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 85 voyages with berths available.
Show prices in EuroSailing the Outer Hebrides; Isles of Lewis & Harris
Journey to the myth shrouded Outer Hebrides of Scotland with expedition yacht Zuza. Explore the remote Shiants and the Isles of Lewis, Harris & Skye.
- Date: 24 May 2024
- Vessel: Zuza
- Duration: 7 days
- Where: Oban, Scotland
- Board type: Full Board
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
- Board type: Full Board
Sailing & Wildlife watching in the Outer Hebrides
Journey to the myth shrouded Outer Hebrides of Scotland with expedition yacht Zuza. Explore the remote Shiants and the Isles of Lewis, Harris & Skye.
- Date: 17 June 2024
- Vessel: Zuza
- Duration: 7 days
- Where: Oban, Scotland
- Board type: Full Board
Adventure Sailing from Holland to Iceland via Orkney
Set sail from Tecla's homeport in the Netherlands as you explore the breathtaking Orkneys, Shetlands, and Faroe Islands before an open-water crossing of Iceland.
- Date: 19 June 2024
- Vessel: Tecla
- Duration: 22 days
- Where: Netherlands/Iceland
- Board type: Full Board
Sailing Skye, The Small Isles & the Outer Hebrides
Sail from Mallaig on the west coast of Scotland as you explore the Outer Hebridean islands of Lewis and Harris with yacht Zuza.
- Date: 2 July 2024
- Vessel: Zuza
- Duration: 7 days
- Where: Scotland
- Board type: Full Board
Discover the Outer Hebrides, Skye & the Small Isles
Sail from Mallaig on the west coast of Scotland as you explore the Outer Hebridean islands of Lewis and Harris with yacht Zuza.
- Date: 9 July 2024
- Vessel: Zuza
- Duration: 7 days
- Where: Scotland
- Board type: Full Board
Sailing Skye, The Small Isles & the Outer Hebrides
Sail from Mallaig on the west coast of Scotland as you explore the Outer Hebridean islands of Lewis and Harris with yacht Zuza.
- Date: 17 July 2024
- Vessel: Zuza
- Duration: 7 days
- Where: Scotland
- Board type: Full Board
Sailing the Isles Lewis & Harris in the Outer Hebrides
Sail from Mallaig on the west coast of Scotland as you explore the Outer Hebridean islands of Lewis and Harris with yacht Zuza.
- Date: 24 July 2024
- Vessel: Zuza
- Duration: 7 days
- Where: Scotland
- Board type: Full Board
Tall ship Sailing Outer Hebrides and 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: 27 July 2024
- Vessel: Blue Clipper
- Duration: 8 days
- Where: Mallaig, Scotland
- Board type: Full Board
Sailing Adventure to St Kilda, Scotland
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: Scotland
- Board type: Full Board
Scotland to Norway Adventure via Orkney and Shetland islands
Follow in the footsteps of the vikings as Valiente sails from the West coast of Scotland, to the Orkney and Shetland islands before finishing in Bergen, Norway.
- Date: 24 September 2024
- Vessel: Valiente
- Duration: 15 days
- Where: Scotland/Norway
- Board type: Full Board
Expedition Sailing Adventure to Antarctica & South Georgia
Sail with Tecla on a voyage of a lifetime as she sails from South America to discover the icy wilderness of Antarctica and South Georgia.
- Date: 13 January 2025
- Vessel: Tecla
- Duration: 40 days
- Where: Falklands/Antarctica/Chile
- Board type: Full Board
Expedition Sailing Adventure from Chile to Antarctica
Sail with Tecla on a voyage of a lifetime as she sails from Chile to discover the icy wilderness of Antarctica.
- Date: 23 February 2025
- Vessel: Tecla
- Duration: 22 days
- Where: Chile/Antarctica
- Board type: Full Board
Adventure Sailing through Chile & Patagonia
Sail with expedition boat Tecla as she explores the coasts, fjords and mountains of Chile and Patagonia.
- Date: 28 March 2025
- Vessel: Tecla
- Duration: 13 days
- Where: Chile/Patagonia
- Board type: Full Board
Adventure Sailing to Easter Island
Join expedition boat Tecla in Chile as she sails into the Pacific Ocean to Easter Island.
- Date: 10 April 2025
- Vessel: Tecla
- Duration: 21 days
- Where: Chile
- Board type: Full Board
Offshore Sailing from the Netherlands to Inverness
Join adventure yacht Steady as she sails from her homeport in Holland, crossing the North Sea to finish in the Scottish port of Inverness.
- Date: 11 April 2025
- Vessel: Steady
- Duration: 11 days
- Where: Netherlands/Scotland
- Board type: Full Board
Expedition Sailing from Tromsø to Svalbard
Sail from the Arctic Circle from Tromsø to Svalbard via Bear island with expedition yacht Valiente.
- Date: 25 April 2025
- Vessel: Valiente
- Duration: 8 days
- Where: Norway/Svalbard
- Board type: Full Board
Adventure Sailing in French Polynesia
Join expedition boat Tecla on Easter Island as she sails into the Pacific Ocean to explore French Polynesia, finishing in Tahiti.
- Date: 2 May 2025
- Vessel: Tecla
- Duration: 30 days
- Where: French Polynesia
- Board type: Full Board
Ski & Sail Expedition in Svalbard
Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
- Date: 9 May 2025
- Vessel: Valiente
- Duration: 7 days
- Where: Svalbard, Norway
- Board type: Full Board
Ski & Sail Expedition in Svalbard
Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
- Date: 16 May 2025
- Vessel: Valiente
- Duration: 7 days
- Where: Svalbard, Norway
- Board type: Full Board
Ski & Sail Expedition in Svalbard
Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
- Date: 23 May 2025
- Vessel: Valiente
- Duration: 9 days
- Where: Svalbard, Norway
- Board type: Full Board
Sailing the Outer Hebrides & St Kilda
Discover the Outer Hebrides, Mingulay & the UNESCO World Heritage site of St Kilda under sail with the tall ship Bessie Ellen.
- Date: 28 May 2025
- Vessel: Bessie Ellen
- Duration: 10 days
- Where: Scotland
- Board type: Full Board
Ski & Sail Expedition in Svalbard
Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
- Date: 1 June 2025
- Vessel: Valiente
- Duration: 9 days
- Where: Svalbard, Norway
- Board type: Full Board
South Pacific Ocean Sailing from Tahiti to Hawaii
Discover the Pacific Islands with expedition boat Tecla as you enjoy a hands-on sailing adventure from Tahiti to Hawaii.
- Date: 2 June 2025
- Vessel: Tecla
- Duration: 28 days
- Where: South Pacific
- Board type: Full Board
Sailing the Outer Hebrides & St Kilda
Discover the Outer Hebrides, Mingulay & the UNESCO World Heritage site of St Kilda under sail with the tall ship Bessie Ellen.
- Date: 7 June 2025
- Vessel: Bessie Ellen
- Duration: 10 days
- Where: Scotland
- Board type: Full Board
Expedition Sailing from Iceland to Greenland
Set sail with Valiente for an offshore sailing adventure from Iceland to explore the south coast of Greenland.
- Date: 1 July 2025
- Vessel: Valiente
- Duration: 11 days
- Where: Iceland/Greenland
- Board type: Full Board
Pacific Ocean Sailing from Hawaii to Alaska
Sail the Pacific Ocean from Hawaii to Alaska for a hands-on adventure on expedition boat Tecla.
- Date: 1 July 2025
- Vessel: Tecla
- Duration: 25 days
- Where: Hawaii/Alaska
- Board type: Full Board
Sailing in the Outer Hebrides
Explore the Outer Hebrides and the remote Shiant islands on the West Coast of Scotland with expedition yacht Steady.
- Date: 10 July 2025
- Vessel: Steady
- Duration: 8 days
- Where: Ullapool, Scotland
- Board type: Full Board
Adventure Sailing in Greenland
Sail the south west coast of Greenland from Narsarsuaq to Nuuk, discovering its fjords, mountains and glaciers with expedition yacht Valiente.
- Date: 11 July 2025
- Vessel: Valiente
- Duration: 8 days
- Where: Greenland
- Board type: Full Board
Adventure Sailing in Greenland
Sail the West coast of Greenland from Nuuk to Illulissat with expedition yacht Valiente.
- Date: 19 July 2025
- Vessel: Valiente
- Duration: 8 days
- Where: Greenland
- Board type: Full Board
Sailing in the Hebrides; Skye & the Small Isles
Discover the West coast of Scotland with yacht Steady as she explores Skye and the Small Isles under sail.
- Date: 21 July 2025
- Vessel: Steady
- Duration: 11 days
- Where: Hebrides, Scotland
- Board type: Full Board
Adventure Sailing on the West Coast of Greenland
Sail the fjords, mountains and glaciers of the West coast of Greenland from Illulissat with expedition yacht Valiente.
- Date: 27 July 2025
- Vessel: Valiente
- Duration: 8 days
- Where: Greenland
- Board type: Full Board
Expedition Sailing Adventure from Alaska to Greenland
Embark on a once-in-a-lifetime experience as you attempt to sail the North West passage from Alaska to Greenland with expedition boat Tecla.
- Date: 27 July 2025
- Vessel: Tecla
- Duration: 52 days
- Where: Alaska/Greenland
- Board type: Full Board
Adventure Sailing on the West Coast of Greenland
Sail the fjords, mountains and glaciers of the West coast of Greenland from Illulissat with expedition yacht Valiente.
- Date: 4 August 2025
- Vessel: Valiente
- Duration: 8 days
- Where: Greenland
- Board type: Full Board
Adventure Sailing on the West Coast of Greenland
Sail the fjords, mountains and glaciers of the West coast of Greenland from Illulissat with expedition yacht Valiente.
- Date: 12 August 2025
- Vessel: Valiente
- Duration: 8 days
- Where: Greenland
- Board type: Full Board
Expedition Sailing in Greenland
Sail the West coast of Greenland from Illulissat to Narsarsuaq with expedition yacht Valiente.
- Date: 20 August 2025
- Vessel: Valiente
- Duration: 13 days
- Where: Greenland
- Board type: Full Board
Adventure Sailing Holiday in the Lofoten Islands
Discover the breathtaking Lofoten Islands of Norway with a sailing adventure on modern yacht Humla.
- Date: 20 August 2025
- Vessel: Humla
- Duration: 8 days
- Where: Norway
- Board type: Full Board
Expedition Sailing from Greenland to Iceland
Sail with expedition yacht Valiente from the south coast of Greenland to the capital of Iceland.
- Date: 2 September 2025
- Vessel: Valiente
- Duration: 11 days
- Where: Greenland/Iceland
- Board type: Full Board
Expedition Sailing from Iceland to Faroe and Scotland
Sail from the Arctic shores of Iceland to the Faroe Islands before finishing on West coast of Scotland with expedition vessel Valiente.
- Date: 13 September 2025
- Vessel: Valiente
- Duration: 15 days
- Where: Iceland/Scotland
- Board type: Full Board
Adventure Sailing in Greenland & Iceland
Set sail for the South of Greenland before an open water crossing to discover the black sandy shores of Iceland.
- Date: 18 September 2025
- Vessel: Tecla
- Duration: 17 days
- Where: Greenland/Iceland
- Board type: Full Board
Scotland to Norway Adventure via Orkney and Shetland islands
Follow in the footsteps of the vikings as Valiente sails from the West coast of Scotland, to the Orkney and Shetland islands before finishing in Bergen, Norway.
- Date: 3 October 2025
- Vessel: Valiente
- Duration: 15 days
- Where: Scotland/Norway
- Board type: Full Board
Adventure Sailing Iceland, Faroe & Orkney Islands
Set sail from Iceland as you explore the Faroe, Orkney and Shetland Islands before crossing into Harlingen, Netherlands.
- Date: 5 October 2025
- Vessel: Tecla
- Duration: 25 days
- Where: Iceland/Netherlands
- Board type: Full Board
Adventure Sailing on the West coast of Norway
Sail the West coast of Norway from Bergen to Trondheim for an adventure sailing holiday to remember.
- Date: 17 October 2025
- Vessel: Valiente
- Duration: 7 days
- Where: Norway
- Board type: Full Board
Whale watching & Northern Light Sailing in Norway
Join expedition yacht Valiente and experience the breathtaking beauty of whale watching and the northern lights in Northern Norway.
- Date: 5 November 2025
- Vessel: Valiente
- Duration: 5 days
- Where: North Norway
- Board type: Full Board
Whale watching & Northern Light Sailing in Norway
Join expedition yacht Valiente and experience the breathtaking beauty of whale watching and the northern lights in Northern Norway.
- Date: 19 November 2025
- Vessel: Valiente
- Duration: 5 days
- Where: North Norway
- Board type: Full Board
Luxury Sailing in Cape Verde
Explore the tropical archipelago of Cape Verde with a luxury sailing holiday on classic yacht Chronos.
- Date: 21 November 2025
- Vessel: Chronos
- Duration: 13 days
- Where: Cape Verde
- Board type: Full Board
Atlantic Crossing Sailing Adventure; Tenerife to Martinique
Cross the Atlantic Ocean with a sailing adventure onboard luxury yacht Rhea from Tenerife to the Caribbean island of Martinique.
- Date: 29 November 2025
- Vessel: Rhea
- Duration: 22 days
- Where: Tenerife/Caribbean
- Board type: Full Board
Whale watching & Northern Light Sailing in Norway
Join expedition yacht Valiente and experience the breathtaking beauty of whale watching and the northern lights in Northern Norway.
- Date: 3 December 2025
- Vessel: Valiente
- Duration: 5 days
- Where: North Norway
- Board type: Full Board