Itinerary · 10 nights · Sydney Harbour to Sydney Harbour
Rose Bay to Sydney: Extended Coastal Discovery
The long version: Harbour, Hawkesbury River and every beach in between.
Planned by the Ahoy Club charter team and reshaped for every yacht and every group we send here.
Best months
Year round
How long
11 Days / 10 Nights
Start and finish
Sydney Harbour to Sydney Harbour
The pace
11 days, 10 stops
Suits
Family & friends
1
Rose Bay Welcome
Rose Bay / Sydney Harbour
Welcome to Rose Bay, the ultimate waterside hotspot and the start of your unforgettable journey. Upon arrival, embark on your private yacht in this picturesque location where golden beaches, hilltop mansions, and yachts create a scene of coastal luxury.
Begin with a welcome reception and yacht orientation, then cruise leisurely through Sydney Harbour. Explore hidden coves such as Athol Bay, Camp Cove, or Parsley Bay. Enjoy the natural playground of water sports—paddleboarding, kayaking, or simply swimming from the yacht's swim platform. As the sun sets, enjoy sundowners on deck with the city skyline as your backdrop, followed by a welcome dinner prepared by your private chef.
Welcome reception and yacht orientation in picturesque Rose Bay
Explore Sydney Harbour's iconic landmarks and hidden coves
Stand-up paddleboarding and kayaking in crystal-clear waters
Sundowners with harbour views
Welcome dinner on board
2
Sydney Harbour Icons
Sydney Harbour
Awaken to another glorious day in Sydney Harbour. This morning, embark on an exhilarating seaplane flight, soaring above the city's most iconic landmarks for sweeping aerial views of the Opera House, Harbour Bridge, and pristine coastline. This unforgettable perspective reveals the sheer scale and beauty of the harbour in a way only possible from the sky.
Upon return, discover secluded beaches accessible only by water—Milk Beach, Kutti Beach, and Shark Island—each offering unique charm. Spend the afternoon paddleboarding, kayaking, or enjoying the yacht's water toys from the swim platform. Cruise past the Bondi Beach cliffs and explore the outer reaches of the harbour before sunset cocktails on deck.
Scenic seaplane flight over Sydney's iconic landmarks
Discover secluded beaches: Milk Beach, Kutti Beach, Shark Island
Paddleboarding and kayaking through pristine bays
Explore the Bondi coastal walk from the water
Gourmet lunch on deck with harbour views
3
Manly Beach Discovery
Manly
Cruise north towards Manly, the most-visited of Sydney's Northern Beaches. Situated at the start of a white sandy strip that lines the coast all the way to Palm Beach, Manly is both an aquatic nature reserve and a bustling shopping and entertainment hub.
Navigate the famous Spit Bridge to Manly walk, where dramatic harbour views unfold before you. After counting your step count for the day, cool off with a swim at Shelly Beach—a cosy bay around from Manly that sees an abundance of marine life. Explore the vibrant town centre with its fine dining institutions, casual beachside cafes, and boutique shopping. This evening, indulge in a spectacular dinner at one of Manly's waterfront restaurants or enjoy a meal prepared on board as you watch the sunset over the ocean.
Cruise to the iconic Spit Bridge and scenic walk
Swim at pristine Shelly Beach with abundant marine life
Explore Manly's vibrant beach town and shops
Paddleboarding and water sports
Dinner at a waterfront restaurant or on board
4
Manly to Pittwater
Manly / Pittwater
After a leisurely breakfast on deck, continue your northward journey towards Pittwater. Cruise past North Head's dramatic sandstone cliffs and golden shores, passing through Sydney Heads to reach this serene sanctuary embraced by Ku-ring-gai Chase National Park.
Often described as the city's hidden paradise, Pittwater offers a striking contrast of calm, protected waterways, golden headlands, and native forest. Anchor in peaceful Refuge Bay or one of Pittwater's tranquil anchorages. Spend the afternoon exploring at your own pace—swim in pristine waters, kayak through hidden coves, or simply relax on deck with a book. As evening approaches, enjoy cocktails on deck as the sun sets behind the headlands, followed by dinner under the stars.
Scenic cruise past North Head's dramatic cliffs
Enter Pittwater through Sydney Heads
Anchor in protected, pristine waters
Kayaking and paddleboarding in hidden coves
Swimming in crystal-clear water
Sunset cocktails and starlit dinner
5
Pittwater Oyster Farm & National Park
Pittwater
A day devoted to experiencing Pittwater's unique natural beauty and culinary heritage. Begin with a private tour of a working oyster farm, where expert local farmers share the art of growing, harvesting, and grading Sydney Rock Oysters. Participate in a hands-on shucking demonstration and taste freshly harvested oysters straight from the water—a true farm-to-table experience.
After your aquatic adventure, explore Pittwater further with paddleboarding through secluded bays or hiking through Ku-ring-gai Chase National Park. The national park offers seemingly never-ending hiking tracks with mesmerising landscape views, opportunities to spot native wildlife, and historic Aboriginal and European sites throughout the area. Return to the yacht for a rejuvenating swim and afternoon relaxation.
Guided tour of working oyster farm
Hands-on oyster shucking demonstration and tasting
Paddleboarding and kayaking in protected waters
Hiking through Ku-ring-gai Chase National Park
Panoramic views and native wildlife spotting
Spa treatments and relaxation on board
6
Palm Beach & Barrenjoey Lighthouse
Palm Beach
Continue your northward cruise to Palm Beach, Sydney's chic coastal destination renowned for its golden sands and effortless elegance. Encircled by ocean on one side and calm waterways on the other, Palm Beach offers endless opportunities for leisure and adventure.
Tender ashore for a guided hike to the iconic Barrenjoey Lighthouse, perched atop a dramatic headland offering sweeping 360-degree views over Broken Bay, the Pacific Ocean, and on clear days, even the Blue Mountains. After your hike, enjoy a leisurely lunch at one of Palm Beach's upscale restaurants or return to the yacht for a gourmet meal. Spend the afternoon swimming, paddleboarding, or simply soaking in the coastal tranquillity. End your day with sunset cocktails on deck.
Scenic cruise to Palm Beach's golden shores
Guided hike to iconic Barrenjoey Lighthouse
360-degree panoramic views over Broken Bay and Pacific
Lunch at a beachside restaurant
Afternoon leisure and water activities
Sunset from deck with champagne
7
Cottage Point Exploration
Cottage Point
Cruise north to Cottage Point, an isolated outpost idyllically located in the middle of beautiful waterside bushland—the smallest locality in Sydney and a heritage conservation area supporting diverse native flora and fauna. Anchor at the quaint marina and explore this hidden gem.
This premier yacht anchorage offers stunning natural beauty, and you can enjoy a day of hiking or biking through Ku-ring-gai Chase National Park trails. After building up an appetite with outdoor adventures, enjoy a leisurely lunch at the renowned Cottage Point Inn, one of Australia's most celebrated waterfront dining destinations, accessible only by boat or seaplane. Return to the yacht for afternoon relaxation and explore the marina's quiet charm.
Anchor in pristine Cottage Point marina
Hiking and biking through national park trails
Lunch at the iconic Cottage Point Inn
Swimming and paddleboarding in calm waters
Explore heritage sites and historic locations
Peaceful evening in isolation
8
Nelson Bay Coastal Beauty
Nelson Bay / Port Stephens
As you journey further north away from the Sydney CBD, you'll reach Nelson Bay, a small township offering calm waters perfect for anchoring. Within the sheltered arms of this beautiful bay, Nelson Bay presents a picturesque destination for those seeking relaxation and outdoor adventure.
Spend the day cruising through the azure waters while keeping an eye out for dolphins, turtles, and manta rays. Pack your snorkel and goggles to stop by Little Beach Reserve for an afternoon up close and personal with the marine life. The town offers a thriving restaurant and nightlife scene with plenty of options for visitors of all tastes and budgets. This evening, enjoy a spectacular beachside dinner as the sun sets over the water.
Cruise to serene Nelson Bay anchorage
Dolphin, turtle, and manta ray spotting
Snorkelling at Little Beach Reserve
Exploration of marine life
Dinner at a local beachfront restaurant
Vibrant evening entertainment and nightlife
9
Port Stephens Discovery
Port Stephens
Continue north to Port Stephens, a stunning natural harbour located 160 kilometres north of Sydney. Known for its crystal-clear waters, white sandy beaches, and diverse marine life, Port Stephens is a popular destination for tourists seeking outdoor adventure and relaxation.
Explore this magnificent harbour by cruising through its multiple bays and coves. Go swimming, snorkelling, kayaking, or paddleboarding. During migration seasons, you may witness whales passing through the bay. Several national parks in the region provide access to beautiful bushwalks and vantage points offering panoramic coastal views. For those seeking cultural experiences, Port Stephens is home to charming towns and villages offering a range of dining, shopping, and entertainment options.
Explore the stunning natural harbour of Port Stephens
Swimming and snorkelling in pristine waters
Kayaking and paddleboarding among multiple bays
Whale spotting during migration seasons
Bushwalking with panoramic views
Exploration of charming coastal villages
10
Port Stephens Relaxation & Shoal Bay
Port Stephens / Shoal Bay
Your penultimate day is devoted to leisurely exploration and relaxation. Before starting your return journey towards Sydney, spend time exploring Port Stephens further or anchor in one of the picturesque coves for a final day of swimming and water activities.
Head ashore to Shoal Bay Country Club, a glamorous destination where you can sip an aperol spritz and feast on woodfired pizzas while watching the world go by. This is the place to be if you want sophisticated relaxation with an unbeatable coastal backdrop. Alternatively, explore the town further, browse local boutiques, or book spa treatments on board. This evening, enjoy a farewell dinner at your choice of Port Stephens' renowned restaurants or a private dinner on board.
Final exploration of Port Stephens' pristine waters
Swimming and paddleboarding in secluded coves
Visit to glamorous Shoal Bay Country Club
Woodfired pizza and aperol spritzes with views
Spa treatments and relaxation
Gourmet farewell dinner
11
Return to Sydney
Sydney Harbour
Your final day brings you back towards Sydney along the scenic Northern Beaches coastline. Cruise south, stopping at one of your favourite anchorages for a farewell swim or water activities. Enjoy a leisurely breakfast on deck as the yacht prepares for the final journey home.
Watch as the city's iconic skyline reappears in the distance—a poignant reminder of where your journey began. As you cruise beneath the Harbour Bridge and past the Opera House one final time, savour the memories of ten nights exploring Australia's most captivating waters. Disembark with a sense of tranquillity and the knowledge that you've experienced Sydney at its finest: effortless, elegant, and entirely yours.
Scenic cruise along the Northern Beaches coastline
Final swim or water activities
Leisurely farewell breakfast on deck
Iconic views of Sydney Harbour landmarks
Return beneath the Harbour Bridge and past the Opera House
Disembarkation with unforgettable memories
The idea of the week
Surrounded by hundreds of kilometres of pristine shoreline, national parks, and historic sites, the sparkling waters of Sydney Harbour are synonymous with Australia's most famous city. This extended 10-night charter is a comprehensive voyage through the best of Australia's coastline, beginning in iconic Sydney and venturing north through the Northern Beaches to Pittwater's serene sanctuary, before pushing further north to the hidden treasures of Nelson Bay and Port Stephens.
From the moment you step aboard in the shadow of the Opera House and Harbour Bridge, experience a perfect blend of cosmopolitan sophistication and untouched natural beauty. Cruise beneath the Harbour Bridge, explore hidden beaches accessible only by water, discover working oyster farms, hike through national parkland, and anchor in pristine bays where the only sounds are those of native wildlife and gentle waves.
This is Sydney at its finest: effortless, elegant, and entirely yours.
Extended Coastal Journey
Australian Coastline
Pristine Beaches
Northern Beaches
National Parks
Luxury Yacht Charter
Water Sports
Marine Wildlife
Coastal Adventure
Premium Experience
What the week costs
The yacht's published weekly rate, plus an Advance Provisioning Allowance, customarily 30 percent, for fuel, food, drink and berths, plus local VAT where it applies. Every listing shows its rate.
The parts of the week that need a phone call before you arrive: tables, guides, instructors and the toys on deck.
Private Oyster Farming Experience
Discover the art of oyster farming on the pristine waters of Pittwater. Learn how Sydney Rock Oysters are grown, harvested, and graded while enjoying fresh oysters straight from the water.
Guided tour of working oyster leases
Insight into farming and harvesting methods
Hands-on oyster shucking demonstration
Fresh oyster tasting
Commentary from expert local farmers
Sustainability insights
Guided Lighthouse Hike
Guided hike to the iconic Barrenjoey Lighthouse perched atop Palm Beach's dramatic headland, offering sweeping 360-degree views.
Guided walking tour to lighthouse summit
Panoramic views over multiple bays and coastline
Historical commentary on the lighthouse
Photography opportunities
Return to yacht by tender
Seaplane Scenic Flight
Soar above Sydney Harbour and the Northern Beaches, experiencing iconic landmarks from a unique aerial perspective.
Scenic seaplane charter over Sydney
Aerial views of Opera House and Harbour Bridge
Northern Beaches coastal photography
Professional pilot commentary
Return to yacht landing pad
Scenic Helicopter Tour
Soar above Pittwater, Port Stephens, and the dramatic Northern Beaches coastline from a unique aerial perspective.
Private helicopter charter
90-minute scenic flight
Views of Barrenjoey Headland and beyond
Port Stephens and Nelson Bay aerial views
Northern Beaches aerial photography
Professional pilot commentary
Return to yacht landing pad
Private Chef & Culinary Experience
Elevate your yacht experience with a personal chef preparing bespoke menus featuring fresh local produce and gourmet cuisine.
Private chef services throughout charter
Customised menus with fresh local ingredients
Wine pairing selections
Breakfast, lunch, and dinner prepared on board
Special dietary accommodations
Yachts
Yachts available in Pittwater right now
Live from our charter list, in a different order every visit so you see the range. Every rate is the real weekly figure from the listing.