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

Day 1, Rose Bay Welcome

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

Day 2, Sydney Harbour Icons

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

Day 3, Manly Beach Discovery

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

Day 4, Manly to 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

Day 5, Pittwater Oyster Farm & National Park

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

Day 6, Palm Beach & Barrenjoey Lighthouse

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

Day 7, Cottage Point Exploration

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

Day 8, Nelson Bay Coastal Beauty

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

Day 9, Port Stephens Discovery

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

Day 10, Port Stephens Relaxation & 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

Day 11, Return to Sydney

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.

How charter pricing works

Also on this coast

Everything we know about Pittwater: when to go, where the fleet is and the other weeks we have planned.

Open Pittwater

Woven into the week

What the crew arrange along the way

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

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 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

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

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

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.

ORRAIA

ORRAIA

Horizon · 28m · 2024

10 guests | 5 cabins | 4 crew

A$132k

SOLACE

SOLACE

Jeanneau · 12m · 2011

6 guests | 3 cabins | 1 crew

A$15k

LEGACY

LEGACY

Gulf Craft · 32m · 2017

12 guests | 5 cabins | 5 crew

A$150k

ORRAIA

ORRAIA

Horizon · 27m · 2024

10 guests | 5 cabins | 4 crew

A$13k – 132k

MASTEKA 2

MASTEKA 2

37m · 2009, refit 2021

12 guests | 5 cabins | 6 crew

$99k – 125k

4A

4A

Sanlorenzo · 39m · 2007, refit 2008

10 guests | 5 cabins | 6 crew

$120k

MASTEKA 2

MASTEKA 2

MonteFino · 38m · 2009, refit 2022

12 guests | 5 cabins | 6 crew

$125k

RASCAL

RASCAL

Sunseeker · 35m · 2015, refit 2022

10 guests | 5 cabins | 6 crew

A$150k

CHAOS

CHAOS

Sunseeker · 30m · 2010, refit 2026

8 guests | 4 cabins | 4 crew

A$110k

Little Perle

Little Perle

30m · 2008, refit 2023

9 guests | 4 cabins

A$88k – 110k

FENG

FENG

Sunreef · 22m · 2013, refit 2023

8 guests | 4 cabins | 4 crew

$45k

TELEOST

TELEOST

Feadship · 49m · 1998, refit 2023

12 guests | 5 cabins | 10 crew

$195k

PAZIENZA

PAZIENZA

Cantiere delle Marche · 35m · 2024

11 guests | 5 cabins | 5 crew

$150k

TRUE NORTH

TRUE NORTH

null · 50m · 2005, refit 2020

36 guests | 18 cabins | 22 crew

A$645k

ENCORE

ENCORE

Horizon · 30m · 2011, refit 2021

8 guests | 4 cabins | 4 crew

A$90k

IMPULSIVE

IMPULSIVE

Mondomarine · 40m · 2007

12 guests | 5 cabins | 7 crew

A$175k

MISCHIEF

MISCHIEF

Baglietto · 54m · 2006, refit 2024

12 guests | 6 cabins | 14 crew

$295k

PARADISE

PARADISE

Horizon · 35m · 2014

10 guests | 5 cabins | 6 crew

A$210k

LUMIR

LUMIR

Heesen · 37m · 2005, refit 2026

10 guests | 4 cabins | 6 crew

A$120k – 144k

S/Y FENG

S/Y FENG

Sunreef Yachts · 22m · 2013, refit 2023

8 guests | 4 cabins | 4 crew

$45k – 60k

LUMIR

LUMIR

Heesen · 37m · 2005, refit 2013

10 guests | 4 cabins | 6 crew

A$140k

BLUESTONE

BLUESTONE

Gulf Craft · 31m · 2023

10 guests | 5 cabins | 6 crew

A$110k

GINGER

GINGER

ILIAD · 19m · 2024

6 guests | 3 cabins

A$62k

23 yachts in rotation. The order changes with every visit so no boat is always last.

Back to Pittwater

The other weeks we have planned on this coast, and when to go.