Set sail on a remarkable nine-night sailing expedition from Picton to Auckland, New Zealand’s iconic City of Sails. Covering 600 nautical miles, this journey combines offshore adventure, coastal beauty, and hands-on seamanship. It is perfect for those looking to build sailing experience or simply embrace life at sea.
Departing the sheltered waters of Queen Charlotte Sound, we cross the legendary Cook Strait and head north along the dramatic east coast of the North Island. Expect a variety of sailing conditions, from relaxed downwind stretches to invigorating offshore breezes. Along the way, spot dolphins, seabirds, and seasonal whales as we pass remote headlands and sweeping shores.
Life aboard follows the rhythm of the sea. Days are structured around watch rotations, helming, trimming sails, and navigating. Each moment brings something unique, from sunrise horizons and shared cockpit meals to night watches under a canopy of stars. The experience fosters camaraderie and a strong sense of purpose.
Sailing into Auckland’s Waitematā Harbour, framed by volcanic peaks and the city skyline, is a fitting end to a rewarding passage. Whether you are chasing sea miles or seeking a unique coastal voyage, this expedition is an unforgettable way to experience the spirit of New Zealand under sail.
Begin in the tranquil bays of Queen Charlotte Sound
Set sail from Picton through the lush inlets and native bush of Queen Charlotte Sound, a peaceful start to your offshore adventure.
Navigate the legendary Cook Strait
Experience one of New Zealand’s most iconic stretches of water, known for its strong currents, rugged coastlines, and thrilling bluewater sailing.
Stop in Napier’s art deco gem on Hawke’s Bay
Drop anchor near this sunny, culture-rich coastal city. Explore its famous Art Deco architecture, stroll Marine Parade, or visit nearby vineyards with views of Cape Kidnappers.
Sail past East Cape and into the Coromandel region
As you curve around the North Island’s dramatic eastern coastline, enjoy ever-changing seascapes, seabird sightings, and expansive horizons.
Explore Whitianga and the Coromandel Peninsula
A favourite for sailors, Whitianga offers a sheltered harbour, local cafés, and easy access to iconic sights like Cathedral Cove and Hot Water Beach.
Relax at Great Mercury Island / Ahuahu
Soak in the natural beauty of this remote paradise of crystal clear bays, white sand beaches, and snorkelling in turquoise waters make it a highlight of the voyage.
Arrive in Auckland’s Waitematā Harbour
Sail beneath the Harbour Bridge into the heart of New Zealand’s City of Sails, capping off your journey with a spectacular skyline and sense of accomplishment.
Picton Marina
Nestled at the head of Queen Charlotte Sound, Picton Marina is a gateway to the Marlborough Sounds.
Enjoy nearby cafés, scenic harbourfront walks, and direct access to sheltered coves, marine life, and the renowned Queen Charlotte Track.
Napier
This vibrant coastal city blends Art Deco charm with Hawke’s Bay’s wine and food culture.
Stroll along the Marine Parade, visit local vineyards, or explore the National Aquarium and waterfront cycle trails.
Whitianga
A walkable harbour town offering safe anchorage, a historic ferry crossing, and access to The Lost Spring geothermal spa.
An ideal base for visiting Cathedral Cove and Hot Water Beach by tender or road.
Great Mercury Island / Ahuahu
Privately owned and pristine, this island features white-sand beaches, clear anchorages, and scenic walking trails.
Rich in Māori history, with pā sites, terraces, and obsidian artefacts scattered across the landscape.
Gulf Harbour Marina
Located near the tip of the Whangaparāoa Peninsula, Gulf Harbour Marina is a full-service stop before entering the Hauraki Gulf.
Close to Tiritiri Matangi Island and an easy sail to Rangitoto, Motutapu, and Waiheke.
Acting as watch captain (day and night), helming, navigating, checking weather and monitoring AIS and radar and for both traffic and rain squalls. View gallery
Downloading and analysing the latest weather forecasts and calculating best route to destination. View gallery
Navigating, hazard identification, entering waypoints and calculating updated ETA’s. View gallery
Watch roster planning, matching responsibility to experience, crew management and communication. View gallery
Familiarisation of all safety procedures, sail planning, storm preparation planning and abandon ship procedures. View gallery
Advice on how to take responsibility for managing clothing, hydration, sleep and nutrition to maintain your health and well being aboard. View gallery
Planning our arrival and route to safe harbour including timing with daylight (if required), weather factors, navigational hazards, communications / customs and sail/motor arrival plan. View gallery
Hoisting, trimming and reefing both upwind (main, genoas, and jibs) and downwind sails (poled out headsails, spinnakers, gennakers and code 0’s (subject to weather). View gallery
Use of PDF’s (Personal Flotation Devices), PLB’s (Personal Locator Beacons), safety tethers, dan buoy’s, storm drogue, liferaft and any other equipment required to ensure you remain safe in all conditions. View gallery
Coastal exploring offers the thrill of venturing to remote places using a RIB, uncovering hidden gems like pristine reefs, secluded beaches, and winding rivers. Discover shipwrecks teeming with history, indulge in beach combing for unique treasures, and experience the untouched beauty of coastal landscapes. View gallery
Onshore activities include hiking and bushwalking to scenic lookouts, exploring local towns, and discovering the unique charm of each destination. Enjoy cultural immersion through local traditions, relax with games, or uncover hidden gems as you explore islands. View gallery
Dining out offers the chance to enjoy local flavours, explore regional specialties, and experience unique culinary traditions. From seaside cafes to hidden gems, each meal is an opportunity to savour the culture and cuisine of the destination. View gallery
Fishing provides an opportunity to connect with nature, whether casting a line from the shore or exploring deeper waters. Enjoy the thrill of the catch, the serenity of the surroundings, and the chance to bring home a fresh, rewarding meal. View gallery
Exploring historic places offers a glimpse into the past through ancient sites, architectural landmarks, and local stories. These visits bring history to life, connecting you with the culture, traditions, and events that shaped each destination. View gallery
Kayaking allows you to glide through serene waterways, explore hidden coves, and get up close to nature. It’s a peaceful yet adventurous way to discover rivers, coastlines, and marine life from a unique perspective. View gallery
Snorkelling offers an up-close view of vibrant underwater ecosystems, from colourful coral reefs to fascinating marine life. It's a relaxing and immersive way to explore the wonders beneath the surface of the water. View gallery
Swimming offers refreshing escapes in stunning settings, from crystal-clear bays and tranquil rivers to diving off the back of the boat into azure waters. It's a perfect way to relax and be rejuvenated by nature. View gallery
Wildlife watching offers unforgettable encounters with nature, from observing birds and dolphins to spotting whales, turtles, and sharks. Discover diverse marine life, from playful fish to delicate starfish, in their natural habitats. View gallery
Step aboard Te Kaihopara, a purpose-built South Pacific cruising ketch designed for modern explorers seeking connection, challenge, and discovery at sea. From remote coastlines to open ocean passages, Te Kaihopara delivers comfort, capability, and adventure in equal measure. With a strong, ocean-tested build, hands-on sailing opportunities, and space to relax and reflect, every voyage is a chance to immerse yourself in the rhythm of the ocean and the raw beauty of the natural world.
With $1m spent on a refit, new electronics, a full rewire and the latest safety equipment in 2023, the yacht meets the highest safety standards.
With a generous galley, 4 fridges and a freezer, the yacht is able to be well provisioned for long distance cruising.
With a saloon and wheelhouse that seat up to 16 people, there are ample indoor and outdoor seating choices.
Berth and Cabin and options
Moana Stateroom: Booking option for couple or up to 3 singles. Private ensuite. 240v and 12v power outlets. 4 large and 2 small port hole windows. Private ensuite.
Tiritiri Suite: Booking option for couple or up to 3 singles. Private ensuite. 240v and 12v power outlets. 1 small port hole window. Private ensuite.
Mokohinau Cabin: Booking option for up to 4 occupants with private ensuite. 240v and 12v power outlets. 2 small port hole windows. Private ensuite.
1 Mar 2027
Fly into Blenheim or Picton Airport or arrive in Picton by ferry from Wellington.
Arrive at the vessel in Picton Marina by 11am
Crew training and safety familiarisation
Yacht systems orientation and route briefing
Depart Picton Marina around 1pm
2 - 8 Mar 2027
Offshore sailing passage up the East Coast of the North Island to Auckland, stopping at ports and islands along the way
9 Mar 2027
Sail into Auckland’s Gulf Harbour by late-afternoon
Crew farewell dinner
10 Mar 2027
Depart from Auckland Airport (60-75 minutes by car from Gulf Harbour).
Inclusions
Your crew package includes; all meals onboard, crew meals ashore and at various stopover islands and ports, accommodation onboard, your Ocean Sailing Expeditions crew shirt, marina fees, the use of a PFD (personal floatation device), PLB (personal locator beacon), and a safety tether. Your bedding, a pillow and towel are also included along with suncream.
Exclusions
Your crew package excludes; accommodation ashore, flights and transport to and from departure and arrival ports, alcohol, toiletries, clothing and wet weather gear. Its always recommended that you book flights with date flexibility incase of unforeseen changes due to weather or schedules. Accommodation options if you want to stay ashore either side of trip: AirBNB, Booking.com, Wotif & HomeAway.
Book and pay
Click Book Now button above to secure your place. Choose from Pay in Full or deposit options. Direct debit from bank account, debit card or credit card options available. Pay in the currency of your choice.
Personalise your payment plan
If you want to set up a payment plan, contact us here and let us know your desired deposit (minimum 10% required) and your preferred payment. You can make up to 18 payments, for the balance. You can choose the frequency and customise each payment amount.
Not ready to pay, but want to secure your place?
Reserve your place onboard today, with no obligation. We’ll send the confirmation details, itinerary, deposit invoice and be sure to answer all your questions, while you finalise your plans before confirming. Reserve here.
100% cancellation guarantee
If you book and then cancel prior to an event, for any reason, 100% of your payment will be issued as a credit, that you can apply to any future event/s. For a full refund of sailing trip, flights and hotel costs, we recommend travel insurance. View Terms & Conditions.
Members
Check for Member's availability here before booking this event, using Members Benefits. When you book Reserve your place here.