Sydney
Sailing Trips & Tours

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Our most recommended Sydney Sailing Trips & Tours

Sydney Whale Watching Cruise with Breakfast or Lunch

1. Sydney Whale Watching Cruise with Breakfast or Lunch

Make your way to Circular Quay to board your whale-watching vessel. Numbers are restricted on this whale-watching cruise, allowing for ample elbow room in the cabin and on the outside decks of your boat. You have the choice of two options on this cruise which will allow you to enjoy the whales with ultimate comfort and a delicious meal! Every day the cruise with lunch is available and on the weekends whales with brekky is an option! Seeing these giant mammals of the sea has the ability to change your whole view on life. The gracefulness, the peacefulness, the playfulness, the curiosity, the showmanship and the awesome power of a humpback whale is something everyone should witness in their lifetime. Whale watching is an exhilarating adventure - seeing these incredible creatures frolicking and swimming in the ocean is an awe-inspiring treat that you will remember forever! Breaching, tail slaps, spy hopping, fluke dives and peduncle throws are all some of the great moves you may see from the whales on their migrations. The whale population is increasing each year and and this year there are 30,000+ whales expected to migrate past Sydney. Whale watching season runs from May to November. From May to August, the whales are on their Northern migration to Tropical North Queensland and then from mid August to November, they're on their southern migration back to the Antarctic along with their new born calves - the little calves are just gorgeous!

Sydney: Tall Ship Harbour Twilight Dinner Cruise

2. Sydney: Tall Ship Harbour Twilight Dinner Cruise

Step aboard a historic tall ship for a 2-hour twilight sail from Sydney Harbour. You will travel on one of our two tall ships; the Southern Swan, the flagship of the celebrated First Fleet Re-Enactment, or the graceful Søren Larsen, a beautifully maintained Brigantine ship that sailed from Denmark to Greenland, and through the South Pacific to Sydney. You will depart from Campbell’s Cove, and sail past the Opera House, Fort Denison, Garden Island, Luna Park, and the Admiralty House before returning to stunning Sydney Harbour glistening in the twilight. On board, you will enjoy a delicious dinner, splendid views, and an authentic sailing experience. This Tall Ship Cruise gives you the opportunity to get involved. You are welcome to help hoist and set the sails, and even take a turn steering the ship! Or, if you prefer, sit back, relax, let the others do the work and enjoy the scenic views of Australia from the sea. Tall Ship Dinner Cruise Menu Starters • BBQ Chorizo Slices • Spinach and Cheese Triangles Salads • Roast pumpkin, zucchini, mixed bean with sultanas, sunflower seeds & coconut salad • Mixed Leaves Salad • Potato Salad Main Dishes • Mild spiced chicken with mushroom, capsicum, baby spinach & Spanish onion – Gluten Free • Sweet potato, eggplant & tomato with lentils – Vegetarian and Gluten Free Dessert • Chocolate brownies Please note, the menu is subject to change, to ensure fresh produce of premium quality.

Sydney Harbour: Thunder Thrill Ride

3. Sydney Harbour: Thunder Thrill Ride

Tackle one of the best experiences on Sydney Harbour. Experience an exhilarating jet boat ride, reaching speeds of up to 75 kilometers per hour. Take in the iconic sights of Sydney Harbour during the Thunder Trill Ride. Choose a 30 or a 45-minute ride, then buckle up and get ready to get wet. Your skipper will ease you into this thrilling experience by gradually reaching high speeds and performing gentle maneuvers around the harbor. Watch out for the skipper’s signals as the ride is cranked up a gear with high-speed spins and breaks. Select a bundle to enjoy entrance to some of Sydney's top attractions along with your adrenalin-pumping ride.

Sydney: Harbor Cruise with 3-Course Premium Dinner

4. Sydney: Harbor Cruise with 3-Course Premium Dinner

Sydney Harbour is photogenic at any time of day, but as the sun sets and you get that pink glow, it's really spectacular. And once the sun goes down, the city lights shine bright and you can admire the gleaming metropolis reflected in the harbor. Your cruise departs from Darling Harbor just as the sun begins to set, you’ll be treated to some epic views of the skyline and surrounding bays. There’s plenty of room on the expansive top, fore, and aft decks to ensure you get uninterrupted 360-degree views of the iconic attractions as you sail past. As night falls and the city lights begin to sparkle, dinner is served. Enjoy a regionally focused menu, served over three courses. The chefs have created a menu that highlights the multicultural influences that make Sydney cuisine so special, using an array of fresh and flavorful New South Wales ingredients. Dinner is paired with a selection of beers, wines, soft drinks, and tea or coffee. The wine has been hand selected from some of the finest wine regions in New South Wales, so wine lovers are in for a real treat. After dinner you’ll sail past Taronga Zoo and Luna Park before arriving back into Darling Harbor.

Sydney: Sydney Harbour Cruise with Dining & Champagne

5. Sydney: Sydney Harbour Cruise with Dining & Champagne

Cruise around Sydney Harbour and choose from 3 different dining options as you relax in style. Take in picturesque views of the city and the sea with a glass of champagne, wine, or beer in your hand. Make your way down to Circular Quay to board your cruise ship and meet your helpful crew. Take your time to explore and enjoy access to reserved lounge seating on the ocean deck. Admire unforgettable, waterfront views of the Sydney Opera House as you set sail around the harbor, listening to live evening acoustic music on Saturdays, Sundays, and special events. Then settle down at your table to indulge in the meal you've chosen for the cruise. At any time you can add to your dining experience by ordering tapas plates and cocktails from the onboard menu and comprehensive drinks list. See the three dining options below: Beer, wine, and tasting plate:One house beverage of your choice upon arrivalOne tasting plate1.5-hour cruise Cocktail and cheese platter:One cocktail upon arrivalOne house beverage of your choice upon arrival Australian cheese tasting plate for 22-hour cruise Champagne and seafood:One bottle of GH Mumm Grand Cordon Champagne for 2One seafood platter of Australian prawns, oysters, smoked salmon blinis, and calamari to share2-hour cruise

Sydney Harbour: Tall Ship Afternoon Cruise

6. Sydney Harbour: Tall Ship Afternoon Cruise

Hop on a tall ship and discover the sights and sounds of Sydney on a unique historic-meets- modern harbor cruise. Sail past the Opera House and Fort Denison, as well as under Harbour Bridge, as you enjoy a 90-minute sailing experience on board the 1850s style wooden tall ship. Get involved and make the most of this interactive, unique cruise. Try your hand at steering, or help with the sails. If you'd like to heave on a rope, you can. Otherwise, simply sit back, relax, and enjoy the entertainment provided by your friendly crew. You will get to hear some of Sydney’s rich history and tales of Sydney’s only authentic timber tall ships. You will feel like you are being transported back to days gone by, and will be able to say you know what it was like for the sailors of yesteryear. Make sure to bring your camera to capture the best of Sydney Harbour. And expect to be the subject of many a happy snapping tourist, delighted at the sight of your tall ship in Sydney Harbour.

Sydney Harbour: 45-Minute Extreme Adrenaline Rush Ride

7. Sydney Harbour: 45-Minute Extreme Adrenaline Rush Ride

Book one of the best and most extreme experiences on Sydney Harbour. Buckle up and get ready for the jet boat ride of your life and take in views of some of the city’s most iconic sights from the water. On this 45-minute activity, your skipper will ease you into this thrilling experience by increasing to high speeds and performing gentle maneuvers around the harbor. Then get ready and watch for the signs that things are about to get cranked up a bit. Thrill at the incredible high-speed spins and breaks. This adrenalin-pumping jet boat ride isn't for the faint-hearted. Be sure you’re prepared to get wet!

Sydney Harbour: Sunset Catamaran Cruise

8. Sydney Harbour: Sunset Catamaran Cruise

Experience Sydney Harbour in the best way from the water. Board from the Man O'War Steps and enjoy an intimate and relaxed 1-hour cruise that showcases the best of Sydney by dusk.  With a maximum number of 30 passengers, you will enjoy 360° uninterrupted views of one of the most beautiful harbors and cityscapes in the world. With indoor and outdoor areas for viewing the harbor’s beauty, watch as the sun sets and the city reveals its lights.  Enjoy a grazing platter and a non-alcoholic beverage, with the option to bring your own alcoholic beverages onboard. Unwind and relax as you cruise around Sydney Harbour. Bring along the whole family or your friends. Enjoy the company of a friendly and knowledgeable crew.

Sydney Harbour Relaxing High Tea Cruise

9. Sydney Harbour Relaxing High Tea Cruise

Hen parties, baby showers, birthdays, charity events and more are all hosted on this cruise, which is a revival of a great British tradition with a uniquely Australian flavor. Enjoy a relaxing afternoon cruise around Sydney Harbour accompanied by high tea goodies and sparkling wine from Brown Brothers, a classic Australian winery. Admire clear views of iconic landmarks such as Sydney Opera House, Sydney Harbour Bridge, Fort Denison and the city skyline. Sample Menu • Crystal Bay prawns on dill blini crème fraiche • Finger sandwich selections including: cucumber dill and four crème dill fingers, smoked salmon, chive cream cheese & caviar, leg ham and Swiss cheese and chutney • Porcini mushroom, chilli jam and spec pork sausage rolls • Caramelized onion, beetroot and goat cheese baby tartlet • Mini scones with strawberry jam and vanilla cream • Glazed mango and coconut custard tartlets • Chocolate dipped strawberries • Assorted petite fours  Drinks • Sparkling wine • Tea • Coffee

Sydney Harbour: À La Carte Lunch Cruise

10. Sydney Harbour: À La Carte Lunch Cruise

After making your own way to Darling Harbour, step onboard your spacious, fully-equipped cruise boat and set off on the waters of Sydney Harbour.  The welcoming staff will show you to your table, and soon your lunch will be served. Enjoy amazing views of Sydney as you dine on your choice of a 3-course meal. Savor a selection of fresh seafood, meat and vegetarian dishes; drinks are available for purchase from the bar. Your state-of-the-art vessel features several dining areas, large picture windows, an atrium and a 360-degree viewing deck. Upgrade to a guaranteed window seat for unobstructed viewing. Each guest has total freedom to choose their favorite two courses (main course plus entree or dessert) or three courses (entree, main, and dessert). Cruise aboard Sydney’s premier fleet including the spectacular Sydney 2000 and John Cadman 2, both with million-dollar views and expansive cocktail decks.

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What people are saying about Sydney

Overall rating

4.5 / 5

based on 425 reviews

Our dinner cruise was a great night on all counts the boat was spotless the meal and drinks where excellent as where the staff and the views around the harbour just stunning l was even given a run through on the sonar and gps steering etc with the captan just a great experience all round .

Fantastic, we booked on a whim but it was much better than we could have expected. Great views of the city and harbor.

Thrill ride for the whole family well worth the trip enjoyed it immensely

Best experience! Such friendly people and awesome atmosphere! Loved it!

The best customer service, great food! We enjoyed everything