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.

  • Year round
  • 11 Days / 10 Nights
  • Sydney Harbour to Sydney Harbour
  • 11 days, 10 stops
  • Family & friends
1

Rose Bay Welcome

Rose Bay / Sydney Harbour

Day 1, Rose Bay Welcome
  • 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
  • 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 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
  • 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
  • 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
  • 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
  • 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
  • A night up the Hawkesbury River
8

Nelson Bay Coastal Beauty

Nelson Bay / Port Stephens

Day 8, Nelson Bay Coastal Beauty
  • 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
  • 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
  • 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
  • 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

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.

MISCHIEF

MISCHIEF

Baglietto · 54m · 2006, refit 2024

12 guests | 6 cabins | 14 crew

A$295k – 420k

CHAOS

CHAOS

Sunseeker · 30m · 2010, refit 2024

8 guests | 4 cabins | 4 crew

A$110k

BLUESTONE

BLUESTONE

Gulf Craft · 31m · 2023

10 guests | 5 cabins | 5 crew

$110k

GINGER

GINGER

ILIAD · 19m · 2024

6 guests | 3 cabins | 4 crew

A$55k – 60k

LEGACY

LEGACY

Gulf Craft · 32m · 2017

12 guests | 5 cabins | 6 crew

A$150k

FENG

FENG

Sunreef · 22m · 2013, refit 2023

8 guests | 4 cabins | 4 crew

$45k

ORRAIA

ORRAIA

Horizon · 28m · 2024

10 guests | 5 cabins | 4 crew

A$132k

ENCORE

ENCORE

Horizon · 30m · 2011, refit 2021

8 guests | 4 cabins | 4 crew

A$90k

SHORE THING

SHORE THING

Lloyds Ships Holdings · 35m · 1986, refit 2025

8 guests | 4 cabins | 6 crew

$62k

4A

4A

Sanlorenzo · 39m · 2007, refit 2008

10 guests | 5 cabins | 6 crew

$120k

LUMIR

LUMIR

Heesen · 37m · 2005, refit 2026

10 guests | 4 cabins | 6 crew

A$120k – 144k

LUMIR

LUMIR

Heesen · 37m · 2005, refit 2013

10 guests | 4 cabins | 6 crew

A$140k

Little Perle

Little Perle

30m · 2008, refit 2023

9 guests | 4 cabins

A$88k – 110k

TRUE NORTH

TRUE NORTH

null · 50m · 2005, refit 2020

36 guests | 18 cabins | 22 crew

A$645k

MASTEKA 2

MASTEKA 2

37m · 2009, refit 2021

12 guests | 5 cabins | 6 crew

$99k – 125k

SOLACE

SOLACE

Jeanneau · 12m · 2011

6 guests | 3 cabins | 1 crew

A$15k

MASTEKA 2

MASTEKA 2

MonteFino · 38m · 2009, refit 2022

12 guests | 5 cabins | 6 crew

$125k

PAZIENZA

PAZIENZA

Cantiere delle Marche · 35m · 2024

11 guests | 5 cabins | 5 crew

$150k

S/Y FENG

S/Y FENG

Sunreef Yachts · 22m · 2013, refit 2023

8 guests | 4 cabins | 4 crew

€45k – 60k

LANCE

LANCE

Sanlorenzo · 38m · 2023

10 guests | 5 cabins | 7 crew

A$220k – 250k

ORRAIA

ORRAIA

Horizon · 27m · 2024

10 guests | 5 cabins | 4 crew

A$110k – 132k

PARADISE

PARADISE

Horizon · 35m · 2014

10 guests | 5 cabins | 6 crew

A$210k

TELEOST

TELEOST

Feadship · 49m · 1998, refit 2023

12 guests | 5 cabins | 10 crew

$195k

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.

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