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 60 voyages with berths available.
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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
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
Atlantic Sailing Yacht 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
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
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 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
Sail Across the Atlantic, Tenerife to Barbados
Immerse yourself into life at sea with an expedition sailing adventure on tall ship Eye of the Wind from Tenerife to Barbados.
- Date: 19 November 2024
- Vessel: Eye of the Wind
- Duration: 31 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
Offshore Atlantic Yacht Sailing from Cape Verde to Grenada
Cross the Atlantic Ocean from Cape Verde to the Caribbean island of Grenada for an epic offshore adventure with luxury yacht Chronos.
- Date: 4 December 2024
- Vessel: Chronos
- Duration: 17 days
- Where: Cape Verde/Caribbean
- 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
Caribbean Expedition Sailing from St Martin to Bermuda
Sail with historic tall ship Eye of the Wind as she crosses the Caribbean Ocean from St Martin to Bermuda.
- Date: 18 February 2025
- Vessel: Eye of the Wind
- Duration: 12 days
- Where: The Caribbean
- Board type: Full Board
Historic Ship Offshore Ocean Passage from Bermuda to the Azores
Immerse yourself into life at sea with an offshore expedition sailing adventure on tall ship Eye of the Wind from Bermuda to the Azores.
- Date: 2 March 2025
- Vessel: Eye of the Wind
- Duration: 21 days
- Where: Bermuda/Azores
- 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
Offshore Atlantic Sailing from the Azores to France
Join historic tall ship Eye of the Wind for an offshore Atlantic sailing experience from the Atlantic archipelago of the Azores to Brest, France.
- Date: 25 March 2025
- Vessel: Eye of the Wind
- Duration: 15 days
- Where: Azores/France
- Board type: Full Board
Offshore Sailing from Amsterdam to Inverness
Sail with the Flying Dutchman from Amsterdam to the Scottish coast as you visit Holy island along the way.
- Date: 27 March 2025
- Vessel: Flying Dutchman
- Duration: 10 days
- Where: Amsterdam/Scotland
- Board type: Half Board
Offshore Atlantic Yacht 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
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
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 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 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 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
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 for an offshore sailing adventure.
- Date: 9 May 2025
- Vessel: Rhea
- Duration: 9 days
- Where: Azores/Gibraltar
- Board type: Full Board
North Sea Offshore Sailing Adventure
Sail with modern yacht Cherokee as she sets off on an off-shore sailing adventure across the English Channel from Rotterdam.
- Date: 14 May 2025
- Vessel: Cherokee
- Duration: 5 days
- Where: The Netherlands
- Board type: Full Board
UK Sailing Mile Builder: Cornwall to Scotland
Sail from Cornwall to Scotland with tall ship Blue Clipper. This voyage is perfect for those looking to spend more time on the open water with a hands-on tall ship sailing experience.
- Date: 17 May 2025
- Vessel: Blue Clipper
- Duration: 6 days
- Where: Cornwall/Scotland
- Board type: Full Board
Offshore Sailing Passage from Gibraltar to Malta
Enjoy an offshore sailing adventure 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
Adventure Sailing from Rotterdam to Scotland
Sail with modern yacht Cherokee as she sets off on an off-shore sailing adventure across the English Channel from Rotterdam to Inverness, Scotland.
- Date: 27 May 2025
- Vessel: Cherokee
- Duration: 12 days
- Where: The Netherlands/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
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
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
Offshore Sailing from Cornwall to Brittany with Pellew
Embark on an exhilarating sailing adventure across the English Channel from Cornwall to Brittany with pilot cutter Pellew.
- Date: 19 June 2025
- Vessel: Pellew
- Duration: 11 days
- Where: Cornwall/France
- 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
Offshore Sailing from Brittany to Cornwall with Pellew
Embark on an exhilarating sailing adventure across the English Channel from Brittany to Cornwall with pilot cutter Pellew.
- Date: 8 July 2025
- Vessel: Pellew
- Duration: 11 days
- Where: France/Cornwall
- 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
North Sea Sailing to the Norwegian Fjords
Spend 3-4 days crossing the North Sea from Scotland before exploring the stunning Lysefjord from Stavanger, Norway.
- Date: 12 July 2025
- Vessel: Bessie Ellen
- Duration: 10 days
- Where: 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
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
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
Paimpol Maritime Festival & French Coast Sailing
Sail across the English Channel with Pilot Cutter Pellew as she explores the coast of Brittany and joins the bi-annual Paimpol Maritime Festival.
- Date: 5 August 2025
- Vessel: Pellew
- Duration: 10 days
- Where: Cornwall
- 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
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
North Sea Sailing from Norway
Embark on a North Sea sailing adventure with tall ship Bessie Ellen as she sails from Stavanger on the coast of Norway to Inverness on the coast of Scotland.
- Date: 29 August 2025
- Vessel: Bessie Ellen
- Duration: 10 days
- Where: Norway/Scotland
- Board type: Full Board
Adventure Sailing across the Bay of Biscay
Sail with modern yacht Cherokee for an offshore sailing adventure across the Bay of Biscay from France to Spain.
- Date: 30 August 2025
- Vessel: Cherokee
- Duration: 9 days
- Where: France/Spain
- 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
A Sailor’s Voyage from Scotland
Sail with Bessie Ellen as she marks the end of summer with a sailing adventure from Scotland to her winter port of Gloucester.
- Date: 15 September 2025
- Vessel: Bessie Ellen
- Duration: 7 days
- Where: Scotland/Gloucester
- 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
Offshore Sailing from Inverness to Amsterdam
Sail with the Flying Dutchman from Inverness to Amsterdam as you visit Holy island along the way.
- Date: 19 October 2025
- Vessel: Flying Dutchman
- Duration: 10 days
- Where: Scotland/Amsterdam
- Board type: Half Board
Offshore Sailing Passage from Malta to Malaga
Sail with luxury yacht Rhea for an offshore sailing adventure from the island of Malta to the Spanish coastal town of Malaga.
- Date: 5 November 2025
- Vessel: Rhea
- Duration: 7 days
- Where: Malta/Spain
- 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
Offshore Sailing Passage from Malaga to Tenerife
Enjoy an offshore adventure sailing holiday from Malaga to Tenerife with luxury yacht Rhea.
- Date: 15 November 2025
- Vessel: Rhea
- Duration: 8 days
- Where: Spain/Tenerife
- 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
Offshore Atlantic Yacht Sailing from Cape Verde to Grenada
Cross the Atlantic Ocean from Cape Verde to the Caribbean island of Grenada for an epic offshore adventure with luxury yacht Chronos.
- Date: 4 December 2025
- Vessel: Chronos
- Duration: 17 days
- Where: Cape Verde/Caribbean
- 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
