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Top 10 Best Sydney Sailing Trips

Found 21 Sailing Trips activities in Sydney. Sort by Popularity.
 

Sydney Harbour Tall Ship Twilight Dinner Cruise

(4.2 of 368 reviews)

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 no better way to end the day than this sublime Sydney Ha... More

Free Cancellation
Start From $57.05
 
Sydney Harbour Tall Ship Twilight Dinner Cruise

Sydney Harbour Tall Ship Twilight Dinner Cruise

  • Sydney
  • Exellent368 reviews4.2

Step aboard the beautiful Southern Swan or the magnificent Soren Larsen and set sail on this twi....

    Free Cancellation
    Start From $57.05
 
 

Luxury Sailing Cruise on Sydney Harbour with Lunch

(4.9 of 142 reviews)

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 skipper at the helm, you'll sail under the Sydney Harbour Bridge and past the Sydne... More

Free Cancellation
Start From $211.55
 
Luxury Sailing Cruise on Sydney Harbour with Lunch

Luxury Sailing Cruise on Sydney Harbour with Lunch

  • Sydney
  • Superb142 reviews4.9

Take in the stunning views of Sydney on a Sydney Harbour on luxury sailing trip. On board your 40-fo....

    Free Cancellation
    Start From $211.55
 
 

Sydney Harbour Tall Ship Afternoon Discovery Cruise

(4.5 of 277 reviews)

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 historic meets modern harbour cruise. **PLEASE NOTE: To book weekdays in April till fir... More

Free Cancellation
Start From $44.23
 
Sydney Harbour Tall Ship Afternoon Discovery Cruise

Sydney Harbour Tall Ship Afternoon Discovery Cruise

  • Sydney
  • Exellent277 reviews4.5

Board one of our traditional tall ships Southern Swan or the impressive Soren Larsen and discover th....

    Free Cancellation
    Start From $44.23
 
 

Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht

(5 of 8 reviews)

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 knowledge of our friendly and experienced skippers, who will show you the ro... More

Free Cancellation
Start From $144.24
 
Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht Likely to Sell Out

Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht

  • Sydney
  • Superb8 reviews5

Embark on a sailing cruise on our magnificent 61ft classic yacht, Southwinds, and experience the mag....

    Free Cancellation
    Start From $144.24
 
 

Sydney Harbour Sailing Experience

(4.6 of 9 reviews)

We are the only company in Sydney that offers casual sailing for one person to ten. Join with others or book the whole boat. You will jump aboard our sailing yacht and tour Sydney Harbour. See all the world famous iconic landmark... More

Free Cancellation
Start From $105.78
 
Sydney Harbour Sailing Experience Likely to Sell Out

Sydney Harbour Sailing Experience

  • Sydney
  • Superb9 reviews4.6

We are the only company in Sydney that offers casual sailing for one person to ten. Join with others....

    Free Cancellation
    Start From $105.78
 
 

Sydney Harbour Tall Ship Pirate Cruise Experience

(4.8 of 5 reviews)

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 swashbuckling adventure of your life! This is an explosive, interactive theatrical exp... More

Free Cancellation
Start From $41.67
 
Sydney Harbour Tall Ship Pirate Cruise Experience Likely to Sell Out

Sydney Harbour Tall Ship Pirate Cruise Experience

  • Sydney
  • Superb5 reviews4.8

Come dressed as pirates and join Captain Pineapple and his crew aboard a real pirate ship Southern S....

    Free Cancellation
    Start From $41.67
 
 

Classic Yacht Cruise Sydney Harbour

(5 of 1 review)

Experience the unparalleled charm and elegance of Sydney Harbour like never before with our exclusive cruise aboard a beautifully renovated classic sailing yacht. See Sydney's iconic landmarks from a different perspective, learn a... More

Free Cancellation
Start From $115.39
 
Classic Yacht Cruise Sydney Harbour Likely to Sell Out

Classic Yacht Cruise Sydney Harbour

  • Sydney
  • Superb1 review5

Experience the unparalleled charm and elegance of Sydney Harbour like never before with our exclusiv....

    Free Cancellation
    Start From $115.39
 
 

Vivid Tall Ships Dinner Cruise on Sydney Harbour

(4.2 of 45 reviews)

Join Sydney Harbour Tall Ships for a sensational cruise and enjoy outstanding views of the Sydney Opera House as the world famous sails are transformed by majestic 3D mapped projections by award-winning international artists at VI... More

Free Cancellation
Start From $57.05
 
Vivid Tall Ships Dinner Cruise on Sydney Harbour Likely to Sell Out

Vivid Tall Ships Dinner Cruise on Sydney Harbour

  • Sydney
  • Exellent45 reviews4.2

Join Sydney Harbour Tall Ships for a sensational cruise and enjoy outstanding views of the Sydney Op....

    Free Cancellation
    Start From $57.05
 
 

Private 4-Hour Luxury Yacht Charter on Sydney Harbour

(5 of 2 reviews)

Private tour of Sydney Harbour! 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... More

Free Cancellation
Private Tour
Start From $1,602.66
 
Private 4-Hour Luxury Yacht Charter on Sydney Harbour Likely to Sell Out

Private 4-Hour Luxury Yacht Charter on Sydney Harbour

  • Sydney
  • Superb2 reviews5

Private tour of Sydney Harbour! Set sail on a 12m luxury Beneteau 40.7 yacht. An informative skippe....

    Free Cancellation
    Private Tour
    Start From $1,602.66
 
 

Sydney Harbour Sail Like a Local Lunch Tour

(5 of 4 reviews)

Sail like a local on Sydney Harbour! 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 winch... More

Free Cancellation
Private Tour
Start From $384.64
 
Sydney Harbour Sail Like a Local Lunch Tour Likely to Sell Out

Sydney Harbour Sail Like a Local Lunch Tour

  • Sydney
  • Superb4 reviews5

Sail like a local on Sydney Harbour! Set sail on a 12m luxury Beneteau 40.7 yacht. An informative ....

    Free Cancellation
    Private Tour
    Start From $384.64
 
 

Private Sydney Harbour Twilight Sail with Champagne

(5 of 1 review)

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 ... More

Free Cancellation
Private Tour
Start From $961.60
 
Private Sydney Harbour Twilight Sail with Champagne Likely to Sell Out

Private Sydney Harbour Twilight Sail with Champagne

  • Sydney
  • Superb1 review5

Private Twilight Harbour Champagne Cruise on Sydney Harbour This private intimate twilight tour is ....

    Free Cancellation
    Private Tour
    Start From $961.60
 
 

Private Sydney Harbour Morning Sail with Mimosas

(5 of 1 review)

Private Morning Harbour Mimosa Cruise on Sydney Harbour This intimate morning tour is the perfect way to start the day, complete with harbour commentary from a local skipper and mimosas for all! Sit back and relax as the sun set... More

Free Cancellation
Private Tour
Start From $961.60
 
Private Sydney Harbour Morning Sail with Mimosas Likely to Sell Out

Private Sydney Harbour Morning Sail with Mimosas

  • Sydney
  • Superb1 review5

Private Morning Harbour Mimosa Cruise on Sydney Harbour This intimate morning tour is the perfect w....

    Free Cancellation
    Private Tour
    Start From $961.60
 
 

Learn to Sail on Sydney Harbour: Australian Sailing Start Crewing

(5 of 9 reviews)

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 ... More

Free Cancellation
Private Tour
Start From $381.43
 
Learn to Sail on Sydney Harbour: Australian Sailing Start Crewing Likely to Sell Out

Learn to Sail on Sydney Harbour: Australian Sailing Start Crewing

  • Sydney
  • Superb9 reviews5

This is the exciting first step on the Australian Sailing Keelboat training pathway. You will begin ....

    Free Cancellation
    Private Tour
    Start From $381.43
 
 

Private Luxury Cruise on Sydney Harbour on Classic Yacht

(5 of 2 reviews)

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 Opera House, Sydney Harbour Bridge, and... More

Free Cancellation
Private Tour
Start From $1,282.13
 
Private Luxury Cruise on Sydney Harbour on Classic Yacht Likely to Sell Out

Private Luxury Cruise on Sydney Harbour on Classic Yacht

  • Sydney
  • Superb2 reviews5

You'll be cruising aboard our magnificent 61ft flagship, Southwinds with our experienced and attenti....

    Free Cancellation
    Private Tour
    Start From $1,282.13
 
 

Sydney Harbour Tall Ship Whale & Sail - Whale Watching Cruise

(5 of 3 reviews)

Each year the Great Whale Migration sees thousands of Humpback and Southern Right Whales swim close to the coastline around Sydney. Coral Trekker, one of Sydney Harbour Tall Ships historic vessels, operates whale watching cruises... More

Free Cancellation
Private Tour
Start From $95.52
 
Sydney Harbour Tall Ship Whale & Sail - Whale Watching Cruise Likely to Sell Out

Sydney Harbour Tall Ship Whale & Sail - Whale Watching Cruise

  • Sydney
  • Superb3 reviews5

Each year the Great Whale Migration sees thousands of Humpback and Southern Right Whales swim close ....

    Free Cancellation
    Private Tour
    Start From $95.52
 
 

3-Hour Private Skippered Sailing Yacht Charter in Palm Beach

(5 of 1 review)

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 us cater (fees apply). Work on your tan on the foredeck, sip a cool drink, and enjoy the... More

Free Cancellation
Private Tour
Start From $480.80
 
3-Hour Private Skippered Sailing Yacht Charter in Palm Beach Likely to Sell Out

3-Hour Private Skippered Sailing Yacht Charter in Palm Beach

  • Sydney
  • Superb1 review5

Sail the beautiful waters of Pittwater on a sailing yacht, swim in the clear waters, and enjoy uncro....

    Free Cancellation
    Private Tour
    Start From $480.80
 
 

Sydney Harbour Tall Ship Wine & Canapes Evening Cruise

(5 of 4 reviews)

This exquisite 2-1/2 hour wine and canapés cruise allows you to enjoy the sunset while absorbing the stunning night skyline of Sydney. Unwind and take in the spectacular Sydney Harbour views and unique tall ship ambiance to the t... More

Free Cancellation
Private Tour
Start From $95.52
 
Sydney Harbour Tall Ship Wine & Canapes Evening Cruise Likely to Sell Out

Sydney Harbour Tall Ship Wine & Canapes Evening Cruise

  • Sydney
  • Superb4 reviews5

This exquisite 2-1/2 hour wine and canapés cruise allows you to enjoy the sunset while absorbing th....

    Free Cancellation
    Private Tour
    Start From $95.52
 
 

Sydney Harbour: Hands-On Sailing on Classic Yacht

(5 of 1 review)

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 help you learn the ropes while we set the sails and cruise around Sydney Harbou... More

Free Cancellation
Private Tour
Start From $144.24
 
Sydney Harbour: Hands-On Sailing on Classic Yacht Likely to Sell Out

Sydney Harbour: Hands-On Sailing on Classic Yacht

  • Sydney
  • Superb1 review5

This is a small group immersive experience on board a unique classic sailing yacht designed and buil....

    Free Cancellation
    Private Tour
    Start From $144.24
 
 

Yacht Charter - Luxury Yacht Calypso

(5 of 1 review)

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 make the boat especially good for families with children.... More

Free Cancellation
Private Tour
Start From $1,770.95
 
Yacht Charter - Luxury Yacht Calypso Likely to Sell Out

Yacht Charter - Luxury Yacht Calypso

  • Sydney
  • Superb1 review5

Calypso is perfect for a day out sailing and relaxing on stunning Sydney Harbour. The high bulwarks ....

    Free Cancellation
    Private Tour
    Start From $1,770.95
 
 

Overnight Harbour Cruise Experience

(5 of 1 review)

This fully hosted and engaging experience begins with a relaxed wine and canapés evening cruise with a chance to climb the mast and includes one night’s accommodation in beautiful Sydney Harbour. The next morning, you will enjo... More

Free Cancellation
Private Tour
Start From $255.78
 
Overnight Harbour Cruise Experience Likely to Sell Out

Overnight Harbour Cruise Experience

  • Sydney
  • Superb1 review5

This fully hosted and engaging experience begins with a relaxed wine and canapés evening cruise wit....

    Free Cancellation
    Private Tour
    Start From $255.78
 
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