Sydney
Winter Tours

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Our most recommended Sydney Winter Tours

  • Sydney Harbour: Tall Ship Afternoon Cruise

    1. 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...

    The whole experience was such a thrill - we loved the welcome aboard and humour of Jim-boy - he’s a natural to put people at ease ! We had a lovely day for it and saw the best of Sydney from the water ! Me & my grand daughter enjoyed it sooooo much !

  • Sydney Harbour: Tall Ship Lunch Cruise

    2. Sydney Harbour: Tall Ship Lunch Cruise

    Experience the unforgettable thrill of cruising on Sydney Harbour in comfort and style while enjoying a delicious lunch. Set sail and cruise past all of Sydney’s biggest attractions including Sydney Harbour Bridge, the Opera House, Fort Denison, Garden Island, Taronga Zoo, Luna Park, and Admiralty House. You will discover Sydney’s rich history and some of the tales behind its iconic landmarks. Listen to stories of Sydney's only authentic timber tall ships from your host. A short while into the cruise, you will even have the opportunity to get involved and help hoist and set the sails! Watch the wind furl the sails and feel its strength carry the ship across the harbour. Whether you choose to relax and take in your surroundings, or go for a hands-on approach to sailing, this is the cruise for everyone! Relax and enjoy the entertainment provided by the crew, captain, chef, and the barma...

    This was a beautiful way to experience the Sydney Harbour sites. With a lovely friendly crew.

  • Sydney Harbour: Tall Ship Vivid Dinner Cruise

    3. Sydney Harbour: Tall Ship Vivid Dinner Cruise

    Every year, Sydney is transformed into a spectacular canvas of lights when the Vivid Sydney festival takes over the city after dark. Vivid Sydney is the biggest festival of its kind in the Southern Hemisphere. It was even named Best Tourism Event at the Australian Event Awards in 2014. Last year’s Vivid Sydney featured a wild mix of projection mapping and interactive displays wherein the vessels on Sydney Harbour were also decorated with special colored LED lights for the first time. This year, audiences can expect much of the same and more. Join 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. Watch in awe as you are taken on a dramatic journey through time – from the birth of architecture and civilization through to the pinnacle of human an...

    Fantastic crew! Super friendly, nice food & efficient:) The mulled wine was the best lol! Highly recommended

  • Sydney: Sydney Harbour Tall Ship Whale Watching & Sailing

    4. Sydney: Sydney Harbour Tall Ship Whale Watching & Sailing

    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 during this incredible migration to allow people to see the whales up close in their natural environment. The Coral Trekker offers significant advantages for whale watching over motor vessels. The view from the tall ship’s towering crows nest is perfect for finding whales in the distance so that the captain can direct the ship closer. Also, the quiet nature of the ship ensures a low impact on the whales’ environment and the open deck allows great unrestricted viewing for all. Experience the thrill of real tall ship sailing. The freedom of the open sea and the camaraderie with your fellow guests and the crew as you set sail on a tall ship is unforgettable. The ...

Other Sightseeing Options in Sydney

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What people are saying about Sydney

Overall rating

4.5 / 5

based on 90 reviews

A unique opportunity for non sailors and families to get the feel of being “before the mast” when convicts were sailed out to the great southern land. Cheerful crew under a Kindhearted skipper made this a memorable outing while showing the challenges in raising sail and making way.A unique opportunity to steer a tall ship and climb the mast etc .

We had an awesome afternoon sailing today. Crew were all lovely, knowledgeable and did their best to make us comfortable and included in the day. Already planning another day out with family and friends. Special mention to Jim (Jim lad) for all his interesting information and friendly fun nature. And the dancing. Can’t forget the dancing!

The whole experience was such a thrill - we loved the welcome aboard and humour of Jim-boy - he’s a natural to put people at ease ! We had a lovely day for it and saw the best of Sydney from the water ! Me & my grand daughter enjoyed it sooooo much !

Great experience with very knowledgeable guide. Would recommend.

Great staff made the beautiful trip amazing we will be back