JOIN A 2 - 23 night cruise, passage, race OR expedition BY SAIL OR SMALL SHIP, from $1,225 p.p
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. (Calendar sorted by date).
Kingdom of Tonga | Sailing Expedition
16 - 29 Apr 2025 | 13 Nights | 500nm
Yacht: Silver Fern
Options: Single Berth | Cabin | Private Charter
The Tongan archipelago consists of 169 Islands and just 36 are inhabited. The archipelago is spread across approximately 700,000km2 of the South Pacific Ocean. There are three main island groups, Tongatapu, Ha’Apai and Vava’u and they offer some of the best blue water sailing in the world.
Price: from $6,475
Sail Port Stephens | Sailing Regatta
22 - 28 Apr 2025 | 6 Nights
Yacht: Awen
Options: Regatta Crew
Set sail for adventure at the annual Sail Port Stephens Regatta, a premier sailing event hosted at the beautiful Anchorage Marina. This vibrant regatta showcases three exhilarating days of IRC passage racing through the stunning waters and breathtaking offshore islands of Port Stephens.
Price: from $2,828
Opua to Fiji | Expedition Passage
30 Apr - 15 May 2025 | 15 Nights | 1,400nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin
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.
Price: from $3,975
Port Stephens to Gold Coast | Coastal Passage
30 Apr - 5 May 2025 | 5 Nights | 310nm
Yacht: Awen
Options: Single Berth
The Port Stephens to Gold Coast Passage is an exhilarating 310 nautical-mile journey along the stunning New South Wales and Queensland coastlines. Starting from the Anchorage Marina in Port Stephens and heading north up the New South Wales Coast to the Southport Yacht Club in Queensland.
Price: from $1,550
Opua to Fiji | Small Ship Delivery Passage
30 Apr - 15 May 2025 | 15 nights | 1,150nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin
Embark on an unforgettable superyacht adventure with Ocean Sailing Expeditions, journeying from the charming harbour of Opua in New Zealand’s Bay of Islands, through the remote and pristine waters of Minerva Reefs, and on to the welcoming shores of Vuda Marina in Fiji.
Price: from $3,780
Tonga to Papeete, Tahiti | Ocean Passage
12 - 30 May 2025 | 18 Nights | 1,600nm
Yacht: Silver Fern
Options: Single Berth | Cabin
The South Pacific Ocean beckons with its azure waters, vibrant cultures, and breathtaking landscapes. Embark on an extraordinary 16 day sailing expedition that will take you through the heart of this tropical paradise, from the remote islands of Tonga to the secluded shores of Niue, the enchanting Cook Islands, and the bustling streets of Papeete, Tahiti.
Price: from $11,160
Twin-Reefs Bootcamp | Training Passage
16 - 25 May 2025 | 9 Nights | 830nm
Yacht: Awen
Options: Single Berth
Embark on an unparalleled offshore sailing adventure with our 820-nautical-mile offshore training camp, designed for sailors eager to elevate their racing and seamanship skills. This comprehensive program combines starts with an intensive and exhilarating 300nm voyage from the Gold Coast into the Tasman Sea, rounding Middleton and Elizabeth Reef’s, before finishing in Sydney.
Price: $6,900
Yasawa Islands, Fiji | Sailing Cruise
24 May - 1 Jun 2025 | 8 Nights | 150nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
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.
Price: from $2,989
Sydney to Noumea Ocean Race
28 May - 7 Jun 2025 | 10 Nights | 1,064nm
Yacht: Awen
Options: Single Berth
Set sail on an epic 1,064-nautical-mile blue water classic from Sydney to Nouméa, New Caledonia. This premier ocean race is a true test of endurance, strategy, and seamanship, taking crews from the rugged coastline of Australia across the Tasman and Coral Seas to the tropical paradise of Nouméa.
Price: from $5,152
Yasawa Islands, Fiji | Sailing Cruise
7 - 19 Jun 2025 | 12 Nights | 200nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
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.
Price: from $6,272
Yasawa Islands, Fiji | Small Ship Cruise
7 - 18 Jun 2025 | 11 Nights | 200nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin | Private Charter
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.
Price: from $4,123
French Polynesia | Sailing Cruise
8 - 22 Jun 2025 | 14 Nights | 500nm
Yacht: Silver Fern
Options: Single Berth | Cabin | Private Charter
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.
Price: $9,250
New Caledonia Groupama Race
12 - 20 Jun 2025 | 8 Nights | 654nm
Yacht: Awen
Options: Single Berth
Set sail on an epic 1,064-nautical-mile blue water classic from Sydney to Nouméa, New Caledonia. This premier ocean race is a true test of endurance, strategy, and seamanship, taking crews from the rugged coastline of Australia across the Tasman and Coral Seas to the tropical paradise of Nouméa.
Price: from $3,822
Yasawa Islands, Fiji | Small Ship Cruise
22 - 29 Jun 2025 | 7 Nights | 200nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin | Private Charter
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.
Price: from $3,008
Yasawa Islands, Fiji | Sailing Cruise
25 Jun - 7 Jul 2025 | 12 Nights | 200nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
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.
Price: from $4,487
French Polynesia | Sailing Cruise
26 Jun - 10 Jul 2025 | 14 Nights | 500nm
Yacht: Silver Fern
Options: Single Berth | Cabin | Private Charter
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.
Price: $9,250
Noumea to Sydney | Ocean Passage
27 Jun - 6 Jul 2025 | 9 Nights | 1,050nm
Yacht: Awen
Options: Single Berth
Set sail on an ocean passage from Nouméa, New Caledonia, to Sydney, New South Wales, navigating the stunning yet challenging waters of the Coral Sea. This bucket-list offshore adventure offers an incredible mix of trade wind sailing, deep ocean swells, and strategic navigation, making it perfect for those looking to gain offshore experience or simply enjoy the thrill of blue water cruising.
Price: from $3,822
Yasawa Islands, Fiji | Small Ship Cruise
6 - 13 Jul 2025 | 7 Nights | 200nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin | Private Charter
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.
Price: from $3,008
Fiji to Vanuatu | Ocean Passage
13 - 19 Jul 2025 | 6 Nights | 510nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin
The Fiji to Vanuatu ocean passage is a tropical, sunny and warm South Pacific sailing voyage that takes us 510nm from Vuda Point in Fiji westward to Port Vila in Vanuatu. It promises to be an excellent voyage for those looking for ocean passage experience in a warm and fairly forgiving environment.
Price: from $3,000
French Polynesia | Sailing Cruise
19 Jul - 2 Aug 2025 | 14 Nights | 500nm
Yacht: Silver Fern
Options: Single Berth | Cabin | Private Charter
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.
Price: $9,250
Sydney to Gold Coast Yacht Race
23 - 30 Jul 2025 | 7 Nights | 384nm
Yacht: Awen
Options: Single Berth
The Sydney to Gold Coast Yacht Race is one of Australia’s premier offshore sailing events, offering competitors an exhilarating 384-nautical-mile journey along the stunning New South Wales and Queensland coastlines.
Price: from $4,950
Vanuatu Islands | Sailing Cruise
26 Jul - 7 Aug 2025 | 12 Nights | 500nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
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.
Price: from $5,128
Gold Coast to Mackay Yacht Race
28 Jul - 4 Aug 2025 | 7 Nights | 520nm
Yacht: Awen
Options: Single Berth
The Southport Yacht Club’s, Gold Coast to Mackay Yacht Race is an exhilarating offshore sailing event that draws sailors and spectators from all over the world. Spanning approximately 520 nautical miles, this challenging race is a thrilling experience for seasoned sailors and an inspiring spectacle for enthusiasts.
Price: Price: from $4,950
Airlie Beach Race Week | Sailing Regatta
5 - 14 Aug 2025 | 9 Nights
Yacht: Awen
Options: Regatta Crew
Airlie Beach Race Week is the ultimate combination of spectacular island racing and evening fun ashore. Run out of the Coral Sea Marina, Airlie Beach in the Whitsunday Islands, the race week spans 6 races around the island over 7 days, with a fun filled lay-day in the middle.
Price: from $5,950
Papeete, Tahiti to Fiji | Ocean Passage
8 Aug - 2 Sep 2025 | 25 Nights | 2,100nm
Yacht: Silver Fern
Options: Single Berth | Cabin
Join the crew for an extraordinary 25-day sailing journey through some of the most captivating destinations in the South Pacific. Starting from the vibrant city of Papeete in Tahiti, this expedition takes you on a voyage through Rarotonga, Niue, and the stunning Vava’u group islands in Tonga, before reaching the tropical paradise of Fiji.
Price: from $7,770
Vanuatu Islands | Sailing Cruise
14 - 26 Aug 2025 | 12 Nights | 500nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
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.
Price: from $5,128
Hamilton Island Race Week | Sailing Regatta
14 - 24 Aug 2025 | 10 Nights
Yacht: Awen
Options: Regatta Crew
Participating in the Hamilton Island Race Week in the heart of the Great Barrier Reef in the Whitsunday Islands is an exhilarating experience that combines competitive sailing with the stunning beauty of one of the world's most idyllic sailing destinations. Join our race crew for a week of high adrenalin racing on the water and fun ashore.
Price: from $5,950
Hamilton Island to Magnetic Island | Passage
24 -26 Aug 2025 | 2 Nights | 150 Nm
Yacht: Awen
Options: Single Berth
The Hamilton Island to Magnetic Island is an easy 150 nautical-mile journey through the Great Barrier Reef. Starting from Hamilton Island Marina and heading north to Magnetic Island Marina, it’s a passage of under 24 hours.
Price: from $1,225
Magnetic Island Race Week | Sailing Regatta
26 Aug - 3 Sep 2025 | 9 Nights
Yacht: Awen
Options: Regatta Crew
Magnetic Island Race Week is the ultimate combination of spectacular island racing and evening fun ashore. Run out of the Maggie Island Marina, in North Queensland, the race week spans 6 races around the island and bays over 6 days, with a lay-day in the middle.
Price: from $6,250
Magnetic Island to Gold Coast | Coastal Passage
5 - 15 Sep 2025 | 10 Nights | 720 Nm
Yacht: Awen
Options: Single Berth
The Magnetic Island to Gold Coast Passage is a stunning 720 nautical-mile journey south through the Great Barrier Reef Islands, and down the east coast of K’gari (the largest sand island in the world) to the Southport Seaway entrance at the Gold Coast.
Price: from $3,157
Yasawa Islands, Fiji | Small Ship Cruise
5 - 12 Sep 2025 | 7 Nights | 200nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin | Private Charter
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.
Price: from $3,008
Fiji to Vanuatu | Ocean Passage
13 - 19 Sep 2025 | 6 Nights | 510nm
Yacht: Silver Fern
Options: Options: Single Berth | Cabin
The Fiji to Vanuatu ocean passage is a tropical, sunny and warm South Pacific sailing voyage that takes us 510nm from Vuda Point in Fiji westward to Port Vila in Vanuatu. It promises to be an excellent voyage for those looking for ocean passage experience in a warm and fairly forgiving environment.
Price: from $3,950
Yasawa Islands, Fiji | Small Ship Cruise
20 - 27 Sep 2025 | 7 Nights | 200nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin | Private Charter
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.
Price: from $3,008
Vanuatu to Opua, NZ | Expedition Passage
21 Sep - 6 Oct 2025 | 15 Nights | 1,350nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin
Set sail on an unforgettable 1,350-nautical-mile sailing expedition from Port Vila, Vanuatu, to Noumea, New Caledonia, and onward to Opua, New Zealand. This 15-night Category 1 ocean passage is more than a blue water crossing—it's an immersive journey through the diverse landscapes and cultures of the South Pacific.
Price: from $5,560
Vanuatu Islands | Sailing Cruise
24 Sep - 6 Oct 2025 | 12 Nights | 500nm
Yacht: Silver Fern
Options: Single Berth | Cabin | Private Charter
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.
Price: from $5,512
Gold Coast to Pittwater | Coastal Passage
27 Sep - 3 Oct 2025 | 6 Nights | 368 Nm
Yacht: Awen
Options: Single Berth
The Gold Coast to Pittwater Passage is an exhilarating 368 nautical-mile journey along the stunning Queensland and New South Wales coastlines. Starting from the Gold Coast’s, Southport Yacht Club and heading down the Queensland Coast, and New South Wales Coast to Pittwater.
Price: from $3,550
Fiji to Opua, NZ | Small Ship Delivery Passage
1 - 16 Oct 2025 | 16 Days | 1,150nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin
Embark on an unforgettable superyacht adventure with Ocean Sailing Expeditions, journeying from Vuda Marina in Fiji, through the remote and pristine waters of Minerva Reefs, to the charming harbour of Opua in New Zealand’s Bay of Islands.
Price: from $4,725
Trans-Tasman Sydney Auckland Yacht Race
7 - 22 Oct 2025 | 15 Nights | 1,270nm
Yacht: Awen
Options: Single Berth
For just the second time in decades we will see a fully crewed Category 1 yacht race from Australia to New Zealand. The race will start on Sydney Harbour and finish in the Auckland Harbour. This challenging race is open to offshore cruising and racing yachts in the IRC and PHS divisions.
Price: from $11,960
Vanuatu to Southport Coast | Ocean Passage
12 - 25 Oct 2025 | 13 Nights | 1,100 Nm
Yacht: Silver Fern
Options: Single Berth | Cabin
Set sail on a 1,100nm maritime journey across the South Pacific, commencing from the picturesque Port Vila, Vanuatu, unfolding the historical tapestry and vibrant culture of Noumea, New Caledonia and concluding our odyssey in the coastal gem of Southport, Queensland. This is not merely a voyage across azure waters; it's a passage through time, culture, and the stunning landscapes of the South Pacific.
Price: from $5,888
Islands of the Hauraki Gulf | Sailing Cruise
14 - 26 Nov 2025 | 12 nights | 300nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
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 snorkelling and discovering hidden marine treasures.
Price: from $4,980
Islands of the Hauraki Gulf | Small Ship Cruise
16 - 23 Nov 2025 | 7 Nights | 100nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin | Private Charter
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.
Price: from $3,168
Opua to Sydney | Ocean Passage
18 - 29 Nov 2025 | 11 Nights | 1,450 Nm
Yacht: Awen
Options: Single Berth
The Opua to Sydney passage takes in the northern New Zealand coastline, after clearing customs at Opua, to cross the Tasman Sea to Sydney. This is an exhilarating 1,350 nautical-mile journey up the stunning east coast of New Zealand’s North Island and across a very challenging stretch of ocean.
Price: from $5,888
Gold Coast to Sydney | Ocean Expedition
820nm | 29 Nov - 9 Dec 2025 | 10 Nights
Yacht: Silver Fern
Options: Single Berth | Cabin
This offshore passage is a 820nm expedition from Southport on the sunny Queensland Gold Coast, to Middleton and Elizabeth Reef’s, 300nm to the east, Lord Howe Island 100nm to the south, Balls Pyramid and finally 420nm to Sydney; Australia’s home of the Rolex Sydney Hobart Race.
Price: from $7,360
Auckland to Opua| Sailing Passage
29 Now - 3 Dec 2025 | 4 Nights | 140nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
This sailing voyage takes us from Auckland’s Viaduct Harbour to the breathtaking Bay of Islands, a 140nm journey along New Zealand’s northeast coast. This expedition is the perfect mix of cruising, exploring, and relaxing, with stopovers in scenic anchorages along the way.
Price: from $1,840
Bay of Islands | Sailing Cruise
7 - 14 Dec 2025 | 7 Nights | 130nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
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.
Price: from $3,320
Rolex Sydney Hobart Yacht Race
25 Dec 2025 - 2 Jan 2026 | 8 Nights | 630nm
Yacht: Silver Fern
Options: Single Berth
The Rolex Sydney Hobart Race is one of the toughest and most respected ocean races in the world. It’s the only major race that starts in a harbour, takes in a passage and finishes in a river. This will be the 80th edition of the Rolex Sydney Hobart Race, with a fleet in excess of 100 yachts expected.
Price: from $11,968
Rolex Sydney Hobart Yacht Race
25 Dec 2025 - 31 Dec 2026 | 6 Nights | 630nm
Yacht: Awen
Options: Single Berth
The Rolex Sydney Hobart Race is one of the toughest and most respected ocean races in the world. It’s the only major race that starts in a harbour, takes in a passage and finishes in a river. This will be the 80th edition of the Rolex Sydney Hobart Race, with a fleet in excess of 100 yachts expected.
Price: from $16,850
Bay of Islands & Hauraki Gulf
Small Ship Cruise
29 Dec 2025 - 7 Jan 2026 | 9 Nights | 300nm
Yacht: Sea Breeze III
Options: Single Berth | Cabin | Private Charter
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.
Price: from $3,168
Great Barrier & Great Mercury Islands
Sailing Expedition
29 Dec 2025 - 7 Jan 2026 | 9 Nights | 200nm
Yacht: Te Kaihōpara
Options: Single Berth | Cabin | Private Charter
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.
Price: from $3,960
Couldn’t find what you were looking for?
Click on the links below to explore more sailing adventures.
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