Morning or Afternoon Highlights Tour in Sydney with a Local Guide

Itinerary
This is a typical itinerary for this product

Pass By: The Rocks, Sydney, New South Wales 2000 Australia

The oldest part of (white) Australia. It is where Captain Arthur Philip started the first penal settlement on 26 January 1788. Now a lively & romantic area with plenty of shops, bars and restaurants.

Stop At: Observatory Hill, Watsons Road Millers Point, Sydney, New South Wales 2000 Australia

The highest point in the inner-city, where in 1858 the Observatory was built to keep the timer and observe the Southern Cross. Now a museum, a cafe and a favourite location for weddings.

Duration: 10 minutes

Stop At: Dawes Point Park, Hickson Road The Rocks, Sydney, New South Wales 2000 Australia

Right by the Sydney Harbour Bridge. From the Ivy Steps we marvel at this beautiful part of the harbour, with views on the bridge and the Sydney Opera House.

Duration: 10 minutes

Stop At: Sydney Harbour Bridge, Sydney, New South Wales 2060 Australia

Opened in 1932, after 9 years of construction. Employed 16,000 people, and therefor called "Sydney's Iron Long". Also known as "The Coat-hanger". With 508 meters wide, for a long time the widest single span bridge. 134 meters high. 8 car lanes, 2 train-tracks, a pedestrian walkway, a cycle path and a ... commercial Bridge climbing operation.

Duration: 10 minutes

Stop At: Mrs Macquarie's Chair, 1D Mrs Macquaries Rd The Rocks Visitors Centre, Sydney, New South Wales 2000 Australia

Spot where Elizabeth Macquarie, Lachlan's second wife, loved to wait for tall shops to come in from England with letters from home, furniture and clothes.

Her husband had a seat carved for her out of the sandstone: Mrs Macquarie's Chair is an attraction, and a good excuse to take in the views over this part of the harbour.

Duration: 15 minutes

Pass By: Fort Denison Island, Sydney Harbour, Sydney, New South Wales 2000 Australia

Former prison island, military fort (during the Crimean War) and a posh restaurant.

Pass By: Woolloomooloo Wharf, 6 Cowper Wharf Rd Woolloomooloo, Sydney, New South Wales 2011 Australia

AKA the Fingerwharf, the largest wooden construction in the world. Once a working waterfront, with a fish-market and a ferry-wharf. Now the home of Hollywood actors, a 5 star hotel and upmarket restaurants.

Stop At: Harry's Cafe de Wheels - Tempe, 886-896 Princes Hwy, Tempe, Sydney, New South Wales 2044 Australia

Not the one in Tempe, but the original one an Woolloomooloo!

Duration: 5 minutes

Pass By: Potts Point Sunday Markets, Macleay Street, Potts Point, Sydney, New South Wales 2011 Australia

Potts Point: an eclectic mix of Victorian, Colonial, Art-Deco and Manhattan-style architecture.

Pass By: Kings Cross, Sydney, New South Wales 2011 Australia

Party-town, (former) red-light district, the Golden Mile, the Coca-Cola sign, Bohemian Sydney of the 30's.

Pass By: Rushcutters Bay Park, New South Head Rd Rushcutters Bay, Sydney, New South Wales 2027 Australia

The Royal Yacht club of Australia - start of the Sydney to Hobart Yacht Race on Boxing Day.

First of as series of wealthy Harbour-side suburbs.

Pass By: Double Bay Farmers Markets, Guilfoyle Park, Bay Street, Sydney, New South Wales Australia

Double Bay, AKA Double Pay. The most expensive shops in Australia include Dior, Cartier, Louis Vuitton. Streets lined with Ferrari's, Bentley's, and all types of German cars.


Pass By: Woollahra Massage, 32 Queen St,, Sydney, New South Wales 2025 Australia

No, we're not having a Thai massage. We're just seeing thje posh suburb of Woollahra. And Point Piper - the most expensive real estate in Australia, where properties cost an average of $12 million.

Stop At: Rose Bay Beach, Rose Bay, New South Wales Australia

The largest bay of the 66 bays of Sydney Harbour.

Location of the first international airport of Sydney. An airport for seaplanes, AKA the Flying Ships.

Duration: 5 minutes

Pass By: Nielsen Park, Greycliffe Avenue, Vaucluse, Sydney, New South Wales 2030 Australia

Part of Sydney Harbour National Park.

Shark Beach!

Stop At: Rose Bay to Watsons Bay Walk, Sydney, New South Wales Australia

A short walk across Parsley Bay to absorbe the atmosphere in this magnificent part of Sydney. Plenty of Rainbow Lorikeets in the Banksia's.

In summer we can spot an Eastern Waterdragon.

Duration: 10 minutes

Pass By: Watsons Bay, Sydney, New South Wales Australia

And its hamlet of wooden cottages on a peninsula, between the Pacific and the harbour.

Stop At: Camp Cove, Sydney, New South Wales Australia

The first bay Capt Philip saw after he had entered Sydney Harbour, and where he first set foot on Australian soil on 21 January 1788 - 5 days before disembarking in Sydney Cove.

Duration: 5 minutes

Stop At: Gap Park, Watsons Bay, Sydney, New South Wales Australia

Walk part of the famous Gap Walk to enjoy views over Sydney Harbour and the Pacific,

In winter and late spring/early summer we can spot Humpbacks and Southern Right whales on their yearly migration to and from the tropics.

Duration: 20 minutes

Stop At: Macquarie Lighthouse, Old South Head Road, Vaucluse, Sydney, New South Wales 2030 Australia

Replica of the first lighthouse built in Australia, to a design of Frances Greenway - the convict-architect who helped Lachlan Macquarie built Sydney.

Duration: 3 minutes

Stop At: Bondi Beach, Queen Elizabeth Drive, Sydney, New South Wales 2026 Australia

Famous Bondi Beach. Birthplace of Australia's Beach Culture, location of first apartment buildings, first milkbar, first professional life saving club, Sydney's first tram terminal...

Starting point of the Bondi to Coogee Walk.

Duration: 30 minutes

Pass By: Tamarama Beach, Bondi, New South Wales 2026 Australia

AKA Glamourama.

Older generations know it also as 'Little Bondi' , where some of them may still remember the trips in a Hot Air Balloons and a visit to one of the many an ill-fated Aquariums and other entertainment venturers that dotted the Sydney beaches at the turn of last century.

Pass By: Bronte Beach, Bronte Road, Bronte, Waverley, New South Wales NSW 2024 Australia

Terminus of the Bondi to Bronte Backpacker Express - the rip that takes you on a free, yet dangerous trip between Sydney's best known beaches.

Pass By: Centennial Park, Oxford St. and Parkes Drive, Sydney, New South Wales 2021 Australia

In English "Centennial Park', Sydney's largest city park. Home of Lachlan Swamp - once source of Sydney's drinking water (the Tank Stream), now the home of thousands of fruitbats hanging in the paperbark ghost-tree forest.

Pass By: Paddington Markets, 395 Oxford St Paddington, Sydney, New South Wales 2021 Australia

Paddington, aka Sydney's Fashion District.

Where Australia's top-designers hold court in beautiful, heritage protected Victorian Terraces.

Pass By: Sydney Gay and Lesbian Mardi Gras, Oxford & Flinders Street, Sydney, New South Wales 2010 Australia

Held every year in Darlinghurst.

Pass By: Aurora Rooftop Hotel, 324 Elizabeth Street, Sydney, New South Wales 2010 Australia

Passing though lively Crown Street.

Pass By: The Haymarket Hotel Syd, 661-663 George St, Sydney, New South Wales 2000 Australia

Located in Sydney's China Town - small but old settlement.

Home of Paddy's Markets!


Pass By: Darling Harbour, Sydney, New South Wales 2000 Australia

Formerly a busy working waterfront, now an entertainment district with national and international attractions, junk food, restaurants & bars, casino's, hotels etceteras.

Pass By: Barangaroo Reserve, Hickson Road, Sydney, New South Wales 2000 Australia

The last chapter of Sydney.