Comprehensive 21-Day Sydney Itinerary for an Unforgettable Australian Experience

Day 1: Iconic Sydney Start

Sydney, Australia

8:00AM

Sydney Opera House Tour

Begin your trip with a guided tour of the Sydney Opera House, marvel at its architectural brilliance and learn about its history.
50 AUD, 2h0m

11:00AM

Walk The Rocks Historic District

Explore The Rocks with its cobblestone streets, markets, and historic pubs, giving a glimpse into Sydney’s colonial past.
Free, 2h0m

1:00PM

Lunch at The Glenmore Hotel

Enjoy traditional Australian pub food on the rooftop with spectacular views of the Harbour Bridge.
35 AUD, 1h30m

3:00PM

Royal Botanic Garden Sydney

Stroll through beautiful gardens, enjoy the curated flora and views of the harbour from Mrs Macquarie’s Chair.
Free, 2h0m

6:00PM

Dinner at Bennelong Restaurant

Dine inside the Opera House for modern Australian cuisine with stunning harbour views.
120 AUD, 2h0m

Day 2: Harbour Adventures

Sydney, Australia

9:00AM

Sydney Harbour Bridge Climb

Take the full morning to climb the Sydney Harbour Bridge for panoramic city views and unforgettable photos.
320 AUD, 3h0m

1:00PM

Lunch at Cafe Sydney

Enjoy exquisite cuisine with views of the Opera House at this elegant cafe in the city centre.
75 AUD, 1h30m

3:00PM

Ferry to Manly Beach

Take a scenic ferry ride to Manly, explore the laid-back beachside town and stroll along the Corso.
15 AUD (return ferry), 3h0m

6:00PM

Dinner at Manly Wharf Hotel

Relax with waterside dining offering seafood and Australian fare with views of the harbour.
60 AUD, 2h0m

Day 3: Cultural Immersion Day

Sydney, Australia

10:00AM

Art Gallery of New South Wales

View an extensive collection of Australian and international art in this prominent gallery.
Free, 2h0m

1:00PM

Lunch at The Grounds of Alexandria

Enjoy a charming cafe with fresh seasonal dishes surrounded by gardens and rustic decor.
50 AUD, 1h30m

3:30PM

Australian Museum

Discover Australia’s natural history and indigenous culture in this engaging museum.
20 AUD, 2h0m

7:00PM

Dinner at Quay Restaurant

Experience top-tier dining with breathtaking harbour views and contemporary cuisine.
150 AUD, 2h0m

Day 4: Beach and Coastal Walks

Sydney, Australia

8:30AM

Breakfast at Bondi Wholefoods

Start your day with healthy, organic breakfast options near Bondi Beach.
25 AUD, 1h0m

9:30AM

Bondi to Coogee Coastal Walk

Enjoy the spectacular 6km coastal walk featuring beaches, cliffs, and ocean views.
Free, 3h0m

1:00PM

Lunch at Coogee Pavilion

Relax with oceanfront dining offering fresh seafood and modern Australian cuisine.
50 AUD, 1h30m

3:00PM

Relax at Bronte Beach

Spend a peaceful afternoon swimming and lounging at Bronte Beach, known for its relaxed vibe.
Free, 2h30m

6:00PM

Dinner at Icebergs Dining Room and Bar

End the day with spectacular ocean views and refined dining overlooking Bondi Beach.
120 AUD, 2h0m

Day 5: Nature and Wildlife

Sydney, Australia

9:00AM

Taronga Zoo Sydney

Meet Australian natives and exotic animals while enjoying incredible views of the harbour.
47 AUD, 3h0m

12:30PM

Lunch at Taronga Zoo Cafe

Have a casual lunch surrounded by nature inside the zoo venue.
30 AUD, 1h0m

2:00PM

Visit Sydney Sea Life Aquarium

Explore Australia’s aquatic life with a fascinating walk through underwater tunnels and exhibits.
44 AUD, 2h0m

6:00PM

Dinner at Nick’s Seafood Restaurant

Dine on fresh seafood classics in a welcoming city centre spot.
70 AUD, 2h0m

Day 6: Day Trip to Blue Mountains

Blue Mountains, NSW, Australia

7:30AM

Depart for Blue Mountains

Take a 2-hour drive or join a guided tour to the Blue Mountains, explore dramatic cliffs and waterfalls.
Free (transport extra if self-driven), 2h0m

10:00AM

Echo Point and Three Sisters

Visit the iconic rock formation and stunning lookout for panoramic mountain views.
Free, 1h30m

11:30AM

Scenic World Experience

Enjoy cable car rides, the skyway, and walkways through lush rainforest valleys.
44 AUD, 2h0m

2:00PM

Lunch at Leura Garage

Eat a delicious meal at this popular local spot in the picturesque town of Leura.
45 AUD, 1h30m

4:30PM

Return to Sydney

Travel back to Sydney after a day full of nature and adventure.
Free, 2h0m

Day 7: Historic Sydney and Markets

Sydney, Australia

9:00AM

Breakfast at Reuben Hills

Enjoy specialty coffee and brunch in this hip cafe in Surry Hills.
25 AUD, 1h0m

10:30AM

Museum of Sydney

Delve into Sydney’s history through immersive exhibits and archaeological finds.
15 AUD, 1h30m

12:30PM

Lunch at Sydney Fish Market

Sample fresh seafood on-site or buy produce to picnic by the harbour.
50 AUD, 1h30m

2:00PM

Visit Paddy’s Markets

Shop for souvenirs, local crafts, and fresh produce in this bustling market.
Free, 1h30m

5:00PM

Dinner at Opera Bar

End the day relaxing with drinks and dinner while enjoying the harbour views.
70 AUD, 2h0m

Day 8: Sydney Museum and Gardens

Sydney, Australia

10:00AM

Australian National Maritime Museum

Explore Australia's rich maritime history with interactive exhibits and historic vessels.
30 AUD, 2h0m

12:30PM

Lunch at Waterfront Grill

Eat at this stylish waterfront restaurant focusing on fresh seafood and steaks.
60 AUD, 1h30m

2:30PM

Chinese Garden of Friendship

Visit this tranquil garden in Darling Harbour, featuring traditional design and serene ponds.
10 AUD, 1h0m

4:00PM

Darling Harbour Walk

Leisurely walk around Darling Harbour, enjoying street performers, cafes, and shops.
Free, 2h0m

7:00PM

Dinner at Nick’s Seafood Restaurant

Indulge in seafood with a cosy harbour atmosphere near Darling Harbour.
70 AUD, 2h0m

Day 9: Sydney Coastal Adventures

Sydney, Australia

8:00AM

Breakfast at The Boathouse Shelly Beach

Enjoy breakfast at this beachside cafe with spectacular views over Shelly Beach.
30 AUD, 1h0m

9:30AM

Shelly Beach Snorkelling

Spend the morning snorkelling among rich marine life in this protected cove.
Free (bring your own gear or rent nearby), 2h0m

12:00PM

Lunch at Manly Beach Café

Relax with fresh seafood lunch by the sand at Manly’s beachfront cafes.
50 AUD, 1h30m

2:00PM

Kayak Tour of Sydney Harbour

Take a guided kayak tour to explore Sydney Harbour’s coastline from the water.
90 AUD, 2h0m

6:00PM

Dinner at Cirrus Dining

Dine on fresh seafood with harbour views in a relaxed elegant setting.
100 AUD, 2h0m

Day 10: Sydney Wildlife and Parks

Sydney, Australia

9:30AM

Featherdale Wildlife Park

Meet native Australian animals such as koalas and kangaroos just outside the city.
32 AUD, 3h0m

1:00PM

Lunch at Local Café in Blacktown

Enjoy casual dining in a nearby local cafe offering Australian favourites.
25 AUD, 1h0m

3:00PM

Nurragingy Reserve

Relax in a large bushland reserve with walking trails, picnic areas, and historic gardens.
Free, 2h0m

6:00PM

Dinner at The Grounds of Alexandria

Finish the day at this popular eatery known for its rustic charm and great food.
50 AUD, 2h0m

Day 11: Sydney Markets and Food

Sydney, Australia

8:00AM

Breakfast at Bourke Street Bakery

Start the morning with artisanal pastries and coffee at this iconic bakery.
15 AUD, 1h0m

9:30AM

Paddy’s Market Visit

Browse for souvenirs, fresh produce and local crafts in Sydney’s popular market.
Free, 2h0m

12:00PM

Lunch at Spice Alley

Relish diverse Asian street food dishes at this vibrant food court in Chippendale.
30 AUD, 1h30m

3:00PM

Visit the Sydney Fish Market

Explore one of the largest seafood markets in the Southern Hemisphere and try fresh seafood.
Free (samples and purchases extra), 2h0m

7:00PM

Dinner at Chiswick Restaurant

Dine in a relaxed garden setting with modern Australian cuisine, focusing on local produce.
100 AUD, 2h0m

Day 12: Relaxation and Harbour Views

Sydney, Australia

8:30AM

Breakfast at Bills Surry Hills

Enjoy modern Australian breakfasts, famous for their ricotta hotcakes and scrambled eggs.
30 AUD, 1h0m

10:00AM

Barangaroo Reserve Walk

Discover this stunning waterfront park with Indigenous heritage, public art and harbour views.
Free, 2h0m

12:30PM

Lunch at Smoke BBQ

Savour authentic American-style BBQ in a lively dining space at Barangaroo.
50 AUD, 1h30m

3:00PM

Morning or Afternoon Tea at The Tea Room QVB

Enjoy a classic high tea experience in the majestic Queen Victoria Building.
70 AUD, 1h30m

6:00PM

Dinner at Portside Sydney

Dine on freshly caught seafood and wines with harbour vistas at this modern venue.
90 AUD, 2h0m

Day 13: Sydney Theatre and Events

Sydney, Australia

9:00AM

Breakfast at Three Williams

Start with artisan coffee and creative breakfast dishes in Newtown.
25 AUD, 1h0m

11:00AM

NSW Art Gallery and Contemporary Exhibitions

Visit diverse local and international contemporary art shows in the newly refurbished building.
Free, 2h0m

1:00PM

Lunch at Devon Cafe

Indulge in contemporary brunch fare with an emphasis on innovative ingredients.
40 AUD, 1h30m

3:00PM

Matinee Show at Sydney Theatre Company

Experience a matinee performance by one of Australia’s leading theatre companies.
85 AUD, 2h30m

7:30PM

Dinner at Mr Wong

Enjoy Cantonese cuisine in a stylish two-level setting, perfect for a special night out.
90 AUD, 2h0m

Day 14: Day Trip to Hunter Valley

Hunter Valley, NSW, Australia

7:00AM

Depart for Hunter Valley

Travel 2.5 hours north of Sydney to one of Australia’s premier wine regions for tastings and vineyard tours.
Free (transport not included; tours approx 150 AUD), 2h30m

10:00AM

Wine Tastings at Local Vineyards

Visit award-winning wineries such as Tyrrell’s or Brokenwood for degustation and tours.
Wine tasting fees approx 30 AUD per winery, 3h0m

1:30PM

Lunch at Muse Restaurant

Savour an innovative menu paired with outstanding Hunter Valley wines.
90 AUD, 1h30m

3:30PM

Hunter Valley Gardens

Explore 14 themed gardens and enjoy walking or shopping in the quaint village.
30 AUD, 2h0m

5:30PM

Return to Sydney

Drive or take the bus back after a day of wine, food and nature.
Free, 2h30m

Day 15: Urban Exploration and Shopping

Sydney, Australia

9:00AM

Breakfast at Kawa Japanese Café

Enjoy Japanese-style breakfast including matcha and bento boxes in Surry Hills.
25 AUD, 1h0m

10:30AM

Shopping at Pitt Street Mall

Shop iconic Australian and international brands in Sydney’s bustling shopping district.
Free, 3h0m

1:30PM

Lunch at Din Tai Fung

Sample world-renowned xiao long bao at this casual but quality Taiwanese eatery.
40 AUD, 1h30m

3:30PM

Visit Museum of Contemporary Art Australia (MCA)

Delve into modern Australian and Indigenous contemporary art by the harbour.
Free, 2h0m

6:30PM

Dinner at Automata

Experience a 10-course tasting menu showcasing innovative Australian cuisine in Chippendale.
180 AUD, 3h0m

Day 16: Beach Day and Markets

Sydney, Australia

8:00AM

Breakfast at Trio Cafe

Start the day with creative breakfast dishes and great coffee near Bondi Beach.
25 AUD, 1h0m

9:00AM

Bondi Farmers Market

Shop fresh local produce, artisanal foods and crafts at the popular Saturday market.
Free, 2h0m

11:30AM

Beach time at Bondi

Relax, swim, or sunbathe at one of Sydney’s most famous beaches.
Free, 3h0m

3:00PM

Afternoon Tea at Icebergs Terrace

Enjoy refreshments with a view over Bondi Beach and the ocean beyond.
35 AUD, 1h0m

6:00PM

Dinner at The Newport

Dine by the water at this stylish venue in Northern Beaches known for seafood and cocktails.
80 AUD, 2h0m

Day 17: Historic and Scenic Sights

Sydney, Australia

9:00AM

Breakfast at Paramount Coffee Project

Savour specialty coffee and creative breakfast plates in Surry Hills.
25 AUD, 1h0m

10:30AM

Visit Elizabeth Bay House

Tour this 1830s historic mansion offering stunning views and guided history tours.
15 AUD, 1h30m

12:30PM

Lunch at Kingsleys Australian Steakhouse

Taste premium Australian steaks in Woolloomooloo near the water.
65 AUD, 1h30m

2:00PM

Mrs Macquarie’s Chair and Garden Walk

Walk historic paths offering iconic views of the Opera House and Harbour Bridge.
Free, 2h0m

6:00PM

Dinner at The Butler

Enjoy modern Australian dining with views over the city and harbour in a stylish venue.
85 AUD, 2h0m

Day 18: Art and Theatre Day

Sydney, Australia

9:00AM

Breakfast at Ground Support

Start your day with coffee and healthy breakfast options in Alexandria.
25 AUD, 1h0m

10:30AM

White Rabbit Gallery

Explore contemporary Chinese art in this renowned private gallery in Chippendale.
Free, 1h30m

12:30PM

Lunch at Bowery to Williamsburg

Enjoy New York-inspired cuisine in Surry Hills in a laid-back setting.
45 AUD, 1h30m

3:00PM

Matinee at Sydney Opera House or Sydney Theatre Company

Catch an afternoon performance showcasing local or international productions.
Variable 60-100 AUD, 2h30m

7:30PM

Dinner at Ester Restaurant

Savour a renowned small-plates menu with creative Australian flavours in an intimate space.
90 AUD, 2h0m

Day 19: Royal National Park and Beaches

Sydney, Australia

8:00AM

Breakfast at a local café near Royal National Park

Fuel up before a day of nature exploring in one of the oldest national parks.
25 AUD, 1h0m

9:30AM

Royal National Park Hiking

Hike popular trails like the Coast Track, enjoying rainforests, cliffs and secluded beaches.
Free, 4h0m

1:30PM

Picnic Lunch at Wattamolla Beach

Have a beachside picnic in a picturesque lagoon area within the park.
Purchase picnic supplies prior, 1h0m

3:00PM

Explore Garie Beach

Relax or swim at this lesser frequented beach with natural beauty.
Free, 2h0m

6:30PM

Return and Dinner at Catalina Restaurant

Treat yourself to a waterfront dinner specializing in seafood back in Rose Bay near Sydney.
110 AUD, 2h0m

Day 20: Sydney Hidden Gems

Sydney, Australia

9:00AM

Breakfast at The Paramount Coffee Project

Enjoy innovative breakfast options and top-tier coffee in this popular café.
25 AUD, 1h0m

10:30AM

Wendy's Secret Garden

Visit a secret, lush garden with harbour views in Lavender Bay, a tranquil oasis in the city.
Free, 1h30m

12:00PM

Lunch at Quincy’s Hotel

Relax with a casual lunch offering modern Australian dishes in a laid-back setting.
50 AUD, 1h30m

2:00PM

Visit Cockatoo Island

Explore this UNESCO World Heritage site with historic buildings, art installations and harbour views.
Ferry cost approx 15 AUD, 3h0m

6:30PM

Dinner at Ormeggio at The Spit

Enjoy exquisite Italian seafood with waterfront harbour views in a striking modern venue.
150 AUD, 2h0m

Day 21: Farewell Sydney Day

Sydney, Australia

9:00AM

Breakfast at Paramount Coffee Project

Begin the day with excellent coffee and your favourite breakfast to reflect on your trip.
25 AUD, 1h0m

10:30AM

Brunch or Shopping at Queen Victoria Building (QVB)

Spend your final hours shopping for souvenirs or enjoying brunch under the beautiful dome.
Varies, 2h0m

1:00PM

Visit Hyde Park and St Mary’s Cathedral

Take a peaceful walk around Sydney’s oldest park and admire the impressive cathedral architecture.
Free, 1h30m

3:00PM

Relax at your hotel or pack

Rest and prepare for departure, enjoy hotel amenities or a last walk by the harbour.
Free, 2h0m

6:00PM

Farewell Dinner at Bennelong Restaurant

Celebrate your memorable Sydney visit with a final sumptuous meal at this iconic location.
140 AUD, 2h0m