North Head loop
Distance: 4km
How long: 1-2 hours depending how long you stop and enjoy
How hard: Easy grade with minimal stairs
How to get there: Drive or take the bus to The Barracks Precinct, North Head Sanctuary, parking in Gun Park Car Park
Why do it: History, views, cafe and bush walking
GROTTO POINT LIGHTHOUSE
Distance: 2.6km from Tania Park or 7km from the parking at Forty Baskets Beach
How long: 1 hour or 2-3hours
How hard: Moderate to hard with mostly bush walking and undulation
How to get there: Park at Tania Park or in the carpark before Forty Baskets Beach
Why do it: History, Aboriginal Rock Engravings, views, bush walk
MIDDLE HEAD LOOP
Distance: 1.3km
How long: 1 hour depending how long you stop and enjoy
How hard: Easy grade with some bush walking
How to get there: Park in the most eastern carpark of Middle Head, near Middle Head Oval
Why do it: History, views, cafe and swim spot at Cobblers Beach
Distance: 4.1km
How long: 2 hours depending how long you stop and enjoy
How hard: Moderate grade with some bush walking
How to get there: Park in the carpark above Burnt Orange Cafe - identified by the gap on the map below
Why do it: History, views, cafes and swim spot at Cobblers Beach
MIDDLE HEAD w/ GEORGES HEAD
CREMORNE POINT
Distance: 3km
How long: 1 hour walking
How hard: As easy as they come. Minimal stairs
How to get there: Park around Hodgson Avenue on Cremorne Point or, get the ferry to Cremorne Point Wharf and start with step 3 in the directions below
Why do it: Views, picnic spots, harbour pool, history
NIELSEN PARK
Distance: 2km
How long: 1 hour depending how long you stop and enjoy
How hard: East grade with some slight hills and stairs
How to get there: Drive to Greycliffe Avenue near Coolong Road
Why do it: History, one of the best Harbour beaches, cafe and views
SOUTH HEAD
Distance: 4km
How long: 1-2 hours depending how long you stop and enjoy
How hard: Easy grade with some stairs
How to get there: Ferry to/from Watsons Bay Wharf
Why do it: History, views, cafe and swim spot
WATSONS BAY TO ROSE BAY
Distance: 7km
How long: 2-3hours
Elevation change: 89m
How hard: Moderate with a few little hill climbs
How to get there: Ferry to Watsons Bay Wharf and ferry back from Rose Bay Wharf
Why do it: Views, beaches and Colonial history
DOVER HEIGHTS
Distance: 4km out and back. 2km each way.
How long: 1-2 hours depending how long you stop and enjoy
How hard: Easy grade - some stairs
How to get there: Bus or drive to Dudley Page Reserve
Why do it: Endless clifftop views and a mid way playground