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Private Luxury Yacht, Dinner, Bed and Breakfast - For 2

Highlights

  • Two hour sail around Sydney with private skipper
  • Full gourmet dinner and breakfast
  • Unaccompanied overnight stay on a luxury yacht

Enjoy a two hour sail around Sydney with a private skipper, full gourmet dinner and breakfast and an unaccompanied overnight stay on a luxury yacht.

What's included?

  • Overnight luxury yacht stay
  • Two hour sail with professional skipper
  • Full gourmet dinner and breakfast
  • Tea, coffee and bottled water

You and your partner can indulge in a unique & unforgettable evening of lifestyle & leisure on a luxury yacht. Arriving at our Festival Pontoon base at Darling Harbour, you will be greeted by one of our experienced skippers who will show you onboard one of our luxury yachts. Our yachts are fully equipped with multiple cabins, bathrooms, showers and comfortable living quarters both above and below deck. Once you are acquainted with your accommodation, you will set sail on a two hour private guided tour around Sydney Harbour. During the sail, you can either sit back and relax to soak up the sites & sounds of Sydney, or try your hand at sailing; take the helm and learn the ropes as you sail your luxury yacht around the bay.

One of the highlights of this package is the delightful feast curated by CASA Grazing, an esteemed local caterer. You can choose from a comprehensive catering menu, including "Ready to Eat" items like Seafood platters, Tuna Poke bowls & Mediterranean bean salads. You can also choose from a "Hot Menu" which is provided to you in convenient packaging to be heated up using the onboard facilities. The Hot Menu includes items like a "Lamb Shoulder for two" and the Hot Brekkie (eggs, bacon or haloumi, avocado and fresh sourdough). After dinner, settle back to an evening of relaxation and romance. Awake to a breath taking view of Sydney Harbour whilst enjoying breakfast on board. Don't forget to bring that special bottle of wine or champagne to make the evening truly memorable. The skipper will return to take you back to Darling Harbour.

Important information

  • This is an overnight experience including a two hour sail to and from the anchorage
  • 5pm departure from Darling Harbour
  • The skipper will return to the yacht at 9am the following morning to take you back
  • Please advise of any dietary requirements at the time of booking
  • Please note a security bond of $250 applies, authorised via credit card and cleared within seven to 10 working days less any loss, theft or damage
  • The bond can also be paid in cash to be returned the next morning
  • Guests will be responsible for any damage due to inappropriate black soled shoes
  • Change your booking up to 48 hours before the start time of your experience
  • Changes are not permitted within 48 hours of your experience
  • Late arrivals or no shows may result in you forfeiting your experience

This voucher is valid for two people. If you want to bring family members too, this can be arranged at an extra cost for the extra linen and catering.

This experience may be affected by the weather. In the event of adverse wind or sea conditions, we will postpone your experience and reschedule for a later date. Please ensure you provide your mobile number for the experience provider to contact you.

Please wear smart casual attire for dinner and bring an overnight bag, toiletries, additional beverages and entertainment. BYO drinks. Black soled shoes are not permitted onboard.

This experience departs from the Festival Pontoon, in from of the National Maritime Museum at 2 Murray St, Sydney, NSW 2000.

Reviews

4.7
10 reviews
5 stars 7
4 stars 3
3 stars 0
2 stars 0
1 star 0
Recommended

Overnight yacht experience was extraordinary

Rhianna 7 February 2026

Everything about this experience was top class. The yacht was stunning, the cruise around the harbour lovely, the overnight stay was phenomenal and the food was fresh, excellent quality and plentiful. My husband and I had a truly wonderous celebration and I would highly recommend this adventure if you want a top class, romantic, experience where everything is arranged for you and no effort is too much. It's worth every single penny of the cost and I have no doubt I will do it again when I want to celebrate something special.

Customer Experience

Hi Rhianna, We’re delighted to hear your celebration was such a memorable one. It means a great deal to hear it felt truly romantic and effortless and we hope you and your Husband can enjoy another RedBalloon experience soon.

8 February 2026

Recommended

Great experience, very romantic

Stephen 8 January 2024

We loved this, the boat was very comfortable, the captain was experienced and looked after us. Id recommend taking a couple of creature comforts along, like your favorite drinks and snacks, we also took a bluetooth speaker and some bug spay so we could enjoy lounging on deck with our wine a cheese and watch the sunset.

Recommended

Incredible sail across Sydney Harb & amazing food!

Ashley 13 November 2023

The wind was quite high and we had an incredible time sailing all across Sydney Harbour upwind! Our skipper James was amazing - chill and fun!! We then had a very relaxing downwind sail and dropped anchor at a stunning and sheltered spot. The Roast Lamb and Mashed Potato was unreal - definitely pick that option. Super moist with buttery potatoes! Cabins were super clean - you can pay a little more and they make up the other cabins with fresh linen in case you want to invite friends or family!

What an amazing experience

Angela 15 March 2022

I can not recommend this experience enough. Everything from the time of booking right through to being sailed back to shore at the end of it was completely hassle free. Whether you've sailed before or for the first time, you can not help but thoroughly enjoy yourself. The staff at Sydney by Sail are so friendly and down to earth. The food was delicious and more than enough for 2 people. The sailing around the harbour was fantastic and the boat was amazing. Do yourself a favour and book this experience - you won't regret it!

Overall a good experience.

Aaron 17 January 2022

It was a good experience for my wife and me. The weather wasn't as favourable as hoped; however, the skipper found a perfect spot out of the elements to make our stay memorable. I do feel it was overpriced, and the food was a letdown. As a whole, though, good experience and glad we're glad we did it.

Private overnight B &B Yacht Experience

Kym 20 November 2021

Thank you for a wonderful yacht experience in our beautiful Sydney Harbour. The staff were fantastic and even checked on us in the evening when some unexpected wind impacted us once anchored. The food was fantastic and the yacht was more than comfortable. The sailing experience was perfect and the anchored spot was peaceful and quiet. This is a must do! We had a wonderful time thank you.

Unforgettable experience

Carol 24 June 2018

The yacht is maintained well and interior is nicely designed. It has everything you need. The skippers were very friendly and on time as the tour described. Food is more than enough, only would have been good if it's warm, especially in winter time when we took the trip.

Relaxing and Romantic

Sinead 11 October 2015

Great sail to the anchorage spot. Weather made it perfect. Lovely meal, yacht had everything we needed.

Sparkling Sydney

Naomi1 25 February 2013

I have always wanted to do this experience - and my partner had never slept on Sydney Harbor before. I think that every Sydneysider must have at least one night on the harbor so that they understand the true beauty and peace of their harbor town. Our skipper was the perfect host catering for our request to truly sail the Hunter by putting it through it's paces. The food was delicious (though there was plenty of it)... and it is a chance to bring your favorite bottle of bubbles for this is the special occasion you have been waiting to use it for. Waking up on Sydney harbor was wonderful. The boat was new, pristine and everything we needed was on board.

Recommended

null 13 January 2012

We had a wonderful time. The boat was great, the food almost too plentiful, the staff were friendly and the weather was great for sailing!

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