Offer
Newcastle, Australia
5.0 (20)

Marine Discovery + Snorkeling Cruise - Port Stephens

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...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
5.0 (20)
$71.22
$70.22
Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht
Special Offer
Special Offer
Sydney, Australia
5.0 (13)

Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht

Embark on a sailing cruise on our magnificent 61ft classic yacht, Southwinds, and experience the magic of Sydney Harbour from the water. Benefit from the...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (13)
$159.84
$158.84
3-Hour Private Skippered Sailing Yacht Charter in Palm Beach
Likely to Sell Out
Likely to Sell Out
Sydney, Australia
5.0 (4)

3-Hour Private Skippered Sailing Yacht Charter in Palm Beach

Sail the beautiful waters of Pittwater on a sailing yacht, swim in the clear waters, and enjoy uncrowded beaches, BYO food and drink, or let...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (4)
$604.08
$603.08
Learn to Sail on Sydney Harbour: Australian Sailing Start Crewing
Special Offer
Special Offer
Sydney, Australia
5.0 (10)

Learn to Sail on Sydney Harbour: Australian Sailing Start Crewing

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...

2 days • Free Cancellation
2 days • Free Cancellation
2 days • Free Cancellation
5.0 (10)
$423.75
$422.75
Sydney Harbour Tall Ship Pirate Cruise Experience
Special Offer
Special Offer
Sydney, Australia
4.7 (12)

Sydney Harbour Tall Ship Pirate Cruise Experience

Come dressed as pirates and join Captain Pineapple and his crew aboard a real pirate ship Southern Swan or the magnificent Soren Larsen for the...

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
4.7 (12)
$49.02
$48.02
Private Luxury Cruise on Sydney Harbour on Classic Yacht
Special Offer
Special Offer
Sydney, Australia
5.0 (3)

Private Luxury Cruise on Sydney Harbour on Classic Yacht

You'll be cruising aboard our magnificent 61ft flagship, Southwinds with our experienced and attentive crew. Iconic Views: Glide past Sydney’s world-famous landmarks, including the Sydney...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
$1,602.42
$1,601.42
Private Sydney Harbour Twilight Sail with Champagne
Special Offer
Special Offer
Sydney, Australia
5.0 (2)

Private Sydney Harbour Twilight Sail with Champagne

Private Twilight Harbour Champagne Cruise on Sydney Harbour Operated by Salty Sydney Harbour. This private intimate twilight tour is the perfect way to end the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
$1,068.28
$1,067.28
Sydney Harbour Sail Like a Local Lunch Tour
Special Offer
Special Offer
Sydney, Australia
5.0 (4)

Sydney Harbour Sail Like a Local Lunch Tour

Sail like a local on Sydney Harbour! Operated by Salty Sydney Harbour. Set sail on a 12m luxury Beneteau 40.7 yacht. An informative skipper or...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (4)
$426.25
$425.25
Private 4-Hour Luxury Yacht Charter on Sydney Harbour
Special Offer
Special Offer
Sydney, Australia
5.0 (4)

Private 4-Hour Luxury Yacht Charter on Sydney Harbour

Private tour operated by Salty Sydney Harbour! Set sail on a 12m luxury Beneteau 40.7 yacht. An informative skipper or instructor will provide commentary on...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (4)
$1,780.47
$1,779.47
Sydney Harbour Tall Ship Laser Clay Shooting with Mast Climb
Special Offer
Special Offer
Sydney, Australia
5.0 (1)

Sydney Harbour Tall Ship Laser Clay Shooting with Mast Climb

Laser Clay Shooting is an original and interactive activity that can be enjoyed by everyone in totally safety without harming the environment. Get a group...

2 hours 30 minutes
2 hours 30 minutes
2 hours 30 minutes
5.0 (1)
$106.12
$105.12
Sydney Whale Watching and Catamaran Sailing Private Half Day Tour
Special Offer
Special Offer
Sydney, Australia
5.0 (1)

Sydney Whale Watching and Catamaran Sailing Private Half Day Tour

We offer an amazing offshore sailing and whale watching experience onboard our high performance luxury sailing catamaran Sea Monkey. We will pick you up from...

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
$1,705.01
$1,704.01
Yacht Charter - Luxury Yacht Calypso
Special Offer
Special Offer
Sydney, Australia

Yacht Charter - Luxury Yacht Calypso

Calypso is perfect for a day out sailing and relaxing on stunning Sydney Harbour. The high bulwarks and safety rails and the excellent sun protection...

4 hours
4 hours
4 hours
$1,967.43
$1,966.43
Private Sydney Harbour Morning Sail with Mimosas
Special Offer
Special Offer
Sydney, Australia

Private Sydney Harbour Morning Sail with Mimosas

Private Morning Mimosa Cruise on Sydney Harbour operated by Salty Sydney Harbour! This intimate morning tour is the perfect way to start the day, complete...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
$1,068.28
$1,067.28

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