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 75 voyages with berths available.
Show pricesOffshore Atlantic Crossing from Portugal to Barbados – Leg 1 & 2
Sail the Atlantic with traditional tall ship Blue Clipper as she sails from Portugal to the Caribbean island of Barbados.
- Date: 4 November 2024
- Vessel: Blue Clipper
- Duration: 43 days
- Where: Portugal/Barbados
- Board type: Full Board
Offshore Sailing Adventure from Portugal to Tenerife
Immerse yourself into life at sea on the traditional tall ship Blue Clipper as she sails from Portugal to Tenerife in the Canary Islands in her first leg to cross the Atlantic.
- Date: 4 November 2024
- Vessel: Blue Clipper
- Duration: 10 days
- Where: Portugal/Tenerife
- Board type: Full Board
Atlantic Crossing from Tenerife to Barbados & Christmas in St Lucia
Immerse yourself into life at sea for an Atlantic crossing on the traditional tall ship Blue Clipper as she sails from Tenerife to Barbados and across to St Lucia for Christmas.
- Date: 17 November 2024
- Vessel: Blue Clipper
- Duration: 41 days
- Where: Tenerife/St Lucia
- Board type: Full Board
Tall Ship Atlantic Crossing Adventure from Tenerife to Barbados
Immerse yourself into life at sea for an Atlantic crossing on traditional tall ship Blue Clipper as she sails from Tenerife to Barbados.
- Date: 17 November 2024
- Vessel: Blue Clipper
- Duration: 30 days
- Where: Tenerife/Barbados
- Board type: Full Board
In the footsteps of Shackleton: Antarctica & South Georgia Expedition
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
Whale watching & Northern Lights Sailing Holiday in Norway
Join expedition yacht Valiente and experience the breathtaking beauty of whale watching and the northern lights in Northern Norway.
- Date: 15 January 2025
- Vessel: Valiente
- Duration: 5 days
- Where: North Norway
- Board type: Full Board
Lofoten Island Winter Sailing Expedition
Discover the breathtaking Lofoten Islands of Norway with a winter sailing adventure on modern yacht Humla.
- Date: 12 February 2025
- Vessel: Humla
- Duration: 7 days
- Where: Norway
- Board type: Full Board
Offshore Atlantic Crossing from Antigua to Portugal – Leg 1 & 2
Sail the Atlantic Ocean with traditional tall ship Blue Clipper as she sails from the Caribbean island of Antigua to Portugal.
- Date: 15 February 2025
- Vessel: Blue Clipper
- Duration: 41 days
- Where: Antigua/Portugal
- Board type: Full Board
Offshore Atlantic Crossing from Antigua to the Azores – Leg 1
Sail the Atlantic Ocean with traditional tall ship Blue Clipper as she sails from the Caribbean island of Antigua to the Azores.
- Date: 15 February 2025
- Vessel: Blue Clipper
- Duration: 28 days
- Where: Antigua/Azores
- Board type: Full Board
Antarctica Expedition: 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
Ski & Sail in the Lofoten Islands
Join adventure yacht Humla for a Ski and Sail expedition in the Lofoten Islands, Norway.
- Date: 26 February 2025
- Vessel: Humla
- Duration: 7 days
- Where: Norway
- Board type: Full Board
Ski & Sail in the Lofoten Islands
Join adventure yacht Humla for a Ski and Sail expedition in the Lofoten Islands, Norway.
- Date: 5 March 2025
- Vessel: Humla
- Duration: 5 days
- Where: Norway
- Board type: Full Board
Ski & Sail in the Lofoten Islands
Join adventure yacht Humla for a Ski and Sail expedition in the Lofoten Islands, Norway.
- Date: 12 March 2025
- Vessel: Humla
- Duration: 5 days
- Where: Norway
- Board type: Full Board
Offshore Atlantic Sailing from the Azores to Portugal – Leg 2
Sail the Atlantic Ocean with traditional tall ship Blue Clipper as she sails from the Atlantic archipelago of the Azores to the coast of mainland Portugal.
- Date: 18 March 2025
- Vessel: Blue Clipper
- Duration: 10 days
- Where: Portugal
- Board type: Full Board
South America Sailing Adventure 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
Pacific Ocean Adventure Sailing from Chile 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
Expedition across the Barents Sea: 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
Offshore Sailing Portugal to Cornwall
Sail with tall ship Blue Clipper for an Ocean mile builder from the South coast of Portugal to Cornwall.
- Date: 5 May 2025
- Vessel: Blue Clipper
- Duration: 11 days
- Where: Portugal/Cornwall
- Board type: Full Board
Sailing 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: 23 May 2025
- Vessel: Zuza
- Duration: 7 days
- Where: Oban, Scotland
- Board type: Full Board
Remote Scotland: Outer Hebrides & St Kilda Tall Ship Explorer
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: 25 May 2025
- Vessel: Blue Clipper
- Duration: 10 days
- Where: Oban, Scotland
- Board type: Full Board
Historic Sailing Adventure; 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
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: 31 May 2025
- Vessel: Stravaigin
- Duration: 10 days
- Where: Oban, Scotland
- Board type: Full Board
Svalbard Sailing Explorer: Arctic Wildlife Expedition
Explore the glaciers, fjords and mountains on Svalbard’s northwest coast with expedition yacht Valiente.
- Date: 1 June 2025
- Vessel: Valiente
- Duration: 8 days
- Where: Svalbard, Norway
- Board type: Full Board
South Pacific Island Sailing Holiday 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
Expedition Sailing Adventure to St Kilda & the Outer Islands
Sail with expedition yacht Zuza to the UNESCO world heritage island of St Kilda off the West coast of Scotland.
- Date: 5 June 2025
- Vessel: Zuza
- Duration: 10 days
- Where: Oban, Scotland
- Board type: Full Board
Historic Sailing Adventure; 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
Arctic Circle Sailing Expedition: Svalbard at the Polar Edge
Explore the fascinating fjords and glaciers of the fragile Arctic archipelago of Svalbard with expedition yacht Valiente.
- Date: 9 June 2025
- Vessel: Valiente
- Duration: 10 days
- Where: Svalbard, Norway
- Board type: Full Board
Remote Scotland: Outer Hebrides & St Kilda Tall Ship Explorer
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: 17 June 2025
- Vessel: Blue Clipper
- Duration: 9 days
- Where: Oban, Scotland
- Board type: Full Board
Arctic Ocean Expedition & Uninhabited Islands: Svalbard & Jan Mayen to Iceland
Discover Arctic waters as you sail with expedition boat Valiente from Svalbard to hike the summit of Mount Beerenburg on the island of Jan Mayen before sailing to finish in Iceland.
- Date: 19 June 2025
- Vessel: Valiente
- Duration: 12 days
- Where: Svalbard/Iceland
- Board type: Full Board
Sailing 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: 21 June 2025
- Vessel: Zuza
- Duration: 7 days
- Where: Oban, Scotland
- Board type: Full Board
Expedition Sailing Adventure to St Kilda & the Outer Islands
Sail with expedition yacht Zuza to the UNESCO world heritage island of St Kilda off the West coast of Scotland.
- Date: 29 June 2025
- Vessel: Zuza
- Duration: 10 days
- Where: Oban, Scotland
- Board type: Full Board
Expedition Yacht Nordic 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
Sailing across the Pacific along the United States: 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
Arctic Summer Sailing and Walking in Svalbard
Discover the beauty of the Arctic wilderness from Svalbard on tall ship Noorderlicht.
- Date: 7 July 2025
- Vessel: Noorderlicht
- Duration: 9 days
- Where: Svalbard, Norway
- Board type: Full Board
Scottish Sailing & Wildlife Watching in Skye & the Small Isles
Sail from Oban on the west coast of Scotland as you explore Skye, the Small Isles and the Shiants with yacht Zuza.
- Date: 10 July 2025
- Vessel: Zuza
- Duration: 7 days
- Where: Oban, Scotland
- Board type: Full Board
Offshore Sailing Adventure from Ireland to the Scillies
Join Cherokee in Ireland as she enjoys some offshore sailing to Cornwall, via the sub-tropical archipelago of the Isles of Scilly.
- Date: 10 July 2025
- Vessel: Cherokee
- Duration: 10 days
- Where: Ireland/Cornwall
- Board type: Full Board
Adventure Sailing in the Fjords of 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
Arctic Summer Sailing and Walking in Svalbard
Discover the beauty of the Arctic wilderness from Svalbard on tall ship Noorderlicht.
- Date: 15 July 2025
- Vessel: Noorderlicht
- Duration: 9 days
- Where: Svalbard, Norway
- Board type: Full Board
Glacier Sailing Expedition through 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
Adventure Sailing in the Hebrides: Skye and 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
Arctic Summer Sailing and Walking in Svalbard
Discover the beauty of the Arctic wilderness from Svalbard on tall ship Noorderlicht.
- Date: 24 July 2025
- Vessel: Noorderlicht
- Duration: 9 days
- Where: Svalbard, Norway
- Board type: Full Board
Wildlife Watching & Fjord Sailing Expedition in 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
North West Passage Sailing Adventure: 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
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: 30 July 2025
- Vessel: Stravaigin
- Duration: 10 days
- Where: Oban, Scotland
- Board type: Full Board
Arctic Summer Sailing and Walking in Svalbard
Discover the beauty of the Arctic wilderness from Svalbard on tall ship Noorderlicht.
- Date: 1 August 2025
- Vessel: Noorderlicht
- Duration: 9 days
- Where: Svalbard, Norway
- Board type: Full Board
Wildlife Watching & Fjord Sailing Expedition in 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
Hiking and Sail Adventure on the West coast of Norway
Join modern yacht Humla for a hiking and sailing adventure in Norway, exploring mountains and fjords from the Lofoten islands to Tromsø.
- Date: 5 August 2025
- Vessel: Humla
- Duration: 8 days
- Where: Norway
- Board type: Full Board
Arctic Summer Sailing and Walking in Svalbard
Discover the beauty of the Arctic wilderness from Svalbard on tall ship Noorderlicht.
- Date: 10 August 2025
- Vessel: Noorderlicht
- Duration: 9 days
- Where: Svalbard, Norway
- Board type: Full Board
Wildlife Watching & Fjord Sailing Expedition in 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
Arctic Circumnavigation: Svalbard Sailing & Walking Expedition
Spend 17 days circumnavigating the Arctic wonders of Svalbard, Norway with tall ship Noorderlicht.
- Date: 18 August 2025
- Vessel: Noorderlicht
- Duration: 17 days
- Where: Svalbard, Norway
- Board type: Full Board
Untouched Greenland Sailing Expedition
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
Nordic Sailing Adventure from Greenland to Iceland
Sail with expedition yacht Valiente from the south coast of Greenland to the capital of Iceland.
- Date: 1 September 2025
- Vessel: Valiente
- Duration: 11 days
- Where: Greenland/Iceland
- Board type: Full Board
Offshore Sailing Expedition from Svalbard to the Netherlands
Sail with tall ship Noorderlicht from the Arctic archipelago of Svalbard to the Dutch port of Harlingen.
- Date: 5 September 2025
- Vessel: Noorderlicht
- Duration: 18 days
- Where: Svalbard/Harlingen
- Board type: Full Board
Nordic Sailing Expedition 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
In the Footsteps of Vikings: Sailing from Scotland to Norway via Orkney & Shetland
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: 2 October 2025
- Vessel: Valiente
- Duration: 15 days
- Where: Scotland/Norway
- Board type: Full Board
North Sea Sailing Expedition from Iceland to the 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
Norwegian Sailing Adventure: Bergen, Alesund & Trondheim
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 Lights Sailing Holiday 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 Lights Sailing Holiday 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 the Cape Verde Islands
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 Lights Sailing Holiday 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
Expedition across the Barents Sea: From Tromsø to Svalbard
Sail from the Arctic Circle from Tromsø to Svalbard via Bear island with expedition yacht Valiente.
- Date: 25 April 2026
- Vessel: Valiente
- Duration: 8 days
- Where: Norway/Svalbard
- Board type: Full Board
Arctic Circle Sailing Expedition: Svalbard at the Polar Edge
Explore the fascinating fjords and glaciers of the fragile Arctic archipelago of Svalbard with expedition yacht Valiente.
- Date: 19 June 2026
- Vessel: Valiente
- Duration: 10 days
- Where: Svalbard, Norway
- Board type: Full Board
Arctic Circle Sailing Expedition: Svalbard at the Polar Edge
Explore the fascinating fjords and glaciers of the fragile Arctic archipelago of Svalbard with expedition yacht Valiente.
- Date: 29 June 2026
- Vessel: Valiente
- Duration: 10 days
- Where: Svalbard, Norway
- Board type: Full Board
Svalbard Sailing Explorer: Arctic Wildlife Expedition
Explore the glaciers, fjords and mountains on Svalbard’s northwest coast with expedition yacht Valiente.
- Date: 9 July 2026
- Vessel: Valiente
- Duration: 8 days
- Where: Svalbard, Norway
- Board type: Full Board
Svalbard Sailing Explorer: Arctic Wildlife Expedition
Explore the glaciers, fjords and mountains on Svalbard’s northwest coast with expedition yacht Valiente.
- Date: 17 July 2026
- Vessel: Valiente
- Duration: 8 days
- Where: Svalbard, Norway
- Board type: Full Board
The Wonders of Arctic Svalbard: Sailing Expedition
Discover the land of the midnight sun with an expedition sailing holiday in the Arctic Circle around the archipelago of Svalbard.
- Date: 25 July 2026
- Vessel: Valiente
- Duration: 12 days
- Where: Svalbard, Norway
- Board type: Full Board
The Wonders of Arctic Svalbard: Sailing Expedition
Discover the land of the midnight sun with an expedition sailing holiday in the Arctic Circle around the archipelago of Svalbard.
- Date: 6 August 2026
- Vessel: Valiente
- Duration: 12 days
- Where: Svalbard, Norway
- Board type: Full Board