Offshore Sailing Adventures

From sailing the English channel to an adventurous Atlantic crossing, immerse yourself into life on the open water as you become part of the crew with an offshore sailing experience. Learn the ropes under the guidance of professional crew as you get used to the rhythm of life at sea. Our offshore sailing adventures and mile building voyages are perfect for the adventure traveller and those seeking exhilarating holiday experiences.

We have found 71 voyages with berths available.

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Offshore Ocean Sailing from Cape Town to the Netherlands

Set sail from Cape Town for an offshore sailing adventure to the Harlingen in the Netherlands with the expedition boat Tecla.
  • Date: 2 April 2024
  • Vessel: Tecla
  • Duration: 62 days
  • Where: Cape Town/Azores
  • Board type: Full Board

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
  • Board type: Full Board

Expedition Sailing from Tromsø to Svalbard

Set sail for an Arctic expedition on tall ship Noorderlicht as she sails from Tromsø to the remote archipelago of Svalbard.
  • Date: 8 April 2024
  • Vessel: Noorderlicht
  • Duration: 10 days
  • Where: Northern Norway
  • Board type: Full Board

Mile Builder Sailing from Portugal to Monaco

Sail with tall ship Blue Clipper for a Mediterranean mile builder from Portugal to Monaco.
  • Date: 14 April 2024
  • Vessel: Blue Clipper
  • Duration: 9 days
  • Where: Portugal/Monaco
  • Board type: Full Board

Offshore Sailing Passage from Antigua to the Azores

Sail from the Caribbean island of Antigua to the Atlantic archipelago of the Azores with luxury yacht Rhea.
  • Date: 23 April 2024
  • Vessel: Rhea
  • Duration: 17 days
  • Where: Antigua/Azores
  • Board type: Full Board

Offshore Sailing Passage from Antigua to Gibraltar

Cross the Atlantic with luxury yacht Chronos as she sails from the Caribbean island of Antigua to Gibraltar on the south coast of Spain.
  • Date: 23 April 2024
  • Vessel: Chronos
  • Duration: 22 days
  • Where: Antigua/Gibraltar
  • Board type: Full Board

Offshore Atlantic Sailing with Grayhound

Experience an Ocean crossing sailing adventure from the Azores to Spain on lugger Grayhound!
  • Date: 25 April 2024
  • Vessel: Grayhound
  • Duration: 14 days
  • Where: Atlantic Sailing
  • 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 2024
  • Vessel: Valiente
  • Duration: 8 days
  • Where: Norway/Svalbard
  • Board type: Full Board

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
  • Board type: Full Board

Atlantic Crossing with Tall Ship Florette

Set sail on an Atlantic adventure with tall ship Florette as she journeys from Martinique to Cornwall via the Azores.
  • Date: 4 May 2024
  • Vessel: Florette
  • Duration: 50 days
  • Where: Caribbean/Azores/Cornwall
  • Board type: Half Board

Atlantic Crossing with Tall Ship Florette

Immerse yourself into life at sea on traditional tall ship Florette as she sails from Martinique to the Azores.
  • Date: 4 May 2024
  • Vessel: Florette
  • Duration: 28 days
  • Where: Caribbean/Azores
  • Board type: Half Board

Offshore Sailing from 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 2024
  • Vessel: Blue Clipper
  • Duration: 11 days
  • Where: Portugal/Cornwall
  • Board type: Full Board

Offshore Ocean Passage from the Azores to Gibraltar

Sail from the Atlantic archipelago of the Azores to the port city of Gibraltar with luxury yacht Rhea.
  • Date: 10 May 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Azores/Gibraltar
  • Board type: Full Board

Offshore Sailing from Spain with Grayhound

Experience an offshore sailing adventure from Spain to the coasts of the UK on lugger Grayhound!
  • Date: 12 May 2024
  • Vessel: Grayhound
  • Duration: 12 days
  • Where: Offshore Sailing
  • Board type: Full Board

Smuggler’s Run Sailing from Falmouth to France

Become part of the crew as you sail Cornish lugger Grayhound on a smugglers cargo run from Cornwall to France!
  • Date: 3 June 2024
  • Vessel: Grayhound
  • Duration: 3 days
  • Where: Cornwall/France
  • Board type: Full Board

Offshore Sailing from Liverpool to Cornwall

Join tall ship Maybe for a hands-on sailing adventure from Liverpool to Penzance, Cornwall
  • Date: 3 June 2024
  • Vessel: Maybe
  • Duration: 5 days
  • Where: UK/Cornwall
  • Board type: Full Board

Offshore Sailing from the Azores to Cornwall

Immerse yourself into life at sea on traditional tall ship Florette as she sails from the Azores to Falmouth, Cornwall.
  • Date: 8 June 2024
  • Vessel: Florette
  • Duration: 15 days
  • Where: Azores/Cornwall
  • Board type: Half Board

Mile Builder Sailing from Devon to Cornwall

Join Pilgrim of Brixham for a mile building sailing experience as she sails from Brixham, Devon to Falmouth, Cornwall.
  • Date: 8 June 2024
  • Vessel: Pilgrim of Brixham
  • Duration: 4 days
  • Where: Devon/Cornwall
  • Board type: Full Board

Adventure Sailing from Holland to Iceland via Orkney

Set sail from Tecla's homeport in the Netherlans as you explore the 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

Offshore Sailing from Cornwall to Liverpool

Join tall ship Maybe for a hands-on sailing adventure from Penzance, Cornwall to Liverpool.
  • Date: 11 July 2024
  • Vessel: Maybe
  • Duration: 5 days
  • Where: Cornwall/UK
  • Board type: Full Board

Offshore Sailing from Liverpool to Dublin

Join tall ship Maybe for a hands-on sailing adventure from Liverpool to Dublin.
  • Date: 22 July 2024
  • Vessel: Maybe
  • Duration: 3 days
  • Where: UK/Ireland
  • Board type: Full Board

Mile Building Taster from Cornwall to Devon

Join Pilgrim of Brixham for a mile building sailing experience as she sails from Falmouth, Cornwall to Brixham, Devon.
  • Date: 24 July 2024
  • Vessel: Pilgrim of Brixham
  • Duration: 3 days
  • Where: Cornwall/Devon
  • Board type: Full Board

Offshore Sailing from Cornwall to Spain

Enjoy an offshore sailing adventure from Cornwall to Spain with pilot cutter Pellew as she crosses the Bay of Biscay.
  • Date: 25 July 2024
  • Vessel: Pellew
  • Duration: 8 days
  • Where: Cornwall/Spain
  • Board type: Full Board

‘Round Britain Tour; Sailing back home

Set sail across the English Channel from France with Bessie Ellen as she returns to her home port of Plymouth on the Devon coast.
  • Date: 26 July 2024
  • Vessel: Bessie Ellen
  • Duration: 4 days
  • Where: France/UK
  • Board type: Full Board

Adventure Sailing from Scotland to Spain

Immerse yourself into life at sea on traditional tall ship Florette as she sails from Scotland, via Ireland and onto the coast of Spain.
  • Date: 3 August 2024
  • Vessel: Florette
  • Duration: 15 days
  • Where: Scotland/Spain
  • Board type: Half Board

Offshore Biscay 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
  • Board type: Full Board

Offshore Sailing from Cornwall to France

Sail the English Channel with modern yacht Emma Claire from Falmouth, Cornwall to Lorient, France.
  • Date: 27 August 2024
  • Vessel: Emma Claire
  • Duration: 8 days
  • Where: Cornwall/France
  • 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: 2 September 2024
  • Vessel: Tecla
  • Duration: 20 days
  • Where: Greenland/Iceland
  • Board type: Full Board

Offshore Sailing from Spain to Cornwall

Enjoy an offshore sailing adventure from Spain to Cornwall with pilot cutter Pellew as she crosses the Bay of Biscay.
  • Date: 3 September 2024
  • Vessel: Pellew
  • Duration: 9 days
  • Where: Spain/Cornwall
  • 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: 4 September 2024
  • Vessel: Valiente
  • Duration: 15 days
  • Where: Iceland/Scotland
  • Board type: Full Board

Sail Adventure from Ireland to France

Sail Cornish lugger Grayhound on a hands-on sailing adventure from Belfast, Ireland to the coast of France!
  • Date: 11 September 2024
  • Vessel: Grayhound
  • Duration: 8 days
  • Where: Ireland/France
  • Board type: Full Board

Adventure Sailing from Iceland to Scotland

Set sail from Iceland as you explore the Faroe's, Orkney's and Shetland Islands before finishing in Scotland.
  • Date: 22 September 2024
  • Vessel: Tecla
  • Duration: 23 days
  • Where: Scotland/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: 24 September 2024
  • Vessel: Valiente
  • Duration: 15 days
  • Where: Scotland/Norway
  • Board type: Full Board

Offshore Sailing from Scotland to Tenerife

Sail from Scotland to Tenerife with expedition boat Tecla for an Ocean adventure to remember!
  • Date: 17 October 2024
  • Vessel: Tecla
  • Duration: 21 days
  • Where: Scotland/Tenerife
  • Board type: Full Board

Offshore Sailing from Inverness to Amsterdam

Sail with the Flying Dutchman from Inverness to Amsterdam as you visit Holy island along the way.
  • Date: 26 October 2024
  • Vessel: Flying Dutchman
  • Duration: 9 days
  • Where: Scotland/Amsterdam
  • Board type: Half Board

Offshore Sailing Passage from Athens to Gibraltar

Enjoy offshore sailing across the Mediterranean Sea with luxury yacht Rhea from Athens, Greece to Gibraltar.
  • Date: 7 November 2024
  • Vessel: Rhea
  • Duration: 14 days
  • Where: Greece/Gibraltar
  • Board type: Full Board

Atlantic Sailing Adventure from Spain to Cape Verde

Discover the world under sail with an offshore sailing adventure from Spain to Cape Verde with luxury yacht Chronos.
  • Date: 11 November 2024
  • Vessel: Chronos
  • Duration: 14 days
  • Where: Spain/Cape Verde
  • Board type: Full Board

Atlantic Sailing 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: 18 days
  • Where: Tenerife/Falkland Islands
  • Board type: Full Board

Offshore Sailing Passage from Gibraltar to Tenerife

Sail from the port city of Gibraltar to the Canary Island of Tenerife with luxury yacht Rhea.
  • Date: 21 November 2024
  • Vessel: Rhea
  • Duration: 7 days
  • Where: Gibraltar/Canary Islands
  • Board type: Full Board

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
  • Board type: Full Board

Atlantic Sailing Adventure from Cape Verde to Grenada

Cross the Atlantic from Cape Verde to the Caribbean island of Grenada with luxury yacht Chronos.
  • Date: 4 December 2024
  • Vessel: Chronos
  • Duration: 17 days
  • Where: Cape Verde/Caribbean
  • Board type: Full Board

Offshore Atlantic Sailing from Antigua to Gibraltar

Cross the Atlantic with luxury yacht Chronos as she sails from the Caribbean island of Antigua to Gibraltar on the south coast of Spain.
  • Date: 7 April 2025
  • Vessel: Chronos
  • Duration: 25 days
  • Where: Antigua/Gibraltar
  • 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

A Sailors’ Voyage to Scotland

Tuck some ocean miles under your belt as you sail with Bessie Ellen from Gloucester to Scotland - the perfect opportunity to taste life on the open water.
  • Date: 18 April 2025
  • Vessel: Bessie Ellen
  • Duration: 10 days
  • Where: Gloucester/Scotland
  • Board type: Full Board

Offshore Sailing Passage from Antigua to the Azores

Sail from the Caribbean island of Antigua to the Atlantic archipelago of the Azores with luxury yacht Rhea.
  • Date: 23 April 2025
  • Vessel: Rhea
  • Duration: 17 days
  • Where: Antigua/Azores
  • 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

Offshore Sailing from Gibraltar to Malta

Discover the world under sail with an offshore sailing adventure from Gibraltar to Malta with luxury yacht Chronos.
  • Date: 2 May 2025
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Gibraltar/Malta
  • Board type: Full Board

Offshore Ocean Passage from the Azores to Gibraltar

Sail from the Atlantic archipelago of the Azores to the port city of Gibraltar with luxury yacht Rhea.
  • Date: 9 May 2025
  • Vessel: Rhea
  • Duration: 9 days
  • Where: Azores/Gibraltar
  • Board type: Full Board

Offshore Sailing Passage from Gibraltar to Malta

Enjoy offshore sailing across the Mediterranean Sea with luxury yacht Rhea from Gibraltar to the island of Malta.
  • Date: 18 May 2025
  • Vessel: Rhea
  • Duration: 10 days
  • Where: Gibraltar/Malta
  • 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

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

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

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

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

Offshore Sailing from Gibraltar to Cape Verde

Discover the world under sail with an offshore sailing adventure from Gibraltar to Cape Verde with luxury yacht Chronos.
  • Date: 9 November 2025
  • Vessel: Chronos
  • Duration: 12 days
  • Where: Gibraltar/Cape Verde
  • Board type: Full Board

Atlantic Crossing Sailing Adventure; Tenerife to Martinique

Sail with the crew of Rhea as they set sail from Tenerife to the island of Martinique in the Caribbean.
  • Date: 29 November 2025
  • Vessel: Rhea
  • Duration: 22 days
  • Where: Tenerife/Caribbean
  • Board type: Full Board

Offshore Atlantic Sailing from Cape Verde to Grenada

Cross the Atlantic from Cape Verde to the Caribbean island of Grenada with luxury yacht Chronos.
  • Date: 4 December 2025
  • Vessel: Chronos
  • Duration: 17 days
  • Where: Cape Verde/Caribbean
  • Board type: Full Board
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