Expedition Sailing Holidays

Our expedition sailing holidays are designed to take you on a thrilling journey to discover some of the world’s most stunning and remote locations. From exploring the Arctic wilderness, navigating through the most remote islands of Scotland, or building your sea miles on an ocean crossing, join our expedition sailing holidays for the adventure of a lifetime.

We have found 57 voyages with berths available.

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Offshore Sailing from Devon to Rotterdam

Sail with Cherokee from Devon, along the coast of the UK before crossing the English Channel to Rotterdam.
  • Date: 3 October 2023
  • Vessel: Cherokee
  • Duration: 9 days
  • Where: Devon/Netherlands

Whale watching & Northern Light Sailing in Norway

Enjoy whale watching and northern lights in Northern Norway with expedition yacht Valiente.
  • Date: 22 November 2023
  • Vessel: Valiente
  • Duration: 5 days
  • Where: Tromsø, Norway

Luxury Sailing in Cape Verde

Explore the tropical archipelago of Cape Verde with 8 days, all-inclusive luxury sailing on classic yacht Chronos.
  • Date: 26 November 2023
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Cape Verde

Offshore Ocean Passage from Tenerife to the Caribbean

Sail with luxury yacht Rhea from Tenerife, across the Atlantic Ocean to the Caribbean island of St Martin.
  • Date: 28 November 2023
  • Vessel: Rhea
  • Duration: 23 days
  • Where: Canaries/Caribbean

Whale watching & Northern Light Sailing in Norway

Enjoy whale watching and northern lights in Northern Norway with expedition yacht Valiente.
  • Date: 6 December 2023
  • Vessel: Valiente
  • Duration: 5 days
  • Where: Tromsø, Norway

Whale watching & Northern Light Sailing in Norway

Enjoy whale watching and northern lights in Northern Norway with expedition yacht Valiente.
  • Date: 13 December 2023
  • Vessel: Valiente
  • Duration: 5 days
  • Where: Tromsø, Norway

Whale watching & Northern Light Sailing in Norway

Enjoy whale watching and northern lights in Northern Norway with expedition yacht Valiente.
  • Date: 17 January 2024
  • Vessel: Valiente
  • Duration: 5 days
  • Where: Tromsø, Norway

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 5 April 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

Tall Ship Sailing in the Orkney Islands

Explore the Outer Hebrides, Orkney Islands and Skye with tall ship the Flying Dutchman.
  • Date: 5 April 2024
  • Vessel: Flying Dutchman
  • Duration: 10 days
  • Where: Scotland

Offshore Sailing from the Netherlands to Dover

Join adventure yacht Steady as she sails from her homeport in Holland, crossing the North Sea to finish in the English port of Dover.
  • Date: 6 April 2024
  • Vessel: Steady
  • Duration: 7 days
  • Where: Netherlands/UK

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 12 April 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 19 April 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

Expedition Sailing from Tromsø to Svalbard

Sail from Tromsø to Svalbard via Bear island with expedition yacht Valiente.
  • Date: 25 April 2024
  • Vessel: Valiente
  • Duration: 8 days
  • Where: Norway/Svalbard

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 26 April 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

Offshore Sailing from Cornwall to Ireland

Sail with adventure yacht Steady as she swaps one Celtic coast for another with an offshore sailing experience from Cornwall to Ireland.
  • Date: 27 April 2024
  • Vessel: Steady
  • Duration: 10 days
  • Where: UK/Ireland

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 3 May 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

Adventure Sailing from Ireland to Scotland

Sail from Belfast to Scotland with adventure yacht Steady as she island hops through the inner Hebrides.
  • Date: 8 May 2024
  • Vessel: Steady
  • Duration: 8 days
  • Where: Ireland/Scotland

Ski & Sail Expedition in Svalbard

Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
  • Date: 10 May 2024
  • Vessel: Valiente
  • Duration: 7 days
  • Where: Svalbard, Norway

Sailing & Wildlife watching in the Inner Hebrides

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 16 May 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Sailing & Wildlife watching in the Outer Hebrides

Discover the myth shrouded Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 24 May 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Ski & Sail Expedition in Svalbard

Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
  • Date: 25 May 2024
  • Vessel: Valiente
  • Duration: 9 days
  • Where: Svalbard, Norway

Sailing in Svalbard; Arctic Spring

Discover the beauty of the Arctic wilderness from Svalbard on tall ship Noorderlicht.
  • Date: 26 May 2024
  • Vessel: Noorderlicht
  • Duration: 8 days
  • Where: Svalbard, Norway

Sailing in Svalbard; Arctic Spring

Discover the beauty of the Arctic wilderness from Svalbard on tall ship Noorderlicht.
  • Date: 2 June 2024
  • Vessel: Noorderlicht
  • Duration: 8 days
  • Where: Svalbard, Norway

Ski & Sail Expedition in Svalbard

Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
  • Date: 3 June 2024
  • Vessel: Valiente
  • Duration: 9 days
  • Where: Svalbard, Norway

Tall Ship Sailing the Outer Hebrides & St Kilda

Sail to the Outer Hebrides, Shiant Islands and remote UNESCO world heritage site of St Kilda on the West coast of Scotland with tall ship Blue Clipper.
  • Date: 3 June 2024
  • Vessel: Blue Clipper
  • Duration: 8 days
  • Where: Oban, Scotland

Sailing Adventure to St Kilda

Sail with expedition yacht Zuza to the UNESCO world heritage island of St Kilda off the West coast of Scotland.
  • Date: 6 June 2024
  • Vessel: Zuza
  • Duration: 10 days
  • Where: Oban, Scotland

Sailing in Svalbard; Arctic Spring

Discover the beauty of the Arctic wilderness from Svalbard on tall ship Noorderlicht.
  • Date: 9 June 2024
  • Vessel: Noorderlicht
  • Duration: 8 days
  • Where: Svalbard, Norway

Sailing & Wildlife watching in the Inner Hebrides

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 17 June 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Sustainable Sailing in Svalbard, Norway

Spend 11 days sailing and exploring the Arctic archipelago of Svalbard with sustainable tall ship Noorderlicht.
  • Date: 18 June 2024
  • Vessel: Noorderlicht
  • Duration: 11 days
  • Where: Svalbard, Norway

Sailing in the Outer Hebrides & St Kilda

Journey with Scottish yacht Stravaigin as she explores the magic of the Outer Hebrides & St Kilda under sail.
  • Date: 21 June 2024
  • Vessel: Stravaigin
  • Duration: 10 days
  • Where: Outer Hebrides, Scotland

Arctic Circle sailing; Svalbard Expedition

Explore the fascinating fjords and glaciers of the fragile Arctic archipelago of Svalbard with expedition yacht Valiente.
  • Date: 22 June 2024
  • Vessel: Valiente
  • Duration: 10 days
  • Where: Svalbard, Norway

Sailing & Wildlife watching in the Outer Hebrides

Discover the myth shrouded Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza as she sails from Oban to Mallaig.
  • Date: 24 June 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Sailing Expedition in Svalbard; 16 day circumnavigation

Spend 16 days circumnavigating the Arctic wonders of Svalbard with tall ship Noorderlicht.
  • Date: 30 June 2024
  • Vessel: Noorderlicht
  • Duration: 16 days
  • Where: Svalbard, Norway

Sailing Skye, The Small Isles & the Outer Hebrides

Explore the Isle of Skye, Small Isles & the Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 2 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Mallaig, Scotland

Arctic Circle sailing; Svalbard Expedition

Explore the fascinating fjords and glaciers of the fragile Arctic archipelago of Svalbard with expedition yacht Valiente.
  • Date: 2 July 2024
  • Vessel: Valiente
  • Duration: 10 days
  • Where: Svalbard, Norway

Sailing Skye, The Small Isles & the Outer Hebrides

Explore the Isle of Skye, Small Isles & the Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 9 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Mallaig, Scotland

Sailing Expedition in Svalbard; 16 day circumnavigation

Spend 16 days circumnavigating the Arctic wonders of Svalbard with tall ship Noorderlicht.
  • Date: 15 July 2024
  • Vessel: Noorderlicht
  • Duration: 16 days
  • Where: Svalbard, Norway

Sailing Skye, The Small Isles & the Outer Hebrides

Explore the Isle of Skye, Small Isles & the Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 17 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Mallaig, Scotland

Tall Ship Sailing in the Hebrides

Explore the Inner Hebrides on tall ship Flying Dutchman as she sails from Oban to Ullapool.
  • Date: 19 July 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Scotland

Sailing Skye, The Small Isles & the Outer Hebrides

Explore the Isle of Skye, Small Isles & the Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 24 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Mallaig, Scotland

Explore the Outer Hebrides & St Kilda

Explore the Outer Hebrides and UNESCO archipelago of St Kilda with traditional tall ship the Flying Dutchman.
  • Date: 26 July 2024
  • Vessel: Flying Dutchman
  • Duration: 9 days
  • Where: Ullapool, Scotland

Sailing Svalbard Expedition; around Spitsbergen

Discover the land of the midnight sun with an expedition sailing holiday in the Arctic Circle around the archipelago of Svalbard.
  • Date: 28 July 2024
  • Vessel: Valiente
  • Duration: 12 days
  • Where: Svalbard, Norway

Sailing Adventure to St Kilda

Sail with expedition yacht Zuza to the UNESCO world heritage island of St Kilda off the West coast of Scotland from Mallaig to Oban.
  • Date: 1 August 2024
  • Vessel: Zuza
  • Duration: 10 days
  • Where: Mallaig, Scotland

Explore the Outer Hebrides & St Kilda

Explore the Outer Hebrides and UNESCO archipelago of St Kilda with traditional tall ship the Flying Dutchman.
  • Date: 3 August 2024
  • Vessel: Flying Dutchman
  • Duration: 9 days
  • Where: Ullapool, Scotland

Sailing Svalbard Expedition around Spitsbergen

Discover the land of the midnight sun with an expedition sailing holiday in the Arctic Circle around the archipelago of Svalbard.
  • Date: 9 August 2024
  • Vessel: Valiente
  • Duration: 12 days
  • Where: Svalbard, Norway

Tall Ship Sailing & Wildlife Watching in the Hebrides

Join tall ship Flying Dutchman as she sails from Ullapool via the Shiants and Small Isles before finishing in Oban.
  • Date: 11 August 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Ullapool, Scotland

Sailing & Wildlife watching in the Inner Hebrides

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 12 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Sailing Expedition in Svalbard; 16 day circumnavigation

Spend 16 days circumnavigating the Arctic wonders of Svalbard with tall ship Noorderlicht.
  • Date: 15 August 2024
  • Vessel: Noorderlicht
  • Duration: 16 days
  • Where: Svalbard, Norway

Sailing & Wildlife watching Inner Hebridean Islands

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 20 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Expedition Sailing; Svalbard, Greenland & Iceland

Discover Arctic waters as you sail with expedition boat Valiente from Svalbard, to Greenland and on to the shores of Iceland.
  • Date: 22 August 2024
  • Vessel: Valiente
  • Duration: 13 days
  • Where: Svalbard/Iceland

Offshore Sailing Adventure from Cornwall to Spain

Sail with tall ship Blue Clipper for an ocean crossing experience from Falmouth, Cornwall to La Coruna, Spain.
  • Date: 24 August 2024
  • Vessel: Blue Clipper
  • Duration: 10 days
  • Where: Cornwall, Spain

Sailing & Wildlife watching in the Inner Hebrides

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 30 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Adventure Sailing in Svalbard, Norway

Explore the fragile archipelago of Svalbard with a sustainable sailing holiday on tall ship Noorderlicht.
  • Date: 1 September 2024
  • Vessel: Noorderlicht
  • Duration: 8 days
  • Where: Svalbard, Norway

Adventure Sailing in Svalbard, Norway

Explore the fragile archipelago of Svalbard with a sustainable sailing holiday on tall ship Noorderlicht.
  • Date: 8 September 2024
  • Vessel: Noorderlicht
  • Duration: 8 days
  • Where: Svalbard, Norway

Adventure Sailing in Svalbard, Norway

Explore the fragile archipelago of Svalbard with a sustainable sailing holiday on tall ship Noorderlicht.
  • Date: 15 September 2024
  • Vessel: Noorderlicht
  • Duration: 8 days
  • Where: Svalbard, Norway

Adventure Sailing in Svalbard, Norway

Explore the fragile archipelago of Svalbard with a sustainable sailing holiday on tall ship Noorderlicht.
  • Date: 22 September 2024
  • Vessel: Noorderlicht
  • Duration: 8 days
  • Where: Svalbard, Norway

Offshore Sailing Passage from Tenerife to Martinique

Sail with the crew of Rhea as they set sail from Tenerife to the island of Martinique in the Caribbean.
  • Date: 28 November 2024
  • Vessel: Rhea
  • Duration: 23 days
  • Where: Tenerife/Caribbean
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