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Sydney, New South Wales

Sydney Insider: City Sights

4-day tailor-made itinerary from £705 pp


Short description

A short break showcasing the highlights of Sydney – like a local


  • Stay in a trendy inner-suburbs boutique hotel
  • Cruise around Sydney Harbour and past the Sydney Opera House
  • Visit a national parks beach accessible only by water
  • Take a guided bike tour of the city's highlights
  • Enjoy a drink in one of Sydney's oldest pubs


Recommended for:
City | City-break | Short break | Unique & unusual

This short break offers an insider's view of Sydney, pairing a stay at a unique inner suburbs hotel with quirky tours of the city sights. From your base in trendy Chippendale, you'll head out to enjoy a boat cruise around Sydney's landmarks, pausing for lunch at a waterfront hotel and stopping at a national park beach accessible only by boat. You'll also enjoy a classic guided bike tour, with the chance to ride across Sydney Harbour Bridge and drink a local brew at one of the city's oldest pubs. Each evening, return to the comfort of your contemporary hotel, complete with rooftop terrace offering sweeping views over the surrounds.


Day by day itinerary

Day 1

If you're arriving by plane, a private transfer will see you from the airport to your accommodation, a boutique hotel in trendy Chippendale, complete with rooftop pool. Located close to the central station, you'll be perfectly placed to explore all that Sydney has to offer, while the area itself serves up an abundance of eateries, from fashionable cafes to hawker-style street-food trucks.

Stay: The Old Clare Hotel, Sydney (Deluxe)

Day 2
Sydney Lunch Cruise

After breakfast, you'll head out on a half-day Secret Sydney lunch cruise past Sydney’s most iconic landmarks, including the Opera House and Harbour Bridge, as well as the stunning waterfront properties lining the harbour. You'll stop at Watsons Bay for a stroll along the Pacific Ocean cliffs before lunch at the Watsons Bay Hotel on the beach. Next you'll head to a secluded national park beach accessible only by water, with the opportunity to spot penguins and marine animals in the wild. A final stop at the historic Quarantine station and afternoon tea - with lamingtons - at a waterside cafe conclude the tour. This evening, perhaps dine in one of the world-class restaurants in The Rocks at Sydney Harbour, or simply return to your hotel for dinner at a local eatery.

Stay: The Old Clare Hotel, Sydney (Deluxe)

Meals: B L

Day 3
Sydney Classic Bike Tour

Today you'll see Sydney from a new perspective as you hit the pavements on a Bonza Bike tour of the best the city has to offer. Expert guides will see you through parks, along the bustling harbour, and even for a ride across the Harbour Bridge. There's a chance for a drink in one of Sydney's oldest pubs too – a typically Aussie affair. And, if you're visiting friends or family, they can join the tour for free with the bring a local for free campaign. Upgrades to e-bikes are also available to make the ride even smoother. This evening, foodies may wish to add on a gourmet tasting tour around some of Sydney's best restaurants, including Bennelong at the Sydney Opera House and the iconic Gelato Messina – the perfect place for dessert. Return to your hotel for a sunset drink on the roof terrace – perhaps sampling the latest gins from the nostalgic G&T Trolley.

Stay: The Old Clare Hotel, Sydney (Deluxe)

Meals: B

Day 4
Depart Sydney

This morning after breakfast at your hotel, take your private transfer back to the airport to continue your onward journey.

Meals: B



Any element of this extension can be adjusted to suit your needs. Just contact us to find out more.

Accommodation rating: Deluxe

4-day tailor-made itinerary
from £705 pp


Low Season

from £710 pp.

High Season

from £705 pp.

Price includes:

  • 3 nights staying at The Old Clare (Deluxe) hotel including breakfast
  • Return private airport transfers
  • Half day Secret Sydney lunch cruise (Not operating from June-September) & The Sydney Classic Bike tour  
  • Option to add on a luxury private gourmet dining experience with guide from £490pp

Terms & Conditions

Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.

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Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0634 to discuss how we can tailor your holiday.

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