Sydney Harbour Sip and Sail Twilight Cruise

Duration: 2 hours
Destination: Australia, New South Wales, Sydney

Check Availability

  • 2 hours
  • Sydney
  • E-Voucher
  • Lowest Price
  • Non-Cancellable


Set sail aboard a beautiful 58 foot sailing yacht for a memorable sunset cruise on Sydney Harbour.  Enjoy some local organic wines accompanied by a a gourmet cheese platter while you sail past the Sydney Opera House and under the Sydney Harbour Bridge and soak up views of the sun setting over the city.


  • Romantic experience, perfect for couples
  • Free drinks included
  • Perfect for all ages and skill level
  • Small-group tour
  • Travel by boat and see the sights from the water
  • Informative, friendly and professional guide

• Board Pilgrim at Rose Bay at 5.45pm sharp
• Enjoy a selection of Tamburlaine Organic Wines (no red wines), beer or soft drinks accompanied by a delicious cheese platter
• Pull out sail and enjoy the peace (wind permitting)
• Sail past the Sydney Opera House and under the Sydney Harbour Bridge
• Other sights can be included on request (time permitting)
• Watch the lights come up and the sun go down over the city
• Return to Rose Bay at approximately 7.45pm

Your sunset sail begins at Rose Bay, Sydney where your hosts for the evening Clare and Paul will welcome you aboard a beautiful 58 foot sailing yacht, Pilgrim.

After a full briefing to ensure all guests feel comfortable and safe you will head out into the Harbour and pull up sails. 

Pilgrim is the perfect yacht for a sunset cruise. She's stable and very comfortable with a large foredeck and two cockpits - so plenty of seating and space for you to spread out and relax.

The number of guests is kept to a minimum to ensure a very personal service to you - whether you want to learn about sailing, have a go a helming the boat or just sit back and relax.

On board there is selection of Tamburlaine Organic Wines (note: no red wine) for guests to enjoy. Alternatively if you’re a non-wine drinker, beer and soft drinks are available too.

There is also a selection of delicious cheeses and accompaniments to enjoy with your drinks as you relax and enjoy views of the Sydney Opera House, Sydney Harbour Bridge & other Sydney highlights.

Enjoy the peace as Pilgrim glides around the harbor while you watch the sun set over the city on the way back to Rose Bay.


  • GST (Goods and Services Tax)
  • Beverages - selection of Tamburlaine Organic Wines, premium beers and soft drinks
  • Light refreshments - cheese platter

  • Hotel pickup and drop-off
  • Confirmation will be received at time of booking
  • Children must be accompanied by an adult
  • Operates in most weather conditions, please dress appropriately
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
Departure Point

Rose Bay Public Wharf, Rose Bay

Departure Time

5:30 PM

Return Details

Returns to original departure point at approximately 7.45pm

Voucher info

You can present either a paper or an electronic voucher for this activity.


2 hours

Package is not cancellable.

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