64 Items

  • northern lights iceland
    Coastal

    Chasing the Northern Lights: Iceland, Faroe Islands, and Scotland

    12 Days from £2,399

    Late-season sailing for our best chance to witness the northern lights, this unforgettable adventure begins on Iceland’s remote and spectacular east coast, with its dramatic fjords and ice-capped mountains. You’ll cross to the Faroe Islands, one of Europe’s most hauntingly beautiful and rarely visited outposts, spending time to explore its wild, windswept landscapes. Finally, sail south to Scotland, stepping ashore in a land of castles, world-famous whisky, and breathtaking coastal scenery.

    • Calendar icon

      Join Waitlist

      Monday 01st September 2025 - Friday 12th September 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Sailing in the Irish Sea
    Masterclass

    England-Scotland: Passage Making Masterclass

    12 Days from Original price was: £2,199.Current price is: £1,799.

    Go beyond RYA and ASA qualifications – because real learning starts after the certificates end. Learn from the Rubicon 3 skippers on the demanding passages between England and Scotland, mixing coastal and offshore sailing. Navigate tidal gates, shipping lanes, and challenging routes. Sail at night, anchor in unfamiliar waters, and learn to plan passages and make decisions for real. Turn theory into practice and gain the essential, hands-on experience every sailor needs to take the next step with real confidence.

    • Calendar icon

      Join Waitlist

      September 02-13 2025
    • Medal icon
      Experience: Day Skipper +
    • Pin icon
      Region: UK & Ireland
  • Duart Castle
    Coastal

    Scotland’s Mystical Isles: A Hebridean Sailing Adventure

    5 Days from £949

    Join this short but stunning sailing trip exploring Scotland’s wild west coast. Sail through the breathtaking Hebrides, discovering remote islands, dramatic coastlines, and historic anchorages. Experience incredible wildlife, unspoiled nature, and exhilarating sailing in one of the most beautiful regions of the world.

    • Calendar icon

      Join Waitlist

      Monday 15th September 2025 - Friday 19th September 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • sailing yacht bluejay
    Coastal

    Sailing Skills & Mile Builder: Scotland - England

    6 Days from £999

    Sailing Mile Builder between Scotland's west coast & England. Wonderful sailing and a chance to learn sail trim, seamanship, navigation and seamanship from the expert Rubicon 3 skippers

    • Calendar icon

      Join Waitlist

      Saturday 11th October 2025 - Thursday 16th October 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • caribbean sailing vacation
    Coastal

    The Windwards Islands: Exploring the Grenadines

    10 Days from £2,399

    Sail the Windward Islands on a hands-on Caribbean sailing adventure. Starting in St Lucia, we island-hop south through the Grenadines, navigating crystal-clear waters, coral reefs, and secluded anchorages. Explore Bequia’s boatbuilding heritage, snorkel with turtles in the Tobago Cays, wander Union Island’s colourful markets, and anchor beneath leaning coconut palms in Salt Whistle Bay. Short distances and plenty of time ashore mean a new destination to explore each day, combining relaxed sailing with real discovery.

    • Calendar icon

      Available

      Tuesday 6th January 2026 - Thursday 15 January 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • caribbean sailing vacation
    Coastal

    The Windwards Islands: Exploring the Grenadines

    10 Days from £2,399

    Sail the Windward Islands on a hands-on Caribbean sailing adventure. Starting in St Lucia, we island-hop south through the Grenadines, navigating crystal-clear waters, coral reefs, and secluded anchorages. Explore Bequia’s boatbuilding heritage, snorkel with turtles in the Tobago Cays, wander Union Island’s colourful markets, and anchor beneath leaning coconut palms in Salt Whistle Bay. Short distances and plenty of time ashore mean a new destination to explore each day, combining relaxed sailing with real discovery.

    • Calendar icon

      Available

      January 20-29 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Grenada Sailing Week
    Coastal

    Grenada Sailing Week

    10 Days from £2,199

    Grenada Sailing Week is racing without the bluster. Set deep in the southern Caribbean, between the islands of Grenada and Carriacou, it’s low-pressure, high-fun sailing at its best. Expect white sand beaches, jungle-covered hills, turquoise water, and a welcoming crowd. Each day ends with a party or beach BBQ, and the atmosphere is pure Caribbean charm. This is one of our most loved events—and easily the friendliest regatta out there.

    • Calendar icon

      2 Places Available

      Friday 23rd January 2026 - Sunday 1st February 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • caribbean sailing holiday
    Coastal

    The Leewards: Emerald Islands Of The Caribbean

    10 Days from £2,299

    Sail through the Leeward Islands and explore the best of the Caribbean. Begin in St Lucia, anchoring beneath its towering volcanic peaks. In Martinique, soak up the island’s unique blend of French sophistication and Caribbean soul. Head to Dominica to paddle the winding Indian River and hike into thick rainforest. Sail on to Guadeloupe, with its mix of blissful anchorages, white sand beaches, and sleepy offshore islands. Conclude your journey in the sailing mecca of Antigua.

    • Calendar icon

      Available

      Wednesday 4th February 2026 - Friday 13th February 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Montserrat
    Coastal

    The Mystery Islands of the Caribbean

    10 Days from £2,399

    Sail to places most travellers never see: Montserrat, Saba, Statia, Nevis, and Barbuda. Raw, beautiful islands, rich in history, character, and natural wonder. Volcanoes rise from the sea, pink-sand beaches stretch on with barely a footprint, and quiet anchorages offer solitude in these islands that most tourists never reach. From the buried city of Plymouth to the cloud forests of Saba and the wild shores of Barbuda, every island has its own story.

    • Calendar icon

      Available

      Tuesday 17th February 2026 - Thursday 26th February
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • st maarten regatta header
    Coastal

    St Maarten Regatta

    11 Days from £2,499

    Join this exhilarating, week-long regatta, mixing none-too-serious but competitive yacht racing with wonderful Caribbean culture and events ashore.

    • Calendar icon

      Available

      Tuesday 3rd March 2026 - Friday 13th March 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • caribbean sailing holiday
    Coastal

    The Leewards: Emerald Islands Of The Caribbean

    10 Days from £2,299

    Sail through the Leeward Islands and explore the best of the Caribbean. Begin in St Lucia, anchoring beneath its towering volcanic peaks. In Martinique, soak up the island’s unique blend of French sophistication and Caribbean soul. Head to Dominica to paddle the winding Indian River and hike into thick rainforest. Sail on to Guadeloupe, with its mix of blissful anchorages, white sand beaches, and sleepy offshore islands. Conclude your journey in the sailing mecca of Antigua.

    • Calendar icon

      Available

      March 03-12 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Montserrat
    Coastal

    The Mystery Islands of the Caribbean

    10 Days from £2,399

    Sail to places most travellers never see: Montserrat, Saba, Statia, Nevis, and Barbuda. Raw, beautiful islands, rich in history, character, and natural wonder. Volcanoes rise from the sea, pink-sand beaches stretch on with barely a footprint, and quiet anchorages offer solitude in these islands that most tourists never reach. From the buried city of Plymouth to the cloud forests of Saba and the wild shores of Barbuda, every island has its own story.

    • Calendar icon

      Available

      Tuesday 17th March 2026 - Thursday 26th March 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Yacht starling
    Coastal

    Sailing Skills & Mile Builder: Scotland - Ireland

    6 Days from £949

    This milebuilding passage between the beautiful west coast of Scotland and Ireland’s east coast gives you the chance to rack up significant coastal and offshore miles while gaining real world experience in tidal navigation, night sailing, radar use, watch-keeping, heavier weather and handling commercial traffic, all under the expert tuition of one of Rubicon 3’s skippers. The exact route is weather dependant but we aim toward 500 miles.

    • Calendar icon

      Available

      May 11-16 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Yacht starling
    Coastal

    Sailing Skills & Mile Builder: Scotland - Ireland

    6 Days from £949

    This milebuilding passage between the beautiful west coast of Scotland and Ireland’s east coast gives you the chance to rack up significant coastal and offshore miles while gaining real world experience in tidal navigation, night sailing, radar use, watch-keeping, heavier weather and handling commercial traffic, all under the expert tuition of one of Rubicon 3’s skippers. The exact route is weather dependant but we aim toward 500 miles.

    • Calendar icon

      Available

      May 18-23 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Yacht starling
    Coastal

    Sailing Skills & Mile Builder: Scotland - Ireland

    6 Days from £949

    This milebuilding passage between the beautiful west coast of Scotland and Ireland’s east coast gives you the chance to rack up significant coastal and offshore miles while gaining real world experience in tidal navigation, night sailing, radar use, watch-keeping, heavier weather and handling commercial traffic, all under the expert tuition of one of Rubicon 3’s skippers. The exact route is weather dependant but we aim toward 500 miles.

    • Calendar icon

      Available

      May 25-30 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Yacht starling
    Coastal

    Sailing Skills & Mile Builder: Scotland - Ireland

    6 Days from £949

    This milebuilding passage between the beautiful west coast of Scotland and Ireland’s east coast gives you the chance to rack up significant coastal and offshore miles while gaining real world experience in tidal navigation, night sailing, radar use, watch-keeping, heavier weather and handling commercial traffic, all under the expert tuition of one of Rubicon 3’s skippers. The exact route is weather dependant but we aim toward 500 miles.

    • Calendar icon

      Available

      June 01-06 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Sailing in the Irish Sea
    Masterclass

    England-Scotland: Passage Making Masterclass

    12 Days from £2,299

    Go beyond RYA and ASA qualifications – because real learning starts after the certificates end. Learn from the Rubicon 3 skippers on the demanding passages between England and Scotland, mixing coastal and offshore sailing. Navigate tidal gates, shipping lanes, and challenging routes. Sail at night, anchor in unfamiliar waters, and learn to plan passages and make decisions for real. Turn theory into practice and gain the essential, hands-on experience every sailor needs to take the next step with real confidence.

    • Calendar icon

      Available

      June 08-19 2026
    • Medal icon
      Experience: Day Skipper +
    • Pin icon
      Region: UK & Ireland
  • Duart Castle
    Coastal

    Scotland’s Mystical Isles: A Hebridean Sailing Adventure

    5 Days from £949

    Join this short but stunning sailing trip exploring Scotland’s wild west coast. Sail through the breathtaking Hebrides, discovering remote islands, dramatic coastlines, and historic anchorages. Experience incredible wildlife, unspoiled nature, and exhilarating sailing in one of the most beautiful regions of the world.

    • Calendar icon

      Available

      June 15-19 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Greenland nuuk 1000
    Coastal

    West Coast of Greenland and Disko Bay Expedition

    12 Days from £2,799

    Sail Greenland’s west coast between Nuuk and Aasiaat on this high-latitude adventure through vast fjords, remote settlements, and the iceberg-strewn waters of Disko Bay. Anchor beneath 2,000-metre peaks in Eternity Fjord, visit traditional fishing villages like Kangaamiut and Sarqaq, and watch humpbacks feed among drifting ice. Explore volcanic Disko Island and colourful Aasiaat. Ice, wildlife, and raw Arctic beauty make this a once in a lifetime experience.

    • Calendar icon

      Available

      June 16-27 2026
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Sailing Faroe Islands
    Coastal

    Trolls, Giants & Elves: Scotland To the Faroe Islands

    12 Days from £2,499

    Sail to the Faroe Islands, a remote wilderness of towering cliffs, deep fjords, and wild, unspoiled beauty. Explore hidden anchorages, hike breathtaking routes, and sail beneath dramatic rock formations. Puffins, seals, dolphins, and whales thrive in these waters, making every day an adventure. Leaving Scotland, you’ll cross 200 miles of open ocean, a taste of true offshore sailing, before reaching and exploring the untamed Faroes. Raw, rugged, and unforgettable. This is one of the great sailing adventures

    • Calendar icon

      Join Waitlist

      Monday 22nd June 2026 - Friday 3rd July 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Europe & the Baltic
  • Jersey channel islands
    Coastal

    An English Sailing Holiday: Exploring The Devon Coast

    5 Days from £799

    Sail the gorgeous Devon coast along England’s south coast riviera, visiting some of its most beautiful fishing harbours and villages like Salcombe, Dartmouth and Brixham. It’s five days of timeless summer sailing holiday in England – sea breezes and blue skies, sailing into postcard-perfect villages steeped in history, a pint in the pub and fish and chips on the harbour wall.

    • Calendar icon

      Available

      June 22-26 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Jersey channel islands
    Coastal

    An English Sailing Holiday: Exploring The Devon Coast

    5 Days from £799

    Sail the gorgeous Devon coast along England’s south coast riviera, visiting some of its most beautiful fishing harbours and villages like Salcombe, Dartmouth and Brixham. It’s five days of timeless summer sailing holiday in England – sea breezes and blue skies, sailing into postcard-perfect villages steeped in history, a pint in the pub and fish and chips on the harbour wall.

    • Calendar icon

      Available

      June 29 - July 03 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Greenland nuuk 1000
    Coastal

    West Coast of Greenland and Disko Bay Expedition

    12 Days from £2,799

    Sail Greenland’s west coast between Nuuk and Aasiaat on this high-latitude adventure through vast fjords, remote settlements, and the iceberg-strewn waters of Disko Bay. Anchor beneath 2,000-metre peaks in Eternity Fjord, visit traditional fishing villages like Kangaamiut and Sarqaq, and watch humpbacks feed among drifting ice. Explore volcanic Disko Island and colourful Aasiaat. Ice, wildlife, and raw Arctic beauty make this a once in a lifetime experience.

    • Calendar icon

      Available

      June 30-July 11 2026
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • sailing yacht svalbard
    Offshore

    Polar Explorer: Norway to the Wilds of Svalbard

    12 Days from £2,999

    Embark on a breathtaking sailing adventure from Norway to Svalbard. Discover majestic glaciers, encounter Arctic wildlife, and experience the magic of the polar regions. Join us for an unforgettable journey through some of the most pristine and remote landscapes on Earth.

    • Calendar icon

      Available

      Monday 20th July 2026 - Friday 31st July 2026
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Channel islands
    Coastal

    Sailing the Channel Islands: Sark, Herm, Jersey & Guernsey

    6 Days from £1,099

    Remote yet just a day’s sail from the UK, the Channel Islands are a rare blend of adventure and charm. This week-long sailing holiday is all about crystal-clear anchorages, coastal caves, French-style markets, WWII history, and outstanding seafood. Each island has its own character, from rugged cliff-top paths to peaceful harbours and hidden coves. Expect puffins, seals, chancre crab, hand-dived scallops – and the thrill of a proper English Channel crossing.

    • Calendar icon

      Available

      August 03-08 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • svalbard polar bear
    Coastal

    The Polar Wild: Exploring Svalbard

    12 Days from £2,999

    Once in a lifetime sailing adventure exploring Svalbard. Encounter polar bears, majestic glaciers, and untouched Arctic landscapes, where the midnight sun guides you through the wild, pristine beauty of the Arctic.

    • Calendar icon

      Available

      Monday 3rd August 2026 - Friday 14th August 2026
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Channel islands
    Coastal

    Sailing the Channel Islands: Sark, Herm, Jersey & Guernsey

    6 Days from £1,099

    Remote yet just a day’s sail from the UK, the Channel Islands are a rare blend of adventure and charm. This week-long sailing holiday is all about crystal-clear anchorages, coastal caves, French-style markets, WWII history, and outstanding seafood. Each island has its own character, from rugged cliff-top paths to peaceful harbours and hidden coves. Expect puffins, seals, chancre crab, hand-dived scallops – and the thrill of a proper English Channel crossing.

    • Calendar icon

      Available

      August 10-15 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Channel islands
    Coastal

    Sailing the Channel Islands: Sark, Herm, Jersey & Guernsey

    6 Days from £1,099

    Remote yet just a day’s sail from the UK, the Channel Islands are a rare blend of adventure and charm. This week-long sailing holiday is all about crystal-clear anchorages, coastal caves, French-style markets, WWII history, and outstanding seafood. Each island has its own character, from rugged cliff-top paths to peaceful harbours and hidden coves. Expect puffins, seals, chancre crab, hand-dived scallops – and the thrill of a proper English Channel crossing.

    • Calendar icon

      Available

      August 17-22 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • svalbard polar bear
    Coastal

    The Polar Wild: Exploring Svalbard

    12 Days from £2,999

    Once in a lifetime sailing adventure exploring Svalbard. Encounter polar bears, majestic glaciers, and untouched Arctic landscapes, where the midnight sun guides you through the wild, pristine beauty of the Arctic.

    • Calendar icon

      Available

      Monday 17th August 2026 - Friday 28th August 2026
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Duart Castle
    Coastal

    Scotland’s Mystical Isles: A Hebridean Sailing Adventure

    5 Days from £949

    Join this short but stunning sailing trip exploring Scotland’s wild west coast. Sail through the breathtaking Hebrides, discovering remote islands, dramatic coastlines, and historic anchorages. Experience incredible wildlife, unspoiled nature, and exhilarating sailing in one of the most beautiful regions of the world.

    • Calendar icon

      Available

      August 18 -22 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Channel islands
    Coastal

    Sailing the Channel Islands: Sark, Herm, Jersey & Guernsey

    6 Days from £1,099

    Remote yet just a day’s sail from the UK, the Channel Islands are a rare blend of adventure and charm. This week-long sailing holiday is all about crystal-clear anchorages, coastal caves, French-style markets, WWII history, and outstanding seafood. Each island has its own character, from rugged cliff-top paths to peaceful harbours and hidden coves. Expect puffins, seals, chancre crab, hand-dived scallops – and the thrill of a proper English Channel crossing.

    • Calendar icon

      Available

      August 24-29 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Duart Castle
    Coastal

    Scotland’s Mystical Isles: A Hebridean Sailing Adventure

    5 Days from £949

    Join this short but stunning sailing trip exploring Scotland’s wild west coast. Sail through the breathtaking Hebrides, discovering remote islands, dramatic coastlines, and historic anchorages. Experience incredible wildlife, unspoiled nature, and exhilarating sailing in one of the most beautiful regions of the world.

    • Calendar icon

      Available

      August 25-29 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • northern lights iceland
    Coastal

    Chasing the Northern Lights: Iceland, Faroe Islands, and Scotland

    12 Days from £2,499

    Late-season sailing for our best chance to witness the northern lights, this unforgettable adventure begins on Iceland’s remote and spectacular east coast, with its dramatic fjords and ice-capped mountains. You’ll cross to the Faroe Islands, one of Europe’s most hauntingly beautiful and rarely visited outposts, spending time to explore its wild, windswept landscapes. Finally, sail south to Scotland, stepping ashore in a land of castles, world-famous whisky, and breathtaking coastal scenery.

    • Calendar icon

      2 Places Available

      Monday 14th September 2026 - Friday 25th September 2026
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Sailing in the Irish Sea
    Masterclass

    England-Scotland: Passage Making Masterclass

    12 Days from £2,299

    Go beyond RYA and ASA qualifications – because real learning starts after the certificates end. Learn from the Rubicon 3 skippers on the demanding passages between England and Scotland, mixing coastal and offshore sailing. Navigate tidal gates, shipping lanes, and challenging routes. Sail at night, anchor in unfamiliar waters, and learn to plan passages and make decisions for real. Turn theory into practice and gain the essential, hands-on experience every sailor needs to take the next step with real confidence.

    • Calendar icon

      Available

      Monday 28th September 2026 - Friday 9th October 2026
    • Medal icon
      Experience: Day Skipper +
    • Pin icon
      Region: UK & Ireland
  • sailing yacht bluejay
    Coastal

    Sailing Skills & Mile Builder: Scotland - England

    7 Days from £999

    Sailing Mile Builder between Scotland's west coast & England. Wonderful sailing and a chance to learn sail trim, seamanship, navigation and seamanship from the expert Rubicon 3 skippers

    • Calendar icon

      Available

      Saturday 3rd October 2026 - Friday 9th October 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • caribbean sailing vacation
    Coastal

    The Windwards Islands: Exploring the Grenadines

    10 Days from £2,399

    Sail the Windward Islands on a hands-on Caribbean sailing adventure. Starting in St Lucia, we island-hop south through the Grenadines, navigating crystal-clear waters, coral reefs, and secluded anchorages. Explore Bequia’s boatbuilding heritage, snorkel with turtles in the Tobago Cays, wander Union Island’s colourful markets, and anchor beneath leaning coconut palms in Salt Whistle Bay. Short distances and plenty of time ashore mean a new destination to explore each day, combining relaxed sailing with real discovery.

    • Calendar icon

      Available

      Tuesday 05th January 2027 - Thursday 14th January 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • caribbean sailing vacation
    Coastal

    The Windwards Islands: Exploring the Grenadines

    10 Days from £2,399

    Sail the Windward Islands on a hands-on Caribbean sailing adventure. Starting in St Lucia, we island-hop south through the Grenadines, navigating crystal-clear waters, coral reefs, and secluded anchorages. Explore Bequia’s boatbuilding heritage, snorkel with turtles in the Tobago Cays, wander Union Island’s colourful markets, and anchor beneath leaning coconut palms in Salt Whistle Bay. Short distances and plenty of time ashore mean a new destination to explore each day, combining relaxed sailing with real discovery.

    • Calendar icon

      Available

      Tuesday 19th January 2027 - Thursday 28th January 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Grenada Sailing Week
    Coastal

    Grenada Sailing Week

    10 Days from £2,399

    Grenada Sailing Week is racing without the bluster. Set deep in the southern Caribbean, between the islands of Grenada and Carriacou, it’s low-pressure, high-fun sailing at its best. Expect white sand beaches, jungle-covered hills, turquoise water, and a welcoming crowd. Each day ends with a party or beach BBQ, and the atmosphere is pure Caribbean charm. This is one of our most loved events—and easily the friendliest regatta out there.

    • Calendar icon

      Available

      Friday 22nd January 2027 - Sunday 31st January 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • caribbean sailing holiday
    Coastal

    The Leewards: Emerald Islands Of The Caribbean

    10 Days from £2,399

    Sail through the Leeward Islands and explore the best of the Caribbean. Begin in St Lucia, anchoring beneath its towering volcanic peaks. In Martinique, soak up the island’s unique blend of French sophistication and Caribbean soul. Head to Dominica to paddle the winding Indian River and hike into thick rainforest. Sail on to Guadeloupe, with its mix of blissful anchorages, white sand beaches, and sleepy offshore islands. Conclude your journey in the sailing mecca of Antigua.

    • Calendar icon

      Available

      Wednesday 3rd February 2027 - Friday 12th February 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Montserrat
    Coastal

    The Mystery Islands of the Caribbean

    10 Days from £2,399

    Sail to places most travellers never see: Montserrat, Saba, Statia, Nevis, and Barbuda. Raw, beautiful islands, rich in history, character, and natural wonder. Volcanoes rise from the sea, pink-sand beaches stretch on with barely a footprint, and quiet anchorages offer solitude in these islands that most tourists never reach. From the buried city of Plymouth to the cloud forests of Saba and the wild shores of Barbuda, every island has its own story.

    • Calendar icon

      Available

      Tuesday 16th February 2027 - Thursday 25th February 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • caribbean sailing holiday
    Coastal

    The Leewards: Emerald Islands Of The Caribbean

    10 Days from £2,399

    Sail through the Leeward Islands and explore the best of the Caribbean. Begin in St Lucia, anchoring beneath its towering volcanic peaks. In Martinique, soak up the island’s unique blend of French sophistication and Caribbean soul. Head to Dominica to paddle the winding Indian River and hike into thick rainforest. Sail on to Guadeloupe, with its mix of blissful anchorages, white sand beaches, and sleepy offshore islands. Conclude your journey in the sailing mecca of Antigua.

    • Calendar icon

      Available

      Tuesday 2nd March 2027 - Thursday 11th March 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • st maarten regatta header
    Coastal

    St Maarten Regatta

    10 Days from £2,499

    Join this exhilarating, week-long regatta, mixing none-too-serious but competitive yacht racing with wonderful Caribbean culture and events ashore.

    • Calendar icon

      Available

      Tuesday 2nd March 2027 - Thursday 11th March 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Montserrat
    Coastal

    The Mystery Islands of the Caribbean

    10 Days from £2,399

    Sail to places most travellers never see: Montserrat, Saba, Statia, Nevis, and Barbuda. Raw, beautiful islands, rich in history, character, and natural wonder. Volcanoes rise from the sea, pink-sand beaches stretch on with barely a footprint, and quiet anchorages offer solitude in these islands that most tourists never reach. From the buried city of Plymouth to the cloud forests of Saba and the wild shores of Barbuda, every island has its own story.

    • Calendar icon

      Available

      Tuesday 16th March 2027 - Thursday 25th March 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Yacht starling
    Coastal

    Sailing Skills & Mile Builder: Scotland - Ireland

    6 Days from £949

    This milebuilding passage between the beautiful west coast of Scotland and Ireland’s east coast gives you the chance to rack up significant coastal and offshore miles while gaining real world experience in tidal navigation, night sailing, radar use, watch-keeping, heavier weather and handling commercial traffic, all under the expert tuition of one of Rubicon 3’s skippers. The exact route is weather dependant but we aim toward 500 miles.

    • Calendar icon

      Available

      Monday 10th May 2027 - Saturday 15th May 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Yacht starling
    Coastal

    Sailing Skills & Mile Builder: Scotland - Ireland

    6 Days from £949

    This milebuilding passage between the beautiful west coast of Scotland and Ireland’s east coast gives you the chance to rack up significant coastal and offshore miles while gaining real world experience in tidal navigation, night sailing, radar use, watch-keeping, heavier weather and handling commercial traffic, all under the expert tuition of one of Rubicon 3’s skippers. The exact route is weather dependant but we aim toward 500 miles.

    • Calendar icon

      Available

      Monday 17th May 2027 - Saturday 22nd May 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Yacht starling
    Coastal

    Sailing Skills & Mile Builder: Scotland - Ireland

    6 Days from £949

    This milebuilding passage between the beautiful west coast of Scotland and Ireland’s east coast gives you the chance to rack up significant coastal and offshore miles while gaining real world experience in tidal navigation, night sailing, radar use, watch-keeping, heavier weather and handling commercial traffic, all under the expert tuition of one of Rubicon 3’s skippers. The exact route is weather dependant but we aim toward 500 miles.

    • Calendar icon

      Available

      Monday 24th May 2027 - Saturday 29th May 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Yacht starling
    Coastal

    Sailing Skills & Mile Builder: Scotland - Ireland

    6 Days from £949

    This milebuilding passage between the beautiful west coast of Scotland and Ireland’s east coast gives you the chance to rack up significant coastal and offshore miles while gaining real world experience in tidal navigation, night sailing, radar use, watch-keeping, heavier weather and handling commercial traffic, all under the expert tuition of one of Rubicon 3’s skippers. The exact route is weather dependant but we aim toward 500 miles.

    • Calendar icon

      Available

      Monday 31st May 2027 - Saturday 5th June 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Duart Castle
    Coastal

    Scotland’s Mystical Isles: A Hebridean Sailing Adventure

    5 Days from £949

    Join this short but stunning sailing trip exploring Scotland’s wild west coast. Sail through the breathtaking Hebrides, discovering remote islands, dramatic coastlines, and historic anchorages. Experience incredible wildlife, unspoiled nature, and exhilarating sailing in one of the most beautiful regions of the world.

    • Calendar icon

      Available

      Monday 14th June 2027 - Friday 18th June 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Greenland nuuk 1000
    Coastal

    West Coast of Greenland and Disko Bay Expedition

    12 Days from £2,799

    Sail Greenland’s west coast between Nuuk and Aasiaat on this high-latitude adventure through vast fjords, remote settlements, and the iceberg-strewn waters of Disko Bay. Anchor beneath 2,000-metre peaks in Eternity Fjord, visit traditional fishing villages like Kangaamiut and Sarqaq, and watch humpbacks feed among drifting ice. Explore volcanic Disko Island and colourful Aasiaat. Ice, wildlife, and raw Arctic beauty make this a once in a lifetime experience.

    • Calendar icon

      Available

      Tuesday 15th June 2027 - Saturday 26th June 2027
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Greenland nuuk 1000
    Coastal

    West Coast of Greenland and Disko Bay Expedition

    12 Days from £2,799

    Sail Greenland’s west coast between Nuuk and Aasiaat on this high-latitude adventure through vast fjords, remote settlements, and the iceberg-strewn waters of Disko Bay. Anchor beneath 2,000-metre peaks in Eternity Fjord, visit traditional fishing villages like Kangaamiut and Sarqaq, and watch humpbacks feed among drifting ice. Explore volcanic Disko Island and colourful Aasiaat. Ice, wildlife, and raw Arctic beauty make this a once in a lifetime experience.

    • Calendar icon

      Available

      Tuesday 29th June 2027 - Saturday 10th July 2027
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • lofotens 2560
    Coastal

    Arctic Paradise: Norway's Lofoten Islands

    12 Days from £2,499

    Spectacularly beautiful sailing and exploring in the UNESCO world heritage region of Norway's Lofoten Islands. Soaring mountains, sheltered inlets, rich in wildlife  - a magical adventure.

    • Calendar icon

      Available

      Monday 5th July 2027 - Friday 16th July 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • lofotens 2560
    Coastal

    Arctic Paradise: Norway's Lofoten Islands

    12 Days from £2,499

    Spectacularly beautiful sailing and exploring in the UNESCO world heritage region of Norway's Lofoten Islands. Soaring mountains, sheltered inlets, rich in wildlife  - a magical adventure.

    • Calendar icon

      Available

      Monday 05th July 2027 - Friday 16th July 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • lofotens 2560
    Coastal

    Arctic Paradise: Norway's Lofoten Islands

    12 Days from £2,499

    Spectacularly beautiful sailing and exploring in the UNESCO world heritage region of Norway's Lofoten Islands. Soaring mountains, sheltered inlets, rich in wildlife  - a magical adventure.

    • Calendar icon

      Available

      Monday 19th July 2027 - Friday 30th July 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • sailing yacht svalbard
    Offshore

    Polar Explorer: Norway to the Wilds of Svalbard

    12 Days from £2,999

    Embark on a breathtaking sailing adventure from Norway to Svalbard. Discover majestic glaciers, encounter Arctic wildlife, and experience the magic of the polar regions. Join us for an unforgettable journey through some of the most pristine and remote landscapes on Earth.

    • Calendar icon

      Available

      Monday 19th July 2027 - Friday 30th July 2027
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • svalbard polar bear
    Coastal

    The Polar Wild: Exploring Svalbard

    12 Days from £2,999

    Once in a lifetime sailing adventure exploring Svalbard. Encounter polar bears, majestic glaciers, and untouched Arctic landscapes, where the midnight sun guides you through the wild, pristine beauty of the Arctic.

    • Calendar icon

      Available

      Monday 2nd August 2027 - Friday 13th August 2027
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • lofotens 2560
    Coastal

    Arctic Paradise: Norway's Lofoten Islands

    12 Days from £2,499

    Spectacularly beautiful sailing and exploring in the UNESCO world heritage region of Norway's Lofoten Islands. Soaring mountains, sheltered inlets, rich in wildlife  - a magical adventure.

    • Calendar icon

      Available

      Monday 02nd August 2027 - Friday 13th August 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • svalbard polar bear
    Coastal

    The Polar Wild: Exploring Svalbard

    12 Days from £2,999

    Once in a lifetime sailing adventure exploring Svalbard. Encounter polar bears, majestic glaciers, and untouched Arctic landscapes, where the midnight sun guides you through the wild, pristine beauty of the Arctic.

    • Calendar icon

      Available

      Monday 16th August 2027 - Friday 27th August 2027
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • lofotens 2560
    Coastal

    Arctic Paradise: Norway's Lofoten Islands

    12 Days from £2,499

    Spectacularly beautiful sailing and exploring in the UNESCO world heritage region of Norway's Lofoten Islands. Soaring mountains, sheltered inlets, rich in wildlife  - a magical adventure.

    • Calendar icon

      Available

      Monday 16th August 2027 - Friday 27th August 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Duart Castle
    Coastal

    Scotland’s Mystical Isles: A Hebridean Sailing Adventure

    5 Days from £949

    Join this short but stunning sailing trip exploring Scotland’s wild west coast. Sail through the breathtaking Hebrides, discovering remote islands, dramatic coastlines, and historic anchorages. Experience incredible wildlife, unspoiled nature, and exhilarating sailing in one of the most beautiful regions of the world.

    • Calendar icon

      Available

      Tuesday 17th August 2027 - Saturday 21st August 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Duart Castle
    Coastal

    Scotland’s Mystical Isles: A Hebridean Sailing Adventure

    5 Days from £949

    Join this short but stunning sailing trip exploring Scotland’s wild west coast. Sail through the breathtaking Hebrides, discovering remote islands, dramatic coastlines, and historic anchorages. Experience incredible wildlife, unspoiled nature, and exhilarating sailing in one of the most beautiful regions of the world.

    • Calendar icon

      Available

      Tuesday 24th August 2027 - Saturday 28th August 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • northern lights iceland
    Coastal

    Chasing the Northern Lights: Iceland, Faroe Islands, and Scotland

    12 Days from £2,499

    Late-season sailing for our best chance to witness the northern lights, this unforgettable adventure begins on Iceland’s remote and spectacular east coast, with its dramatic fjords and ice-capped mountains. You’ll cross to the Faroe Islands, one of Europe’s most hauntingly beautiful and rarely visited outposts, spending time to explore its wild, windswept landscapes. Finally, sail south to Scotland, stepping ashore in a land of castles, world-famous whisky, and breathtaking coastal scenery.

    • Calendar icon

      Available

      Monday 13th September 2027 - Friday 24th September 2027
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Norway, Iceland & The Arctic
  • Duart Castle
    Coastal

    Scotland’s Mystical Isles: A Hebridean Sailing Adventure

    5 Days from £949

    Join this short but stunning sailing trip exploring Scotland’s wild west coast. Sail through the breathtaking Hebrides, discovering remote islands, dramatic coastlines, and historic anchorages. Experience incredible wildlife, unspoiled nature, and exhilarating sailing in one of the most beautiful regions of the world.

    • Calendar icon

      Available

      Monday 27th September 2027 - Friday 1st October 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland
  • Sailing in the Irish Sea
    Masterclass

    England-Scotland: Passage Making Masterclass

    12 Days from £2,299

    Go beyond RYA and ASA qualifications – because real learning starts after the certificates end. Learn from the Rubicon 3 skippers on the demanding passages between England and Scotland, mixing coastal and offshore sailing. Navigate tidal gates, shipping lanes, and challenging routes. Sail at night, anchor in unfamiliar waters, and learn to plan passages and make decisions for real. Turn theory into practice and gain the essential, hands-on experience every sailor needs to take the next step with real confidence.

    • Calendar icon

      Available

      Monday 27th September 2027 - Friday 8th October 2027
    • Medal icon
      Experience: Day Skipper +
    • Pin icon
      Region: UK & Ireland
  • sailing yacht bluejay
    Coastal

    Sailing Skills & Mile Builder: Scotland - England

    7 Days from £999

    Sailing Mile Builder between Scotland's west coast & England. Wonderful sailing and a chance to learn sail trim, seamanship, navigation and seamanship from the expert Rubicon 3 skippers

    • Calendar icon

      Available

      Saturday 2nd October 2027 - Friday 8th October 2027
    • Medal icon
      Experience: None
    • Pin icon
      Region: UK & Ireland