Sailing Calendar - Join an Adventure — Ocean Sailing Expeditions My title

Categories: All Events / Cruises / Expeditions / Passages / Racing / Price List
Destinations: Australia / Fiji / New Zealand / Vanuatu / South Pacific
Yachts: Awen / Sea Breeze III / Silver Fern / Te Kaihōpara

Explore our full small ship cruise and sailing events calendar, listed in date order. Use the links at the top of the page to filter your view. With over 60 cruises, races, expeditions, and passages each year, there’s an adventure for everyone. Full training is provided for sailing events, and sailors of all ages and experience levels are welcome to join the crew for an unforgettable experience.


new zealand cruises and expeditions highlights

Set sail on a 3 to 12-night cruise through New Zealand’s breathtaking Bay of Islands to the Hauraki Gulf, Marlborough Sounds, and Abel Tasman National Park.

Singles, couples, and groups are all welcome, with private cabin options available. Full training is provided on the sailing yachts, and sailors of all ages and experience levels are welcome to join us.


Auckland to Tauranga | Small Ship Passage

7 nights | 150nm

This 4-night cruise is the perfect opportunity to experience the stunning Hauraki Gulf and Coromandel coastline, from the idyllic Great Mercury Island to the vibrant harbours of Whitianga and Tauranga. This journey is a blend of cruising, exploring, relaxing, and adventure, offering a rare chance to discover some of New Zealand’s most breathtaking coastal gems.


Bay of Islands | Sailing Cruise

7 Nights | 130nm

This 7-day cruise is the perfect chance to enjoy some of the magical islands of the Bay of Islands and northern New Zealand coastline. This cruising ground offers numerous options for anchoring, exploring and enjoying this stunning part of New Zealand. Each day we will set a course for a new anchorage, that we select as a crew based on weather and comfort.


Bay of Islands | Small Ship Cruise

7 Nights | 250nm

Set off on a 7-night luxury motor yacht adventure, exploring the stunning Bay of Islands and New Zealand’s northern coastline. With over 140 subtropical islands, this region is a haven of sheltered bays, untouched beaches, and abundant marine life, offering the perfect mix of exploration, relaxation, and cultural discovery.


Bay of Islands & Hauraki Gulf
Small Ship Cruise

9 Nights | 300nm

The expedition style cruise, combines the stunning Bay of Islands and the wider Hauraki Gulf for a fortnight of exploration and adventure. It starts in the heart of the Bay of Islands, treks as far east as Great Barrier Island and Great Mercury Island and finishes at the Viaduct Harbour in Auckland’s City of Sails.


Great Barrier & Great Mercury Islands

29 Dec 2025 - 7 Jan 2026 | 9 Nights | 200nm
Yacht: Te Kaihōpara

Departing from Gulf Harbour Marina, this New Year’s Eve sailing adventure takes you to Great Barrier Island, one of the most spectacular destinations in the Hauraki Gulf.

We’ll explore multiple anchorages, circumnavigating Great Barrier and Great Mercury Islands. Ashore, enjoy white sand beaches, hiking trails, natural hot springs, and scenic canyon walks. These remote, wildlife-rich islands offer the perfect escape to celebrate, recharge, and reconnect with nature.


Islands of the Hauraki Gulf | Sailing Cruise

7 nights | 300nm

Embark on a thrilling 7-day sailing adventure in New Zealand's Hauraki Gulf. Begin your journey exploring the historical Rotoroa Island, a sanctuary of native flora and fauna, then set sail to the elusive Elephant Island, ideal for snorkeling and discovering hidden marine treasures.


Islands of the Hauraki Gulf | Sailing Cruise

11 nights | 300nm

Embark on a thrilling 7-day sailing adventure in New Zealand's Hauraki Gulf. Begin your journey exploring the historical Rotoroa Island, a sanctuary of native flora and fauna, then set sail to the elusive Elephant Island, ideal for snorkeling and discovering hidden marine treasures.


Islands of the Hauraki Gulf | Small Ship Cruise

3 nights | 80nm

This 4-day cruise is the perfect chance to enjoy some of the magical islands of the Hauraki Gulf Marine Park. This relaxing retreat takes in islands, beaches, hikes, sea life, fishing and the stunning island jewels of the world famous - Hauraki Gulf.


Islands of the Hauraki Gulf | Small Ship Cruise

7 Nights | 100nm

Experience the ultimate coastal escape on this 7-night motor yacht cruise through the breathtaking Hauraki Gulf Marine Park, a vast marine sanctuary covering over 1.2 million hectares and home to more than 50 stunning islands. This relaxing and immersive expedition blends cruising, exploration, and relaxation, allowing you to discover hidden island gems, pristine beaches, and diverse marine life.


Marlborough Sounds | Small Ship Cruise

7 Nights | 250nm

Embark on an unforgettable 7-night motor yacht adventure, exploring the pristine waterways of Queen Charlotte Sound, Pelorus Sound, Kenepuru Sound, D’Urville Island, and the iconic Te Aumiti/French Pass. This coastal expedition offers a perfect blend of adventure, relaxation, and discovery, taking you through spectacular cruising grounds.


Marlborough Sounds & Abel Tasman
Small Ship Cruise

11 Nights | 300nm

Embark on an unforgettable 11-night motor yacht adventure, exploring the pristine waterways of Marlborough Sounds, D’Urville Island, and Abel Tasman National Park. This sun-filled expedition spans the top of New Zealand’s South Island, blending coastal exploration, marine adventures and complete relaxation.


Opua to Fiji | Expedition Passage

15 Nights | 1,400nm

The ocean expedition from Opua, New Zealand to Raoul Island in the Kermadec Island Group to Minerva Reef and finally onto Fiji is a true adventurers expedition. We depart Opua in the Bay of Islands and head 540nm northeast to the Kermadec Islands.


Opua to Sydney | Sailing Passage

14 nights | 1,450nm

The Opua to Sydney passage is an exhilarating bluewater adventure that blends the stunning landscapes of New Zealand’s northern coastline with the challenge of crossing the Tasman Sea. Departing from the picturesque harbour of Opua, the journey begins with a chance to explore the rugged east coast of New Zealand’s North Island, where towering cliffs, secluded coves, and abundant marine life create an unforgettable backdrop.


Opua to Tonga | Expedition Passage

12 Nights |1,400nm

Embark on a Category 0 ocean adventure, sailing from Opua, New Zealand, to Tonga, with stopovers at the remote Kermadec Islands and Minerva Reefs. This true explorer’s expedition covers over 1,200 nautical miles, offering a rare chance to experience some of the most isolated and untouched locations in the South Pacific.


Picton to Tauranga | Small Ship Passage

5 Nights | 550nm

Embark on a breathtaking 5-night voyage from Picton to Tauranga, sailing up New Zealand’s stunning east coast. This journey blends adventure, relaxation, and discovery, with stops in the Marlborough Sounds, Wellington, and Napier, offering a mix of pristine wilderness, cultural experiences, and vibrant coastal scenery.


Tauranga to Picton | Small Ship Passage

5 Nights | 550nm

Embark on a breathtaking 5-night voyage from Tauranga to Picton, sailing down New Zealand’s stunning east coast. This journey offers a perfect mix of adventure, relaxation, and discovery, with opportunities to explore rugged coastlines, remote anchorages, and rich marine ecosystems.