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

Categories: All Events | Coastal Passages | Cruises | Expeditions | Ocean Passages | Racing | Price List
Destinations: Australia | Fiji | New Zealand | Vanuatu | South Pacific | NSW | QLD | NT | WA
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.


Watch the Highlights video from previous cruises

Join us aboard on a 72 foot sailing yacht, or 105-foot small ship, for a stunning cruise, to an adventure packed destination and experience the best of New Zealand, Australia and the South Pacific Islands. Explore the remote islands, snorkel the reefs, immerse yourself in local culture, swim with the sea life or just relax on golden beaches. See some unique sights, few ever get to experience.


Bay of Islands - new Zealand

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.


French Polynesia

French Polynesia | Sailing Cruise

14 Nights | 500nm

A French Polynesia expedition cruise around the islands within a 150nm radius of Papeete, Tahiti. Embarking on a sailing expedition from the bustling shores of Papeete, Tahiti, to the remote, idyllic islands of French Polynesia is a voyage of a lifetime.


Hauraki Gulf - New Zealand

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

12 nights | 300nm

Embark on a thrilling 12-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 & Abel Tasman - New Zealand

 

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.


Tonga

Kingdom of Tonga | Sailing Expedition-Cruise

13 Nights | 500nm

Embark on a 13-night sailing adventure through the breathtaking Tongan archipelago, a Polynesian paradise of 169 islands, only 36 of which are inhabited. Spanning 700,000km² of the South Pacific, Tonga’s three main island groups—Tongatapu, Haʻapai, and Vavaʻu—offer some of the world’s best blue water sailing.

With steady trade winds and warm tropical weather, this voyage takes you through a maze of secluded anchorages, coral reefs, and remote atolls, perfect for snorkelling, diving, and paddleboarding in crystal-clear waters.


Vanuatu

Vanuatu Islands | Sailing Cruise

12 Nights | 500nm

The name Vanuatu means ‘Land Eternal’ and is recognised for its diverse landscape and variety of distinct cultures and is made up of 83 islands which stretch over some 450nm of the Pacific Ocean, half way between Australia and Hawaii. It’s renowned for its lush and vibrant nature, clear warm waters, friendly people and fascinating culture. Like the land above, the underwater terrain is mountainous, with huge cliffs, caves and intricate tunnels and is abundant with sea life, such as corals, sponges and thousands of fish. Numerous wrecks provide a wonderful snorkelling playground to explore. 


Yasawa Islands - Fiji

Yasawa Islands, Fiji | Sailing Cruise

8 Nights | 150nm

The majestic Yasawa Islands group lies northwest of the main island of Viti Levu in Fiji and stretches 62nm into the South Pacific Ocean. Their remoteness, white sand beaches, clear blue lagoons and unique terrain, makes this remote, rugged and authentic group of 20 ancient islands, one of the most stunning regions of Fiji.


Yasawa Islands, Fiji | Sailing Cruise

12 Nights | 200nm

The majestic Yasawa Islands group lies northwest of the main island of Viti Levu in Fiji and stretches 62nm into the South Pacific Ocean. Their remoteness, white sand beaches, clear blue lagoons and unique terrain, makes this remote, rugged and authentic group of 20 ancient islands, one of the most stunning regions of Fiji.


Yasawa Islands, Fiji | Small Ship Cruise

7 Nights | 200nm

The majestic Yasawa Islands group lies northwest of the main island of Viti Levu in Fiji and stretches 62nm into the South Pacific Ocean. Their remoteness, white sand beaches, clear blue lagoons and unique terrain, makes this remote, rugged and authentic group of 20 ancient islands, one of the most stunning regions of Fiji.


Yasawa Islands, Fiji | Small Ship Cruise

11 Nights | 200nm

The majestic Yasawa Islands group lies northwest of the main island of Viti Levu in Fiji and stretches 62nm into the South Pacific Ocean. Their remoteness, white sand beaches, clear blue lagoons and unique terrain, makes this remote, rugged and authentic group of 20 ancient islands, one of the most stunning regions of Fiji.