Scotland & the Hebrides Sailing Schedule

We have found 90 voyages with berths available.

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Weekend Sailing in the Hebrides

Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
  • Date: 12 April 2024
  • Vessel: Stravaigin
  • Duration: 4 days
  • Where: Oban, Scotland
  • Board type: Full Board

Tall Ship Whisky Sailing Tour

Discover the famous Scottish distilleries of Mull, Jura and Islay as you enjoy a whisky sailing tour in the Hebrides.
  • Date: 14 April 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Oban, Scotland
  • Board type: Half Board

‘Round Britain Tour; Wales to Scotland

Swap one Celtic coast for another as Bessie Ellen sails from the Pembrokeshire coast in Wales to the Firth of Clyde in Scotland.
  • Date: 27 April 2024
  • Vessel: Bessie Ellen
  • Duration: 7 days
  • Where: Wales/Scotland
  • Board type: Full Board

Sailing in the Hebrides; Mull, Jura & Islay

Discover the Hebrides with modern yacht Stravaigin as she explores Mull, Jura and Islay under sail.
  • Date: 28 April 2024
  • Vessel: Stravaigin
  • Duration: 6 days
  • Where: Oban, Scotland
  • Board type: Full Board

Bank Holiday Weekend Hebrides Explorer

Join tall ship Maybe for a Scottish sailing adventure to wild anchorages, sea lochs and quaint fishing ports in the Hebrides.
  • Date: 3 May 2024
  • Vessel: Maybe
  • Duration: 4 days
  • Where: Oban, Scotland
  • Board type: Full Board

Short Break Sailing & Wildlife Watching in the Hebrides

Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
  • Date: 8 May 2024
  • Vessel: Stravaigin
  • Duration: 4 days
  • Where: Oban, Scotland
  • Board type: Full Board

Adventure Sailing from Ireland to Scotland

Sail from Belfast to Scotland with adventure yacht Steady as she island hops through the inner Hebrides.
  • Date: 8 May 2024
  • Vessel: Steady
  • Duration: 8 days
  • Where: Ireland/Scotland
  • Board type: Full Board

Hebrides Wildlife Sail & Explore Mull & Small Isles

Join tall ship Maybe for a Scottish sailing adventure to wild anchorages, sea lochs and quaint fishing ports in the Hebrides.
  • Date: 10 May 2024
  • Vessel: Maybe
  • Duration: 4 days
  • Where: Oban, Scotland
  • Board type: Full Board

Hebrides Wildlife Sail & Explore Mull & Small Isles

Join tall ship Maybe for a Scottish sailing adventure to wild anchorages, sea lochs and quaint fishing ports in the Hebrides.
  • Date: 16 May 2024
  • Vessel: Maybe
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Sailing in Scotland; Mull, Skye & the Small Isles

Discover the Inner Hebrides with yacht Zuza, exploring remote anchorages on the Isle of Mull, Skye and the Small Isles under sail.  
  • Date: 16 May 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Taster Sailing in Scotland

Join adventure yacht Steady for a taster sailing holiday in the Inner Hebrides, Scotland.
  • Date: 17 May 2024
  • Vessel: Steady
  • Duration: 4 days
  • Where: Oban, Scotland
  • Board type: Full Board

Tall Ship Whisky Sailing Tour

Discover the famous Scottish distilleries of Mull, Jura and Islay as you enjoy a whisky sailing tour in the Hebrides.
  • Date: 17 May 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Oban, Scotland
  • Board type: Half Board

‘Round Britain Tour Sailing through Scotland

Discover the West Coast of Scotland under sail with Bessie Ellen as she sails from Oban to Ullapool, exploring the Small Isles and Skye along the way.
  • Date: 18 May 2024
  • Vessel: Bessie Ellen
  • Duration: 10 days
  • Where: Scotland
  • 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: 24 May 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Bank Holiday Weekend Hebrides Explorer

Join tall ship Maybe for a Scottish sailing adventure to wild anchorages, sea lochs and quaint fishing ports in the Hebrides.
  • Date: 24 May 2024
  • Vessel: Maybe
  • Duration: 4 days
  • Where: Oban, Scotland
  • Board type: Full Board

Sailing Taster around Mull, Scotland

Explore the Isle of Mull with a short break sailing experience on yacht Zuza - discover hidden anchorages, amazing landscapes on foot and wonderful wildlife watching!  

  • Date: 31 May 2024
  • Vessel: Zuza
  • Duration: 5 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 2024
  • Vessel: Stravaigin
  • Duration: 10 days
  • Where: Scotland
  • Board type: Full Board

Tall Ship Sailing Skye & the Small Isles

Sail and explore the spell binding beauty of Skye and the Small Isles with traditional tall ship the Flying Dutchman.
  • Date: 2 June 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Oban, Scotland
  • Board type: Half 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

Sailing & Exploring in the Hebrides

Sail with Steady on the West coast of Scotland offering some of the most stunning cruising grounds in the world.
  • Date: 5 June 2024
  • Vessel: Steady
  • 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

Tall Ship Sailing Holiday in Scotland

Discover the West coast of Scotland with a sailing holiday in the inner Hebrides with tall ship Blue Clipper.
  • Date: 13 June 2024
  • Vessel: Blue Clipper
  • Duration: 6 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 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

5 Day Tall Ship Experience in the Hebrides

Experience the West Coast of Scotland with a tall ship sailing experience. Perfect for those adventurers looking for something new and unique!
  • Date: 20 June 2024
  • Vessel: Blue Clipper
  • Duration: 5 days
  • Where: Oban, 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: 21 June 2024
  • Vessel: Stravaigin
  • Duration: 10 days
  • Where: Scotland
  • Board type: Full Board

‘Round Britain Tour; East Coast Sailing

Sail with tall ship Bessie Ellen as she celebrates the 8th Leg of her Round Britain tour, navigating the East coast from Newcastle to Ramsgate.
  • Date: 24 June 2024
  • Vessel: Bessie Ellen
  • Duration: 5 days
  • Where: East Coast, UK
  • Board type: Full Board

Tall Ship Sailing Skye & the Small Isles

Explore the West coast of Scotland from Mallaig as you discover the Isle of Skye and the Small Isles with tall ship Blue Clipper.
  • Date: 26 June 2024
  • Vessel: Blue Clipper
  • Duration: 6 days
  • Where: Mallaig, 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: 2 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Scotland
  • Board type: Full Board

Tall Ship Sailing Skye & the Small Isles

Explore the West coast of Scotland from Mallaig as you discover the Isle of Skye and the Small Isles with tall ship Blue Clipper.
  • Date: 3 July 2024
  • Vessel: Blue Clipper
  • Duration: 7 days
  • Where: Mallaig, Scotland
  • Board type: Full Board

Taster Sailing in the Firth of Clyde

Discover the idyllic landscapes and sheltered waters of the Firth of Clyde on the West coast of Scotland with sailing yacht Steady.
  • Date: 5 July 2024
  • Vessel: Steady
  • Duration: 4 days
  • Where: Firth of Clyde, 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 the Hebrides; Firth of Clyde to Oban

Enjoy a sailing holiday in the Inner Hebrides in Scotland as you sail from the Firth of Clyde to the mainland port of Oban with yacht Steady.
  • Date: 10 July 2024
  • Vessel: Steady
  • Duration: 10 days
  • Where: Hebrides, Scotland
  • Board type: Full Board

Tall Ship Sailing Skye & the Small Isles

Explore the West coast of Scotland from Mallaig as you discover the Isle of Skye and the Small Isles with tall ship Blue Clipper.
  • Date: 11 July 2024
  • Vessel: Blue Clipper
  • Duration: 7 days
  • Where: Mallaig, 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

Tall Ship Sailing Skye & the Small Isles

Explore the West coast of Scotland from Mallaig as you discover the Isle of Skye and the Small Isles with tall ship Blue Clipper.
  • Date: 19 July 2024
  • Vessel: Blue Clipper
  • Duration: 7 days
  • Where: Mallaig, Scotland
  • Board type: Full Board

Tall Ship Sailing in the Hebrides

Explore the Inner Hebrides on tall ship Flying Dutchman as she sails from Oban to Ullapool.
  • Date: 19 July 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Scotland
  • Board type: Half 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

Sailor’s Voyage from Cornwall to Scotland with Grayhound

Tuck some ocean miles under your belt as you sail with Grayhound from Cornwall to Scotland - the perfect opportunity for a taste of life on the open water.
  • Date: 27 July 2024
  • Vessel: Grayhound
  • Duration: 10 days
  • Where: Cornwall/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

Sailing Skye & the Small Isles

Join Steady on the West coast of Scotland for an adventure sailing holiday exploring Skye and the Small Isles.
  • Date: 3 August 2024
  • Vessel: Steady
  • Duration: 7 days
  • Where: Hebrides, Scotland
  • 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

Explore the Outer Hebrides & St Kilda

Explore the Outer Hebrides and UNESCO archipelago of St Kilda with traditional tall ship the Flying Dutchman.
  • Date: 3 August 2024
  • Vessel: Flying Dutchman
  • Duration: 9 days
  • Where: Ullapool, Scotland
  • Board type: Half Board

Tallship Sailing from Scotland to Cornwall

Sail from the West Coast of Scotland to Cornwall 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: 5 August 2024
  • Vessel: Blue Clipper
  • Duration: 10 days
  • Where: Scotland/Cornwall
  • Board type: Full Board

Sail the West coast of Scotland with Grayhound

Sail the West coast of Scotland discovering remote islands, wonderful wildlife and traditional sailing with lugger Grayhound.
  • Date: 7 August 2024
  • Vessel: Grayhound
  • Duration: 7 days
  • Where: Hebrides, Scotland
  • Board type: Full Board

Tall Ship Sailing & Wildlife Watching in the Hebrides

Join tall ship Flying Dutchman as she sails from Ullapool via the Shiants and Small Isles before finishing in Oban.
  • Date: 11 August 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Ullapool, Scotland
  • Board type: Half Board

Sail around the Hebrides Scotland; Jura, Colonsay & Islay

Discover the remote anchorages of the Inner Hebrides sailing the islands of Jura, Colonsay and Islay with yacht Zuza.

  • Date: 12 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Guided Sailing & Hiking in the Small Isles

Spend 10 days sailing and walking the Small Isles in the Hebrides with expedition yacht Steady.
  • Date: 12 August 2024
  • Vessel: Steady
  • Duration: 10 days
  • Where: Oban, Scotland
  • Board type: Full Board

Sailing in Scotland with Grayhound

Explore the inner Hebrides and Isle of Mull with traditional lugger Grayhound from Oban to Mallaig.
  • Date: 16 August 2024
  • Vessel: Grayhound
  • Duration: 5 days
  • Where: Oban, Scotland
  • Board type: Full Board

Hebridean Sailing & Wildlife Encounters Mull, Skye and the Small Isles

Discover the Inner Hebrides with yacht Zuza, exploring remote anchorages on the Isle of Mull, Skye and the Small Isles under sail.  
  • Date: 20 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Guided Walking & Sailing in Scotland

Discover the Mull and her surrounding isles by land and sea with a sailing and walking holiday on adventure yacht Steady.
  • Date: 25 August 2024
  • Vessel: Steady
  • Duration: 7 days
  • Where: Hebrides, Scotland
  • Board type: Full Board

Sail the West coast of Scotland with Grayhound

Explore the inner Hebrides and Isle of Mull with traditional lugger Grayhound from Mallaig to Oban.
  • Date: 29 August 2024
  • Vessel: Grayhound
  • Duration: 5 days
  • Where: Hebrides, Scotland
  • Board type: Full Board

Sailing & Wildlife adventures around Mull, Skye and the Small Isles in the Hebrides,

Discover the Inner Hebrides with yacht Zuza, exploring remote anchorages on the Isle of Mull, Skye and the Small Isles under sail.  
  • Date: 30 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Sailing & Exploring in the Hebrides

Sail with Steady on the West coast of Scotland offering some of the most stunning cruising grounds in the world.
  • Date: 2 September 2024
  • Vessel: Steady
  • Duration: 7 days
  • Where: Oban, Scotland
  • 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

Sailing the Inner Hebrides with Grayhound

Sail the West coast of Scotland discovering remote islands, wonderful wildlife and traditional sailing with lugger Grayhound.
  • Date: 4 September 2024
  • Vessel: Grayhound
  • Duration: 6 days
  • Where: Oban, Scotland
  • Board type: Full Board

Sailing Skye & the Small Isles

Sail and explore Skye and Isle of Mull as yacht Stravaigin makes her way to Oban from Mallaig
  • Date: 11 September 2024
  • Vessel: Stravaigin
  • Duration: 6 days
  • Where: Mallaig, Scotland
  • Board type: Full Board

Guided Wild Foraging & Sailing in Scotland

Join modern yacht Stravaigin on the West coast of Scotland as she explores the Inner Hebrides with a wild food foraging and sailing experience.
  • Date: 20 September 2024
  • Vessel: Stravaigin
  • Duration: 4 days
  • Where: Oban, Scotland
  • 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

Taster Sailing Weekend in the Hebrides

Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
  • Date: 27 September 2024
  • Vessel: Stravaigin
  • Duration: 4 days
  • Where: Oban, Scotland
  • Board type: Full Board

Tall Ship Whisky Sailing Tour

Discover the famous Scottish distilleries of Mull, Jura and Islay as you enjoy a whisky sailing tour in the Hebrides.
  • Date: 13 October 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Oban, Scotland
  • Board type: Half 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

Exploring the Caledonian Canal from Oban to Inverness

Set the sails with the Flying Dutchman as you explore the Caledonian Canal, locks, sea lochs and quaint harbour villages from Oban to Iverness.
  • Date: 20 October 2024
  • Vessel: Flying Dutchman
  • Duration: 7 days
  • Where: Scotland
  • Board type: Half 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

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

Tall Ship Taster Sailing in Scotland

Join traditional tall ship Bessie Ellen for a hands-on taster sailing holiday in Scotland.
  • Date: 29 April 2025
  • Vessel: Bessie Ellen
  • Duration: 4 days
  • Where: Oban, Scotland
  • Board type: Full Board

Hebridean Wildlife Seeking, Mull & the Small Isles

Discover the myth-shrouded West coast of Scotland as traditional tall ship Bessie Ellen takes guests around the Isle of Mull.
  • Date: 3 May 2025
  • Vessel: Bessie Ellen
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Sailing & walking in the Hebrides

Discover the West coast of Scotland with an adventurous sailing and walking holiday on expedition yacht Steady.
  • Date: 4 May 2025
  • Vessel: Steady
  • Duration: 8 days
  • Where: Hebrides, Scotland
  • Board type: Full Board

Sailing in the Hebrides; Mull & the Small Isles

Discover the myth-shrouded West coast of Scotland as traditional tall ship Bessie Ellen takes guests around the Isle of Mull.
  • Date: 10 May 2025
  • Vessel: Bessie Ellen
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Guided Sailing & Hiking in the Small Isles

Discover the Small Isles by land and sea with a sailing and hiking holiday on adventure yacht Steady.
  • Date: 14 May 2025
  • Vessel: Steady
  • Duration: 11 days
  • Where: Oban, Scotland
  • Board type: Full Board

Sailing in Scotland; Mull & the Small Isles

Discover the myth-shrouded West coast of Scotland as traditional tall ship Bessie Ellen takes guests around the Isle of Mull.
  • Date: 17 May 2025
  • Vessel: Bessie Ellen
  • Duration: 7 days
  • Where: Oban, Scotland
  • Board type: Full Board

Tall Ship Taster Sailing in Scotland

Join traditional tall ship Bessie Ellen for a hands-on taster sailing holiday in Scotland from Oban to Mallaig.
  • Date: 24 May 2025
  • Vessel: Bessie Ellen
  • Duration: 4 days
  • Where: Scotland
  • Board type: Full Board

Sailing & Exploring in the Hebrides

Sail with Steady on the West coast of Scotland offering some of the most stunning cruising grounds in the world.
  • Date: 27 May 2025
  • Vessel: Steady
  • Duration: 7 days
  • Where: Oban, Scotland
  • 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

Taster Sailing in Scotland

Join adventure yacht Steady for a taster sailing holiday in the Inner Hebrides, Scotland.
  • Date: 6 June 2025
  • Vessel: Steady
  • Duration: 4 days
  • Where: Oban, Scotland
  • 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

Tall Ship Taster Sailing in Scotland

Join traditional tall ship Bessie Ellen for a hands-on taster sailing holiday in Scotland to discover the Isle of Skye and the Small Isles.
  • Date: 17 June 2025
  • Vessel: Bessie Ellen
  • Duration: 4 days
  • Where: Scotland
  • Board type: Full Board

Sailing Skye & the Small Isles

Join traditional tall ship Bessie Ellen for a hands-on sailing holiday in Scotland to discover the Isle of Skye and the Small Isles.
  • Date: 21 June 2025
  • Vessel: Bessie Ellen
  • Duration: 7 days
  • Where: Scotland
  • Board type: Full Board

Sailing in the Hebrides; Skye & the Small Isles

Sail with Steady from Oban to Ullapool as she explores the Isle of Skye and the lochs of this beautiful Scottish coastline.
  • Date: 29 June 2025
  • Vessel: Steady
  • Duration: 8 days
  • Where: Hebrides, Scotland
  • 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

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

Sailing & walking in the Hebrides

Discover the West coast of Scotland with an adventurous sailing and walking holiday on expedition yacht Steady.
  • Date: 3 August 2025
  • Vessel: Steady
  • Duration: 8 days
  • Where: Hebrides, Scotland
  • Board type: Full Board

Guided Sailing & Hiking in the Small Isles

Discover the Small Isles by land and sea with a sailing and hiking holiday on adventure yacht Steady.
  • Date: 18 August 2025
  • Vessel: Steady
  • Duration: 11 days
  • Where: Oban, Scotland
  • Board type: Full Board

Sailing & walking in the Hebrides

Discover the West coast of Scotland with an adventurous sailing and walking holiday on expedition yacht Steady.
  • Date: 31 August 2025
  • Vessel: Steady
  • Duration: 8 days
  • Where: Hebrides, Scotland
  • 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

Sailing the Caledonian Canal and Great Glen Way

Sail and explore the Great Glen Way and the Caledonian Canal in Scotland aboard comfy yacht Steady.
  • Date: 20 September 2025
  • Vessel: Steady
  • Duration: 8 days
  • Where: Oban, 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: 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
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Destinations

Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?

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Bessie-Ellen-Agnes-Sailing

Our fleet

With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.

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