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.

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Offshore 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

Sail the North & South Atlantic from Tenerife to the Falkland Islands

Join expedition boat Tecla for an Atlantic crossing adventure from Tenerife to the Falkland Islands.
  • Date: 11 November 2024
  • Vessel: Tecla
  • Duration: 47 days
  • Where: Tenerife/Falkland Islands
  • 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: 13 November 2024
  • Vessel: Valiente
  • Duration: 5 days
  • Where: North Norway
  • 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

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: 28 November 2024
  • Vessel: Rhea
  • Duration: 23 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: 4 December 2024
  • Vessel: Valiente
  • Duration: 5 days
  • Where: North Norway
  • Board type: Full Board

Falkland Island Expedition Sailing Adventure

Join expedition boat Tecla in the Atlantic archipelago of the Falkland Islands as she takes guests on a remote island hopping adventure.
  • Date: 30 December 2024
  • Vessel: Tecla
  • Duration: 13 days
  • Where: Falkland Islands
  • 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
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