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Top New South Wales Sailing Trips

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 …More

Sydney, Australia

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
4.4 (458)
from
$62
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 …More

Likely to Sell Out
Likely to Sell Out
Newcastle, Australia

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 Free Cancellation
5.0 (20)
from
$70
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 …More

Sydney, Australia

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
4.9 (178)
from
$256
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 …More

Sydney, Australia

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
4.6 (280)
from
$49
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 …More

Likely to Sell Out
Likely to Sell Out
Sydney, Australia

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
5.0 (10)
from
$385
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 …More

Sydney, Australia

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
5.0 (4)
from
$595
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 …More

Sydney, Australia

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
5.0 (13)
from
$158
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 …More

Sydney, Australia

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
4.7 (14)
from
$49
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 …More

Sydney, Australia

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
5.0 (5)
from
$1,777
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 …More

Sydney, Australia

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
5.0 (3)
from
$1,600
Sydney Harbour: Hands-On Sailing on Classic Yacht

This is a small group immersive experience on board a unique classic sailing yacht designed and built in Sydney. Our experienced skipper and crew will …More

Sydney, Australia

This is a small group immersive experience on board a unique classic sailing yacht designed and built in Sydney. Our experienced skipper and crew will...

2 hours 30 minutes Free Cancellation
5.0 (1)
from
$158
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 …More

Sydney, Australia

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
5.0 (2)
from
$1,066
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 …More

Sydney, Australia

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
5.0 (4)
from
$427
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 …More

Sydney, Australia

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
5.0 (1)
from
$106
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 …More

Sydney, Australia

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
from
$1,964
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 …More

Sydney, Australia

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
from
$1,066

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