Scotland & the Hebrides Sailing Schedule

We have found 76 voyages with berths available.

Sailing the Inner Hebrides with Grayhound

Sail the West coast of Scotland discovering remote islands, wonderful wildlife and traditional sailing with lugger Grayhound.
  • Date: 20 September 2023
  • Vessel: Grayhound
  • Duration: 6 days
  • Where: Oban, Scotland

Sailing & Whisky Exploring in Scotland

Set the sails with expedition boat Valiente as she sails the coast of West Scotland from Mallaig to Oban.
  • Date: 20 September 2023
  • Vessel: Valiente
  • Duration: 4 days
  • Where: Scotland

Expedition Sailing; Scotland to Norway

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: 23 September 2023
  • Vessel: Valiente
  • Duration: 15 days
  • Where: Scotland/Norway

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: 20 March 2024
  • Vessel: Flying Dutchman
  • Duration: 9 days
  • Where: Amsterdam/Scotland

Tall Ship Sailing in the Orkney Islands

Explore the Outer Hebrides, Orkney Islands and Skye with tall ship the Flying Dutchman.
  • Date: 5 April 2024
  • Vessel: Flying Dutchman
  • Duration: 10 days
  • Where: Scotland

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

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

Sailing the Hebrides around Mull & Iona

Discover the Hebrides with yacht Stravaigin as she explores the island of Mull and beautiful Iona.
  • Date: 20 April 2024
  • Vessel: Stravaigin
  • Duration: 7 days
  • Where: Oban, Scotland

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: 21 April 2024
  • Vessel: Flying Dutchman
  • Duration: 8 days
  • Where: Oban, Scotland

Expedition Sailing from Tromsø to Svalbard

Sail from Tromsø to Svalbard via Bear island with expedition yacht Valiente.
  • Date: 25 April 2024
  • Vessel: Valiente
  • Duration: 8 days
  • Where: Norway/Svalbard

‘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

Taster Sailing in the Hebrides

Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
  • Date: 29 April 2024
  • Vessel: Stravaigin
  • Duration: 4 days
  • Where: Oban, Scotland

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: 3 May 2024
  • Vessel: Blue Clipper
  • Duration: 6 days
  • Where: Oban, Scotland

‘Round Britain Tour; West Coast of Scotland

Discover the sheltered waters in Firth of Clyde and explore the Southern Hebrides under sail with Bessie Ellen.
  • Date: 5 May 2024
  • Vessel: Bessie Ellen
  • Duration: 7 days
  • Where: West Coast Scotland

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

Sailing Taster Weekend in Mull

Sail the Hebrides with Zuza, exploring hidden anchorages and amazing landscapes on foot - the perfect time of year for wildlife watching!

  • Date: 10 May 2024
  • Vessel: Zuza
  • Duration: 4 days
  • Where: Oban, Scotland

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: 10 May 2024
  • Vessel: Blue Clipper
  • Duration: 6 days
  • Where: Oban, Scotland

‘Round Britain Tour Taster Sailing in Scotland

Join traditional tall ship Bessie Ellen for a taster sailing holiday in Scotland as she celebrates 120 years of sailing.
  • Date: 13 May 2024
  • Vessel: Bessie Ellen
  • Duration: 4 days
  • Where: Oban, Scotland

Sailing in the Hebrides; Mull, Jura & Islay

Discover the Hebrides with modern yacht Stravaigin as she explores Mull, Jura and Islay under sail.
  • Date: 13 May 2024
  • Vessel: Stravaigin
  • Duration: 7 days
  • Where: Oban, Scotland

Sailing & Wildlife watching in the Inner Hebrides

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 16 May 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

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

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: 17 May 2024
  • Vessel: Blue Clipper
  • Duration: 6 days
  • Where: Oban, Scotland

‘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: Oban, Scotland

‘Round Britain Tour Sailing through Scotland & Orkney

Discover the West coast of Scotland under sail with Bessie Ellen as she sails from Oban to Aberdeen, via the beautiful Orkney Islands.
  • Date: 18 May 2024
  • Vessel: Bessie Ellen
  • Duration: 24 days
  • Where: Oban, Scotland

Guided Wild Swimming & Sailing in Scotland

Join adventure yacht Stravaigin for guided wild swimming and sailing on the West coast of Scotland.
  • Date: 20 May 2024
  • Vessel: Stravaigin
  • Duration: 7 days
  • Where: Oban, Scotland

Sailing & Wildlife watching in the Outer Hebrides

Discover the myth shrouded Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 24 May 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

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: 25 May 2024
  • Vessel: Blue Clipper
  • Duration: 7 days
  • Where: Oban, Scotland

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: 25 May 2024
  • Vessel: Steady
  • Duration: 10 days
  • Where: Oban, Scotland

‘Round Britain Tour Sailing the Orkney Islands

Embark on a breathtaking nautical adventure sailing through the enchanting Orkney Islands with Bessie Ellen from Ullapool to Aberdeen.
  • Date: 30 May 2024
  • Vessel: Bessie Ellen
  • Duration: 14 days
  • Where: Orkney Islands

Sailing Taster around Mull, Scotland

Sail the Hebrides with Zuza, exploring hidden anchorages and amazing landscapes on foot - the perfect time of year for wildlife watching!

  • Date: 31 May 2024
  • Vessel: Zuza
  • Duration: 5 days
  • Where: Oban, Scotland

Tall Ship Sailing the Outer Hebrides & 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: 3 June 2024
  • Vessel: Blue Clipper
  • Duration: 8 days
  • Where: Oban, Scotland

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

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

Guided Wild Swimming & Sailing in Scotland

Join adventure yacht Stravaigin for guided wild swimming and sailing on the West coast of Scotland.
  • Date: 12 June 2024
  • Vessel: Stravaigin
  • Duration: 7 days
  • Where: Mallaig, Scotland

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

‘Round Britain Tour; East Coast Sailing

Explore the UK's East coast like never before as you sail from Aberdeen to Holy Island and finish in Newcastle.
  • Date: 17 June 2024
  • Vessel: Bessie Ellen
  • Duration: 5 days
  • Where: UK

Sailing & Wildlife watching in the Inner Hebrides

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 17 June 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Tall Ship Taster Sailing in the Hebrides

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

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: Outer Hebrides, Scotland

‘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

Sailing & Wildlife watching in the Outer Hebrides

Discover the myth shrouded Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza as she sails from Oban to Mallaig.
  • Date: 24 June 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

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: 7 days
  • Where: Mallaig, Scotland

Sailing Skye, The Small Isles & the Outer Hebrides

Explore the Isle of Skye, Small Isles & the Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 2 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Mallaig, Scotland

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

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

Sailing Skye, The Small Isles & the Outer Hebrides

Explore the Isle of Skye, Small Isles & the Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 9 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Mallaig, Scotland

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

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

Sailing Skye, The Small Isles & the Outer Hebrides

Explore the Isle of Skye, Small Isles & the Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 17 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Mallaig, Scotland

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

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

Sailing the Outer Hebrides & Skye

Spend ten days sailing the islands of the Outer Hebrides and Skye with adventure yacht Steady.
  • Date: 21 July 2024
  • Vessel: Steady
  • Duration: 10 days
  • Where: Hebrides, Scotland

Sailing Skye, The Small Isles & the Outer Hebrides

Explore the Isle of Skye, Small Isles & the Outer Hebrides of Scotland with a sailing holiday on expedition vessel Zuza.
  • Date: 24 July 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Mallaig, Scotland

Explore the Outer Hebrides & St Kilda

Explore the Outer Hebrides and UNESCO archipelago of St Kilda with traditional tall ship the Flying Dutchman.
  • Date: 26 July 2024
  • Vessel: Flying Dutchman
  • Duration: 9 days
  • Where: Ullapool, Scotland

Outer Hebrides and Mull, Scotland

Experience the West Coast of Scotland with a tall ship sailing holiday on board Blue Clipper. Perfect for those adventurers looking for a sustainable way to explore the Hebridean islands.
  • Date: 27 July 2024
  • Vessel: Blue Clipper
  • Duration: 7 days
  • Where: Mallaig / Oban,Scotland

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 from Mallaig to Oban.
  • Date: 1 August 2024
  • Vessel: Zuza
  • Duration: 10 days
  • Where: Mallaig, Scotland

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

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

Tallship Sailing from Scotland to Cornwall

Sail from 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

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

Sailing & Wildlife watching in the Inner Hebrides

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 12 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Guided Sail, Hike & Camp Expedition in Scotland

Explore the Small Isles like never before as you join Steady for a sail, hike and camping expedition on the island of Rum.
  • Date: 12 August 2024
  • Vessel: Steady
  • Duration: 10 days
  • Where: Hebrides, Scotland

Guided Wild Swimming & Sailing in Scotland

Join adventure yacht Stravaigin for guided wild swimming and sailing on the West coast of Scotland.
  • Date: 15 August 2024
  • Vessel: Stravaigin
  • Duration: 7 days
  • Where: Mallaig, Scotland

Sailing & Wildlife watching Inner Hebridean Islands

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 20 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

Sailing in Scotland; Skye & the Small Isles

Discover the Scottish islands of Skye and the Small Isles with a sailing holiday on adventure yacht Stravaigin.
  • Date: 24 August 2024
  • Vessel: Stravaigin
  • Duration: 7 days
  • Where: Mallaig, Scotland

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

Sailing & Wildlife watching in the Inner Hebrides

Let Zuza show you the beauty of the Hebrides from the water, and you will also have plenty of chance to explore on foot - it is also an excellent time of year for wildlife watching!
  • Date: 30 August 2024
  • Vessel: Zuza
  • Duration: 7 days
  • Where: Oban, Scotland

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

Guided walking & Sailing in Hebrides

Enjoy a sailing and guided walking holiday in the Hebrides with skipper John and modern yacht Stravaigin.
  • Date: 2 September 2024
  • Vessel: Stravaigin
  • Duration: 7 days
  • Where: Mallaig, Scotland

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

Wild Swimming & Sailing in the Hebrides

Sail, swim and explore secluded bays of Mull, Kerrera and Morvern with modern yacht Stravaigin.
  • Date: 19 September 2024
  • Vessel: Stravaigin
  • Duration: 3 days
  • Where: Oban, Scotland

Wild Swimming & Sailing in the Hebrides

Sail, swim and explore secluded bays of Mull, Kerrera and Morvern with modern yacht Stravaigin.
  • Date: 23 September 2024
  • Vessel: Stravaigin
  • Duration: 3 days
  • Where: Oban, Scotland

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

Wild Swimming & Sailing in the Hebrides

Sail, swim and explore secluded bays of Mull, Kerrera and Morvern with modern yacht Stravaigin.
  • Date: 2 October 2024
  • Vessel: Stravaigin
  • Duration: 3 days
  • Where: Oban, Scotland

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

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
Refine search
Scotland-Kerrera-castle-sailing

Destinations

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

View destinations
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.

View fleet