Suggested Cruising Itineraries

With a lifetime spent exploring Sydney Harbour, the team at Luxe Sail have devised a series of suggested cruising itineraries – full day, half day and overnight. 

These visit some of our favorite locations and showcase the diversity and spectacular scenery found in what Captain Cook described as ‘the finest harbour in the world’. As with all suggested itineraries, modifications are always possible (and sometimes required due to weather conditions). You are also welcome to devise your own special itinerary – call us to discuss the options and see what’s possible. 

Half Day Cruises (4 hours)

Middle Harbour Encounter


Grotto Point Light, Dobroyd Head, Manly Cove, Quarantine Station, Middle Head, Balmoral, Castle Rock Beach

City Highlights - 
(Half Day)


City skyline, Opera House, Harbour Bridge, Fort Denison, Athol Bay, Bradleys Head, Middle Head    

Eastern Harbour Encounter


Middle Head, Lady Bay and Camp Cove, Watsons Bay, Nielsen Park, Rose Bay, Shark Island, Georges Head

Eastern Islands of Sydney Harbour


Shark Island, Clark Island, Fort Denison and Garden Island


Full Day Cruises (8 hours)

City Highlights -
(Full Day)


An in depth exploration of Middle Harbour and Manly, the bays of the eastern suburbs, harbour islands, Neutral Bay, Athol Bay, Chowder Bay and Middle Head

West of
the Bridge


Cruise under the Harbour Bridge, Barangaroo, Balmain, Goat Island, Longnose (Birchgrove),  Cockatoo, Snapper and Spectacle Islands, Woolwich Dock, Balls Head and Berry’s Bay    

The Seven Islands of Sydney Harbour


Round all of Sydney’s iconic islands including historic Goat Island, Cockatoo Island, Snapper and Spectacle Islands, plus Fort Denison and the main harbour islands

Middle Harbour
In Depth


Grotto Point Light, Dobroyd Head, Manly Cove, Quarantine Station, Middle Head, Balmoral, Castle Rock Beach, transit The Spit via the bridge opening, Bantry Bay, Sailors Bay and Figtree Cove


Overnight Options

Spend the night on Sydney Harbour on our luxury sailing catamaran. Use any of the itinerary suggestions above to create a fantastic overnight experience. Once your skipper and crew and secure the boat for the night, they depart via dinghy and return in the morning before returning for disembarkation. The catamaran features accommodation for up to six guests. There is one Queen cabin with ensuite, plus two Double cabins with a shared washroom featuring full shower and bathroom amenities. This makes the boat suitable for up to 3x couples or a family group.