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Vaucluse

Dive into Vaucluse, where stunning ocean views meet lush, leafy parks! Stroll along the cliffside paths, feel the salty breeze, and snap pics of the iconic Hornby Lighthouse. Indulge in gourmet delights at cozy cafés, then relax on charming beaches. With a vibrant, laid-back vibe, Vaucluse is a slice of Sydney’s paradise you won’t want to miss!

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Recommendations

Outdoor4.7/5

Nielsen Park

Nestled in the picturesque Vaucluse, Nielsen Park boasts stunning harbor views, pristine beaches, and lush picnic areas, making it a perfect retreat for nature lovers and families alike.

Landmark4.6/5

Macquarie Lighthouse

Looking to light up your trip in Sydney? Head over to Macquarie Lighthouse, the oldest lighthouse on the Australian mainland. Standing proudly on the stunning Old South Head Road, this Insta-worthy landmark offers unbeatable panoramic views of the ocean. Don't forget to snap a selfie with this iconic piece of Aussie history!

Outdoor4.6/5

Parsley Bay Reserve

Outdoor4.8/5

Hermitage Foreshore track

Winding along stunning cliffs, the Hermitage Foreshore Track offers breathtaking views of Sydney Harbour and magnificent beaches, making it an iconic escape for nature lovers and photographers alike.

Landmark4.5/5

Greycliffe House

Landmark4.5/5

Strickland Estate

Outdoor4.6/5

Milk Beach

Nestled along the Hermit Bay in New South Wales, Milk Beach is a hidden gem for those seeking a tranquil escape. With stunning views of the Sydney skyline and crystal-clear waters perfect for a refreshing swim, this secluded spot is a must-visit for beach lovers looking to unwind in paradise.

Outdoor4.7/5

Diamond Bay Reserve

Landmark4.8/5

Cliff walk

Outdoor4.8/5

Vaucluse Bay

Outdoor4.4/5

Queens Beach

Welcome to Queens Beach in beautiful New South Wales! This hidden gem boasts golden sands, crystal-clear waters perfect for swimming, and stunning views of the Pacific Ocean. Grab a surfboard and ride the waves, or simply relax on the shore with a good book. Don't forget your sunscreen and sense of adventure for a day of fun in the sun!

Landmark4.7/5

Hermit Beach

Outdoor4.3/5

Kutti Beach

Grab your sunscreen and head to Kutti Beach for a slice of paradise in New South Wales, Australia. This hidden gem boasts pristine sands, crystal-clear waters perfect for a swim, and stunning views of the Sydney skyline. It's the ideal spot to unwind, soak up the Aussie sun, and indulge in some refreshing ocean dips.

Outdoor4/5

Gibsons Beach

Landmark4.6/5

Parsley Bay Wharf

Landmark4.4/5

Vaucluse Bowling Club

Landmark4.4/5

South Head Signal Station

Cafe$$$4.7/5

The Trail

Eat$$4/5

The Grumpy Baker

Nestled in the charming neighborhood of Vaucluse, the Grumpy Baker is a delightful haven for those seeking a memorable culinary experience. This whimsical bakery boasts an array of delectable treats and aromatic coffee that will ignite your taste buds. With its warm atmosphere and friendly staff, this hidden gem is the perfect spot to start your day with a smile!

Cafe$$$4.1/5

Belle Cafe

Things To Do
Provided by

5/5

3 h

Kayak to Goat Island in Sydney Harbour with Local

Come enjoy a morning sea kayak adventure on Sydney's beautiful harbour. No engine noise or fumes, just the sound of your paddle in the water and the sea birds squawking above! We'll experience the built environs and get up close and personal with many of the harbour's natural wonders and marine inhabitants. We'll paddle to the center of the harbour where we'll get some photos of you framed by the Harbour Bridge (I'm a professional photographer in my other job so expect good pics - no charge of course!) We'll then land and explore Goat Island (Memel in the local Aboriginal Language) before paddling back via Darling Harbour. Goat Island is closed to the public and landing is by special permit only. Your permit is included as part of the tour. After we're finished your welcome to have a hot shower before treating yourself to a great lunch at the famous Sydney Fish Markets a short walk away.

$90.78

5/5

2 h

Historical True Crime Walking Tour of East Sydney

Discover East Sydney (Darlinghurst), a suburb celebrated for nightlife and the LGBT community but with a hidden, darker past. Once called 'Razorhurst' in the 1920s, it was the battleground of prohibition-era gangs. Journey through alleys that once buzzed with criminals, prostitutes, and drug dealers. Highlights include: Exploring crime scenes, notably the 'Parkland Killer' of the 1920s and the chilling 'Mutilator' murders of the 1960s. Visiting homes of vice queens, Kate Leigh and Tilly Devine. Standing in the shadows of the looming Old Sydney (Darlinghurst) Prison gates to hear about hangmen and inmates. Learning about segregated African American soldiers in WW2 and their cultural impact on Sydney's jazz scene. Admiring Darlinghurst's Victorian and Edwardian architecture. Uncovering the forgotten LGBT history from the 19th century. Compare now and then with photos. Ending at Kinselas Hotel, a former 1930s funeral parlour, for refreshments and architecture secrets.

$31.86

5/5

2 h

Sydney’s Badass Women: Inspiring History Walking Tour

This isn’t your usual Sydney history tour. Uncover Sydney’s hidden women’s history with your passionate and knowledgeable local guide. Step off the beaten path and discover a side of Sydney few ever see. Together we’ll walk from leafy Hyde Park, down Macquarie Street and into The Rocks. We’ll learn about the woman who saved Macquarie Street’s iconic colonial era buildings and witness stunning views of the Sydney Harbour Bridge while learning about the woman who managed the whole project. From there, we’ll head into Sydney’s oldest neighbourhood and learn about the woman who was a founding member of one of Australia’s major banks. We promise you'll leave feeling inspired by Sydney’s remarkable and unexpected women's history, and you might even make a few new friends along the way! - This walking tour is best suited to mobile travellers - The tour runs for two hours - Suitable for first-time and regular visitors to Sydney - Learn about the women that history books overlook

$42.49

5/5

1 h 30 mins

Eastern Sydney Panorama trike tour

Open for tours! We are following the NSW Government health guidelines re: COVID19. You will have a safe and clean tour. We have experienced, NSW Government accredited riders who just love their job. They are knowledgeable and fun. You will feel the breeze on your face and the sun warming your skin. There is not much of an opportunity to feel free these days. Our tours will give you the chance to 'let your hair down'. The adventure of a lifetime! We can provide Harleys instead of a trike if you'd prefer.

$113.29

5/5

Private City Tour: Best of Sydney

This unique journey is personalised to fit your pace and interests, making it more than just a sightseeing trip. Travel in style and comfort in our luxury SUV, which allows us to explore off-the-beaten-path locations along with the city's famous landmarks. As your guide, I bring stories to life, sharing the rich history and culture of Sydney, from The Rocks to the iconic Harbour Bridge. Our tour includes exclusive stops at picturesque locations like Foreshore Hermitage Park and Strickland House, often missed in regular tours. Enjoy the flexibility to tailor your day, from capturing the perfect shot at Parsley Bay to a relaxed lunch at Watsons Bay. Our commitment to providing a comfortable, insightful, and personalised experience makes this tour a memorable journey. Book with us for an unparalleled private exploration of Sydney.

$272.62

5/5

4 h

All-Inclusive Sydney Harbour Cruise inc Private Yacht Club Lunch

A luxury small-group harbour cruise with lunch at an exclusive private yacht club with Sydney to Hobart Yacht Race heritage. With a maximum 8 guests aboard a VIP Sports Cruiser, your route covers multiple Sydney Harbour landmarks from the water. Your experience begins at historic Campbells Cove, Circular Quay, right in the heart of Sydney. After you board the boat, your knowledgeable local skipper will provide commentary as you pass Sydney Harbour Bridge, Opera House, Kirribilli House andFort Denison. After an hour cruising on the water, you will be taken to enjoy a chef prepared lunch and beverage at The Cruising Yacht Club of Australia, a renowned and exclusive private yacht club. You will have a leisurely one and a half hours to dine and enjoy the sunshine before depart and continue the journey, taking in Shark Island, Camp Cove, Point Piper waterfront mansions, and harbour national parks. Penguins, seals and dolphins may even be spotted! Then cruise back to Campbells Cove.

$318.64

5/5

8 h

Sydney City Private Tour

Explore Sydney on a full day 8-hour private tour with a local private guide who will show you the real Sydney. Your tour of the city can be tailored to suit your preferences; see sights such as Sydney Harbour, the Opera House, and Bondi Beach with the option of including personalized experiences like galleries, architecture, museums, central suburbs, cafes, and restaurants. The tour is flexible to ensure you enjoy what interests you in a relaxed and local way as you travel in air-conditioned comfort.

$1,295.00

5/5

2 h

Private Sydney Small-Group Walking Tour: Discover The Rocks

In this private walking tour, we will explore the picturesque historic sites of The Rocks. This area is the birthplace of modern Australia, and any tour of this city should start here. The tour guide will run the tour exclusively for you or your group (up to 10 guests). This is a very intimate experience to make you really enjoy the rich history of the oldest neighbourhood in Australia. We will reveal how Britain created a penal colony on the other side of the world and what the first convicts found when they first arrived. We will explore hidden cobblestone alleyways to unveil the harsh living conditions of this first settlement. We have tons of fun anecdotes to bring this historic district to life. Sydney Harbour is the perfect background for this tour, and we will explore all the secrets behind the two major projects that have put Sydney on the map, the Sydney Harbour Bridge and The Sydney Opera House. The starting time is 18:00. Please get in contact to organize a private tour at a different time (min 6 guests).

$88.51

5/5

Private Catamaran Hire on Sydney Harbour

Providing the perfect vessel for private charters for up to 30 guests to celebrate any occasion or to have a relaxing day out on Sydney Harbour. Gather a group of friends, family or work colleagues and enjoy the benefits of chartering a boat privately and tailoring your time on the water to your preferences. Kirralee is a spacious catamaran that provides an open plan on board. The 10.5 metre Seawind Resort 1050 is an Australian designed and built sailing catamaran. They each have a large internal cabin and cockpit area with easy access to the front bow area. The vessel has a good mix of indoor and outdoor space and allows guests to sit comfortably or move with ease while cruising Sydney Harbour. BYO food and drinks. BBQ facilities are available on board, so food can be cooked fresh by our crew. Menu options are available for an additional fee. Timing of the cruise is flexible pending availability. If an alternate time is preferred contact the team.

$1,221.46

5/5

2 h

Sunrise Paddle Session on Sydney Harbour (single kayak)

Let us take you on a fun, memorable, and iconic Sydney Kayak Experience. Our friendly, trained, and qualified staff, will guide you through the spectacular Sydney Harbour, showing you all the sights there is to see! You'll get to enjoy a safe experience, with maximised fun factor, while we introduce you to kayaking Paddle by the Opera House, the Harbour Bridge or Luna park in the dazzling sunset, sunrise, or by the night city lights! Take in the scene from a different point of view you will never forget. We will make sure you get plenty of photos, and will always feel supported. All age and fitness levels are welcome.

$126.75

5/5

Sydney Harbour - Sailing Hands-On Experience

Ahoy there, sailor! Embark on a sailing cruise and experience the magic of Sydney from the water. You'll be sailing a 24ft keelboat with our professional skippers. Departing from Manly, you'll have the opportunity to help set the sails and steer the boat, or you can simply sit back, relax and take in the views. Cruise past the multi-million dollar waterfront mansions of the rich and famous, discover hidden harbour beaches and revel in uninterrupted views of iconic attractions including the Sydney Opera House* and Harbour Bridge*. Other things to note: Basic swimming skills are recommended but not necessary Important: we will only go ahead if there are two or more participants enrolled for safety reasons. Should there not be enough participants to proceed our team will contact you and offer you an alternative date/time. *The sites seen are weather dependant. It is not possible to sail to Sydney Harbour Bridge and Opera House on the short cruise.

$84.97

5/5

4 h

Sydney Private Half Day Tour: Beaches, History & Icons

Where a wealth of captivating historical tales from its days as a penal colony for English prisoners meets sunny skies, blue seas, and tasteful neighborhoods. Journey with us and unearth the depths of Sydney’s most wonderful attractions. Your Sydney half-day tour offers a comprehensive, yet time efficient, 4-hour immersion into the beauty of Sydney. On your journey through Sydney, you will explore an impressive diversity of sights. From the globally distinguished architectural icons of the Sydney Opera House and Harbour Bridge to the quaint harbour side oasis of Milk Beach. The internationally celebrated Bondi Beach to the serenity of Camp Cove, where the history is as rich as its nature is pure. Our half-day tour of Sydney rejoices all of Sydney’s splendid characteristics.

$371.75

5/5

10 h

Private Blue Mountains and Winery Day-Trip from Sydney

This private guided tour of the Blue Mountains departs from any Sydney location and is the perfect way to see this stunning region at its very best with the unique inclusion of a private vineyard visit in the Megalong Valley. This tour allows you to see the Blue Mountains with your own local private guide in your own vehicle and showcases the best vantage points and views that large tour groups cannot access. See kangaroos in the wild, experience breathtaking views, towering waterfalls, cool climate rain forest and top it off with a visit to a spectacular local winery with tastings included. Refreshments and wifi are included on board to ensure a truly enjoyable day tour.

$1,595.00

5/5

Sydney and Blue Mountains in One Day Truly Private Tour

The Ultimate Combo Tour for Time-Savvy Travellers Pressed for time? This unique private tour is specially designed to combine Sydney's most iconic city highlights with the World Heritage-listed beauty of the Blue Mountains, all in a single, unforgettable day. Experience the breathtaking vistas, spectacular wildlife, and ancient sandstone cliffs of the mountains, then dive into the vibrant history and stunning coastal scenery of Sydney itself. It's the perfect way to see it all.

$636.57

5/5

4 h

Sydney: PRIVATE City Highlights & Ocean Front Luxe Tour (4h)

Discover Sydney’s most iconic sights in effortless style. This half-day private tour blends luxury, culture, and coastal beauty—from the historic laneways of The Rocks to the architectural marvels of the Sydney Opera House and Harbour Bridge, the glamour of the Eastern Suburbs, and the dramatic cliffs of The Gap, gateway to Sydney Harbour. Stroll the golden curve of Bondi Beach, admire the Victorian terrace houses of Paddington, and take in the contemporary charm of the Harbour Shore. Uncover stories of Aboriginal heritage, colonial history, and modern-day vibrancy. Ideal for first-time visitors, cruise guests, or those with a few golden hours before settling into your hotel—this tour offers a relaxed yet enriching start to your Sydney stay.

$357.59

5/5

Explore Sydney on Your Own Private Tour

Perfect for: Families with children Couples and private groups First-time visitors to Sydney Cruise passengers and airport layovers Travellers with limited time Photography and sightseeing enthusiasts Visitors looking for a more relaxed and personalised experience Discover Sydney on a private, personalised city tour with Rocky Road Tours & Travels. Forget the crowds and rigid schedules your day is designed around your interests and pace. See Sydney’s iconic landmarks including the Sydney Opera House, Harbour Bridge, Mrs Macquarie’s Chair, Bondi Beach, The Gap at Watsons Bay, Milsons Point and Darling Harbour, with flexibility to spend more time at the places you enjoy. Our private tours are ideal for families, couples, small groups, cruise passengers, and travellers with limited time. With comfortable private transport and an experienced local guide, you can explore more, take your time, and enjoy Sydney without feeling rushed. Private tour. Your pace. Your Sydney.

$289.61

5/5

2 h 30 mins

Sydney: Sunrise Escape – Middle Harbour Kayaking Experience

Start your day in the most spectacular way possible on our Middle Harbour SUNRISER Sea Kayak Tour—a guided sunrise experience that reveals Sydney at its calmest and most beautiful. Paddling in the protected waters of Middle Harbour, a stunning offshoot of Sydney Harbour, this tour explores a variety of scenic locations depending on the conditions. We launch just before sunrise and glide across glassy water as the sun rises over Sydney Heads, bathing the harbour in golden light. We may paddle toward Grotto Point Lighthouse, slip into the peaceful coves of Chinaman’s Beach or Cobblers Beach, or cruise across to Balmoral. Wildlife sightings are common, and the early morning stillness makes this a truly special experience. We pause at a beautiful shoreline spot to enjoy a hot coffee and a light breakfast, including fresh fruit and juice. We use premium double sea kayaks—lightweight, stable, & smooth—perfect for relaxed touring. We are a proud members of the Tourism NSW Hall of Fame.

$131.00

5/5

8 h

Sydney Full-Day Private Tour: Harbour, Bondi & Coastal Walks

Discover Sydney beyond the postcard on a private eight-hour tour combining its world-famous harbour icons, coastal scenery and character-filled neighbourhoods. Following pickup from your Sydney hotel, Airbnb or cruise terminal, travel in comfort with your own guide and vehicle. See the Opera House up close, walk across the Harbour Bridge and take in classic views from Milsons Point and Mrs Macquarie’s Point. Continue through The Rocks and harbourside suburbs to Manly, North Head, The Gap and Bondi Beach. Short walks along the Hermitage Foreshore Track and the Bondi-to-Tamarama coast bring you closer to secluded coves, native bushland and the Pacific shoreline. With a flexible itinerary, the day can be shaped around your interests and preferred balance of walking, sightseeing and local discovery. Please note: This tour is not suitable for children under eight. NSW law requires approved child restraints for younger children, which are not available on this tour.

$527.53

5/5

3 h

The Top Ten Hidden Harbour Beaches Tour with Jen

G'day I am your local host, Jennifer. We pay our respect to the Gadigal and Bidjigal clans, who have resided on this land on which we live and work for thousands of years before us. This can be booked as a private tour for your group. Join me on a fun filled 3 hour tour, walking, talking and driving through the hidden gems of the area. We hop in and out of the car to get the best views whilst hearing local history & interesting facts. We drive through the luxurious residential areas on the harbour foreshore which is home to some of the most expensive real estate in Sydney. After the tour I can drop you off in Bondi to shop in the eclectic streets that the locals love. Have a swim at famous Bondi Beach. Catch a glimpse of the TV show stars of "Bondi Rescue" if you are lucky. Enjoy lunch at the Icebergs Ocean Pool, and continue on to the scenic coastal walk. Option to return you to the Ferry Wharf where we began. "Live Like a Local with us and go where the buses can't go"

$127.46

5/5

9 h

Sydney Northern Beaches Private Tour | Palm Beach & Ku-ring-gai

Thirty kilometres of coastline stretch north of Sydney Harbour Bridge — ancient sandstone headlands, rock platforms, ocean pools, surf beaches and a national park thousands of years old. Our first stop after driving over the Bridge is Georges Heights - sweeping harbour views most tourists never find, followed by the easy coastal walk from Manly to Shelley Beach, and North Head's panoramic views across the harbour entrance. The coast road runs north to Palm Beach and here we take a 25-minute walk to Barrenjoey Lighthouse, and enjoy majestic views in all directions. A lighthouse tour is included if you book on Sunday. Lunch is served along the way. The afternoon moves into Ku-ring-gai Chase National Park - Aboriginal rock engravings made by the Darramurragal and Garigal people, and the spectacular views from West Head Lookout across Pittwater to Lion Island. Optional variations include Taronga Zoo, a Northern Beaches craft microbrewery, or return ferry trip from Manly to the city.