Skip to content

Sydney Harbour Sailing Charters

Double Bay, Australia

Check local COVID-19 restrictions before booking

Experience hosted by Benjamin

2.5 hours
Includes transport
Up to 10 people
Hosted in English

What you'll do

Captained charter exploring the stunning Sydney harbour, we will embark/disembark from Rose Bay Wharf and set off to explore the world famous sights of Sydney Harbour. We can drop anchor on one of the secluded harbour beaches and take the portable BBQ ashore for lunch. Charter is self catered and BYO. The intinerary is flexible and can include a little bit of the history of the harbour if you like or just relax and enjoy the day with your mates. Option to try your hand at sailing if you want! We can also go Whale watching if that takes your fancy.
Other things to note
PM me for dates not listed on my calendar, I make myself available and prefer full group bookings for a family day out, hens, bucks, 21st, 30th. If you book the group we go out all day.
Captained charter exploring the stunning Sydney harbour, we will embark/disembark from Rose Bay Wharf and set off to explore the world famous sights of Sydney Harbour. We can drop anchor on one of the secluded harbour beaches and take the portable BBQ ashore for lunch. Charter is self catered and BYO. The intinerary is flexible and can include a little bit of the history of the harbour if you like or just relax and enjoy the day with your mate…

Benjamin's commitment to safety

This host has committed to Airbnb’s COVID-19-related safety and cleaning guidelines – including adhering to social distancing guidelines, practising good hygiene, and ensuring that all participants wear a mask.
Learn more

What's included

  • Transport
    The vessel, required safety equipment, BBQ and eskies to keep drinks cool
From £48
/ person
No dates available

Meet your host, Benjamin

Host on Airbnb since 2016
  • 18 Reviews
  • Identity verified
Hi there!
I'm a 35 year old sailing officiando. Having sailed throughout Australia, Papua New Guinea and Indonesia, I now live in Sydney and I want to share what Sydney Harbour offers with you on my 37' catamaran.

She accommodates up to 15 passengers and features a large internal lounge area, undercover cabin area and plenty of space to relax on the bow nets or sunbake on the roof! She is fitted with a gas BBQ, fridge & esky to keep your food and drinks chilled.
To protect your payment, never transfer money or communicate outside of the Airbnb website or app. Learn more

Where you'll be

Embark/Disembark from Rose Bay Wharf. We will cover the main sites on the harbour with an itinerary tailored to weather conditions and guest preferences.

Rated 4.94 out of 5 from 18 reviews.

Chiara
February 2020
Ben and Claire were amazing hosts - super accommodating, friendly and experts out in the ocean. The boat has everything we needed too! I wouldn't hesitate to recommend this experience and I hope to sail with Ben again before too long :)
Magda
January 2020
Unforgettable experience!! Thanks to Benjamin for made this experience unique for our family including the kids who loved every single moment in the boat!! Highly recommended for kids, adults and elderly people!!
Misha
January 2020
Benjamin was flexible with trying to get us out on the water on a windy evening, as we were flying out the next day! Our family had a lovely trip out for a sunset sail overlooking downtown Sydney. Ben (and Claire!) were such courteous and fun hosts - can’t recommend going out for a sail with them enough.
Benjamin was flexible with trying to get us out on the water on a windy evening, as we were flying out the next day! Our family had a lovely trip out for a sunset sail overlooking…
Elisabeth
November 2019
Benjamin was very aware of weather conditions and helped accommodating a wonderful sailing experience. Sydney harbor is an awesome place to sail and Benjamin tailored it to our desires. Definitely recommend this experience. Great value!
Scarlett
October 2019
Ben was a fantastic and knowledgable host, who provided a memorable trip. I booked this experience for a hen’s party and had no local knowledge of Sydney, and Ben was more than happy to give me advice and was very open to wherever the afternoon took us. We felt safe on board and very welcomed. Would very much recommend for anyone wanting a Sydney Harbour sailing experience with an amazing host. Ben went over and above with thoughtful extras that we weren’t expecting but very much appreciated!
Ben was a fantastic and knowledgable host, who provided a memorable trip. I booked this experience for a hen’s party and had no local knowledge of Sydney, and Ben was more than ha…
Andrea
August 2019
Going out on Sydney Harbour with Benjamin was a highlight of our trip! We arrived in Sydney after an overnight flight and hoped to see the sites and enjoy the harbour in a relaxed environment and schedule. Benjamin was so kind as to open up reservations on a typical day off- just had to ask! He special ordered BEAUTIFUL weather, took us to the Fish market to pick up lunch, and took us out into the open water to try to get a glimpse of a whale. We had such CLOSE viewing to the Sydney Opera House, naval base, bridges, and more! Benjamin is incredibly gracious, FUN, thoughtful and easygoing. HIGHLY recommend!
Going out on Sydney Harbour with Benjamin was a highlight of our trip! We arrived in Sydney after an overnight flight and hoped to see the sites and enjoy the harbour in a relaxe…

Activity advisory

Expert industry partners
Every adventure follows industry guidelines. We partnered with the Adventure Travel Trade Association, expert leaders in adventure travel, to define best practices and standards for safety.
Know your comfort level
Please note that outdoor activities carry risks, and you may be exposed to dangerous situations as part of this experience. Make sure you can participate safely given your abilities and the conditions (such as location, weather, and equipment).

Things to know

Cancellation policy

Any experience can be cancelled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Government ID

You’ll need to take a picture of yourself that matches the photo on your ID. This is so Airbnb can confirm who’s actually going on the experience. You’ll only have to do this once.

Guest requirements

Up to 10 guests ages 18 and up can attend. Parents may also bring children under 2 years of age.

What to bring

BYO: Alcohol, Food & Ice. Recommend: Hat, Sunscreen, towel. Bring cameras for photos!