Good for

  • Cruising
  • Exploration
  • Ocean passages
  • Training
  • Wildlife
  • Winter sun
  • Sun
  • Racing

Duration

  • 2 - 6 days
  • 1 week +
  • 2 weeks +

Scotland & the Hebrides

Explore the rugged seclusion of Scotland's Western Isles, proffering breathtaking views, rare wildlife and excellent sailing, Scotland is one of our favourite destinations.

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Explore Scotland’s bewitching landscape under sail

Boasting more than 10,000 miles of stunning coastline, Scotland and its islands provide something for everyone; a unique land of opportunity, rich with history, wildlife, jaw-dropping beauty and world-leading whiskies.

The sensational Scottish islands (all 750 of them) are considered by many to be the jewel in the crown of Scotland’s immense coastline, with remote islets, secluded sea lochs and sheltered coves, many of which are inaccessible by land.

Whether you want to island-hop, go off-grid, wildlife watch, or gourmet dine, our tailored Scottish sailing holidays in the Hebrides, Orkney, or the Firth of Clyde will ensure memories that last a lifetime.

The Western Isles

Absorb the Hebridean magic aboard the majestic Bessie Ellen, double hull yacht Zuza, cutter yacht Cherokee, or expedition yacht Narwhal.

From early summer, the Western Isles bathe in long warm sunny days and are home to ideal sailing conditions. When the wind decides to blow in from the Atlantic, your skipper will know plenty of sheltered bays or long winding lochs to continue your adventures.

From Iona’s white sands to the enchanting isles of Arran, Rum, Staffa, Iona, Jura and Islay, the Sea of the Hebrides beckons to its remote landscapes, historic monuments, local cultures and magical wildlife. Once anchored, there is plenty of time to explore ashore, climb a high point, swim off the boat or explore remote white sandy beaches.

A highlight for wildlife enthusiasts is a visit to the puffin colony, where you will be welcomed among their burrows. Other birds of prey including Buzzards, Kestrels, Sparrowhawks and Peregrines can also be spotted on the beautiful Scottish coastline. Hebrides sailing trips can also offer unforgettable encounters with Common, Bottlenose, Whitebeak and Risso dolphins. There are plenty of whales in this part of the world too; including the resident pod of Orca, many have been lucky enough to see gliding elegantly through the waters.

Watch The Girl Outdoors sailing the Hebrides on Bessie Ellen. Or, for more detailed information on the islands that make up the Inner and Outer Hebrides, take a look at our blogs on Mull and her surrounding Isles, and another on the Small Isles and St. Kilda.

The Orkneys

With no fewer than 36 Sites of Special Scientific Interest, 13 Special Protection Areas and 13 RSPB nature reserves, a voyage along the east coast of Scotland aboard the Cherokee is equally unforgettable. You’ll visit authentic fishing villages and working harbours, taking in the history and sights of the island of Rousay, the small atmospheric harbour of Whitehills, and Kirkwall.

Wildlife in the Orkneys is spectacular. You’ll cruise below its towering cliffs, home to over a million seabirds, including puffins, thousands of grey and common seals and an array of marine mammals.

The Firth of Clyde

Protected by the Kintyre peninsula with an archipelago of rugged islands, the Firth of Clyde is a fascinating area of Scotland. With the deepest coastal waters in the British Isles, ancient castles, meandering lochs and an abundance of wildlife, this area is certainly best explored by boat.

The Kyles of Bute is said to be one of the prettiest sailing passages in Britain and, with fjord-like lochs and heather-clad hills, these waters make for perfect sheltered sailing experience.

Sailing Holidays in Scotland

Sailing Aberdeen to Ullapool

Sail with Oosterschelde from Aberdeen to Ullapool to explore the diverse Scottish coastline.
  • Vessel: Oosterschelde
  • Where: Scotland
  • Duration: 10 days
  • Date: 17 May 2021

Tall Ship Sailing in the Hebrides

Explore the rugged scenery and hidden gems of the Inner Hebrides archipelago and Argyll on tall ship Blue Clipper.
  • Vessel: Blue Clipper
  • Where: Scotland
  • Duration: 7 days
  • Date: 20 May 2021

Sailing Ullapool to Aberdeen

Sail with Oosterschelde from Ullapool to Aberdeen to explore the diverse Scottish coastline.
  • Vessel: Oosterschelde
  • Where: Scotland
  • Duration: 9 days
  • Date: 27 May 2021

Tall Ship Sailing in the Hebrides

Explore the rugged scenery and hidden gems of the Inner Hebrides archipelago and Argyll on tall ship Blue Clipper.
  • Vessel: Blue Clipper
  • Where: Scotland
  • Duration: 7 days
  • Date: 29 May 2021

Sailing from Cornwall to Scotland

Join Pellew as she makes the voyage North to the West coast of Scotland. Sail from Cornwall and experience life on the open water.
  • Vessel: Pellew
  • Where: Cornwall/Scotland
  • Duration: 10 days
  • Date: 2 June 2021

Tall Ship Sailing in the Hebrides

Sail with tall ship Blue Clipper as she journeys from the Gateway of the Isles to explore the beautiful West coast of Scotland.
  • Vessel: Blue Clipper
  • Where: Scotland
  • Duration: 7 days
  • Date: 6 June 2021

Adventure Sailing from Cornwall to Scotland

Voyage from Plymouth to Scotland with luxury yacht Skyelark as she sails along the UK coast visiting the Isles of Scilly, Ireland and the Caledonian Canal.
  • Vessel: Skyelark
  • Where: UK/Scotland
  • Duration: 20 days
  • Date: 26 June 2021

Tall Ship Sailing in the Outer Hebrides

Hoist the sails of this spectacular tall ship and explore the magic that the Small Isles, Skye and the Outer Hebrides have to offer.
  • Vessel: Blue Clipper
  • Where: Scotland
  • Duration: 10 days
  • Date: 26 June 2021

Tall Ship Sailing in the Outer Hebrides

Hoist the sails of this spectacular tall ship and explore the magic that the Small Isles, Skye and the Outer Hebrides have to offer.
  • Vessel: Blue Clipper
  • Where: Scotland
  • Duration: 9 days
  • Date: 7 July 2021

Tall Ship Sailing in the Outer Hebrides

Hoist the sails of this spectacular tall ship and explore the magic that the Small Isles, Skye and the Outer Hebrides have to offer.
  • Vessel: Blue Clipper
  • Where: Scotland
  • Duration: 7 days
  • Date: 17 July 2021

Sailing the Hebrides

Explore the magic of the Hebrides with luxury boat Skyelark as she sails from Oban, Scotland.
  • Vessel: Skyelark
  • Where: Scotland
  • Duration: 8 days
  • Date: 18 July 2021

Sail and Explore Mull, Islay and Jura

Sail from Oban with Stravaigin to discover the magic of the Hebrides.
  • Vessel: Stravaigin
  • Where: Scotland
  • Duration: 6 days
  • Date: 18 July 2021

Tall Ship Sailing in the Outer Hebrides

Hoist the sails of this spectacular tall ship and explore the magic that the Small Isles, Skye and the Outer Hebrides have to offer.
  • Vessel: Blue Clipper
  • Where: Scotland
  • Duration: 7 days
  • Date: 25 July 2021

Sailing the Hebrides

Explore the magic of the Hebrides with luxury boat Skyelark as she sails from Oban, Scotland.
  • Vessel: Skyelark
  • Where: Scotland
  • Duration: 8 days
  • Date: 27 July 2021

Sailing the Hebrides

Explore the magic of the Hebrides with luxury boat Skyelark as she sails from Oban, Scotland.
  • Vessel: Skyelark
  • Where: Scotland
  • Duration: 8 days
  • Date: 6 August 2021

Sailing Weekend exploring Mull

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

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 3 days
  • Date: 21 August 2021

Sailing & Wild Swimming – Skye and the Small Isles

Sail, explore and swim the island of Skye and the Small Isles with modern yacht Stravaigin.
  • Vessel: Stravaigin
  • Where: Scotland
  • Duration: 8 days
  • Date: 22 August 2021

Tall Ship Taster Sailing

Join Blue Clipper as she sails from Ullapool to Newcastle and takes guests on an 8-day classic sailing experience.
  • Vessel: Blue Clipper
  • Where: Scotland
  • Duration: 8 days
  • Date: 8 September 2021

Sailors Voyage from Scotland to Cornwall

Sail with Bessie Ellen as she marks the end of summer with a journey from Troon to Newlyn.
  • Vessel: Bessie Ellen
  • Where: Scotland/Cornwall
  • Duration: 6 days
  • Date: 11 September 2021

Sailing & Exploring Mull

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

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 4 days
  • Date: 17 September 2021

Sailing Weekend exploring Mull

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

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 4 days
  • Date: 22 April 2022

2022 Sailing from Cornwall to Scotland

Join Eda Frandsen as she sails her way from Cornwall to the rugged coast of Scotland.
  • Vessel: Eda Frandsen
  • Where: Cornwall
  • Duration: 10 days
  • Date: 22 April 2022

2022 Sailing from Cornwall to Scotland

Join Pellew as she makes the voyage North to the West coast of Scotland. Sail from Cornwall and experience life on the open water.
  • Vessel: Pellew
  • Where: Cornwall/Scotland
  • Duration: 10 days
  • Date: 23 April 2022

A Sailors’ Voyage to Scotland

As the evenings grow lighter Bessie Ellen heads north to Oban, Scotland and the journey north from Cornwall is a fantastic opportunity to tuck some ocean miles under your belt and taste life on the open water.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 10 days
  • Date: 23 April 2022

Bank Holiday Sailing Weekend exploring Mull

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

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 4 days
  • Date: 29 April 2022

2022 Sailing the Small Isles

Explore the Small Isles of the Hebrides on Pellew as she sails to remote anchorages, secluded islands and wonderful wildlife locations.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 7 days
  • Date: 4 May 2022

Sailing Jura, Colonsay & Corryvreckan

Sail with Zuza to discover the islands of Jura, Colonsay and Islay passing through the Gulf of Corryvreckan.

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 6 May 2022

Sailing Iona & Staffa

Discover some of the most magical sailing grounds in the Hebrides aboard tall ship Bessie Ellen
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 7 days
  • Date: 7 May 2022

2022 Sailing & Exploring Mull

Discover the Hebrides with Pellew as she sails the remote anchorages of Mull and her surrounding islands.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 7 days
  • Date: 11 May 2022

Sailing & Exploring the Small Isles

Explore the beauty of the Small Isles on the west coast of Scotland under the sail, with plenty of wildlife spotting opportunities!

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 13 May 2022

Sailing Skye & the Small Isles

The sea around the west coast of Scotland offers some of the most stunning cruising grounds in the world and this adventure will sail where the wind blows.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 7 days
  • Date: 14 May 2022

2022 Sailing & Exploring the Hebrides

Sail with Eda Frandsen as she explores the Inner Hebrides of Scotland.
  • Vessel: Eda Frandsen
  • Where: Scotland
  • Duration: 7 days
  • Date: 14 May 2022

2022 Sailing Expedition to St Kilda

Sail and discover the magic of the Outer Hebrides and the ancient island St Kilda on pilot cutter Pellew.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 10 days
  • Date: 18 May 2022

Sailing the Outer Hebrides, Shiants or Skye

Sail with Zuza through the Minch of Scotland to the Outer Hebrides exploring history, landscape and beautiful wildlife.
  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 20 May 2022

Hebridean Magic & Wildlife under Sail

The sea around the west coast of Scotland offers some of the most stunning cruising grounds in the world and this adventure will sail where the wind blows.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 7 days
  • Date: 21 May 2022

Sailing to St. Kilda, Scotland

Sail to one of the most remote parts of the UK, stroll barefoot on deserted white sands, take the helm and raise the sails for an adventure of a lifetime.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 10 days
  • Date: 28 May 2022

2022 Sailing the Small Isles

Explore the Small Isles of the Hebrides on Pellew as she sails to remote anchorages, secluded islands and wonderful wildlife locations.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 7 days
  • Date: 28 May 2022

2022 Sailing & Exploring Mull

Discover the Hebrides with Pellew as she sails the remote anchorages of Mull and her surrounding islands.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 7 days
  • Date: 4 June 2022

Sailing Expedition to St. Kilda, Scotland

Sail with expedition yacht Zuza to one of the most remote and beautiful parts of the UK for a trip of a lifetime!
  • Vessel: Zuza
  • Where: Scotland
  • Duration: 10 days
  • Date: 6 June 2022

Tall Ship Taster Sailing in the Hebrides

Join Bessie Ellen & her crew for a tall ship sailing experience exploring the Hebrides on the West Coast of Scotland. No experience needed to climb aboard and set the sails!
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 4 days
  • Date: 7 June 2022

Sailing to St. Kilda, Scotland

Sail to one of the most remote parts of the UK, stroll barefoot on deserted white sands, take the helm and raise the sails for an adventure of a lifetime.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 10 days
  • Date: 11 June 2022

2022 Sailing Expedition to St Kilda

Sail and discover the magic of the Outer Hebrides and the ancient island St Kilda on pilot cutter Pellew.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 10 days
  • Date: 11 June 2022

Sailing & Exploring the Small Isles

Explore the beauty of the Small Isles on the west coast of Scotland under the sail, with plenty of wildlife spotting opportunities!

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 18 June 2022

2022 Sailing & Exploring Mull

Discover the Hebrides with Pellew as she sails the remote anchorages of Mull and her surrounding islands.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 7 days
  • Date: 21 June 2022

Hebridean Magic & Wildlife under Sail

The sea around the west coast of Scotland offers some of the most stunning cruising grounds in the world and this adventure will sail where the wind blows.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 7 days
  • Date: 25 June 2022

Sailing the Outer Hebrides, Shiants or Skye

Sail with Zuza through the Minch of Scotland to the Outer Hebrides exploring history, landscape and beautiful wildlife.
  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 25 June 2022

2022 Sailing Expedition to St Kilda

Sail and discover the magic of the Outer Hebrides and the ancient island St Kilda on pilot cutter Pellew.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 10 days
  • Date: 28 June 2022

Sailing Jura, Colonsay & Corryvreckan

Sail with Zuza to discover the islands of Jura, Colonsay and Islay passing through the Gulf of Corryvreckan.

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 4 July 2022

2022 Sailing & Exploring Mull

Discover the Hebrides with Pellew as she sails the remote anchorages of Mull and her surrounding islands.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 7 days
  • Date: 5 July 2022

Sailing the Wonders of the Orkney Islands

Discover the North coast of Scotland and sail the wonders of the Orkney Islands on tall ship Bessie Ellen.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 10 days
  • Date: 6 July 2022

Sailing Expedition to St. Kilda, Scotland

Sail with expedition yacht Zuza to one of the most remote and beautiful parts of the UK for a trip of a lifetime!
  • Vessel: Zuza
  • Where: Scotland
  • Duration: 10 days
  • Date: 12 July 2022

2022 Sailing the Small Isles

Explore the Small Isles of the Hebrides on Pellew as she sails to remote anchorages, secluded islands and wonderful wildlife locations.
  • Vessel: Pellew
  • Where: Scotland
  • Duration: 7 days
  • Date: 15 July 2022

2022 Sailing & Exploring the Hebrides

Sail and explore the magic and wonder of the Western Isles of Scotland on classic boat Eda Frandsen.
  • Vessel: Eda Frandsen
  • Where: Scotland
  • Duration: 10 days
  • Date: 15 July 2022

Sailing the Wonders of the Orkney Islands

Discover the North coast of Scotland and sail the wonders of the Orkney Islands on tall ship Bessie Ellen.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 10 days
  • Date: 16 July 2022

2022 Sailing from Scotland to Cornwall

Join Pellew as she makes the voyage South from the West coast of Scotland to Cornwall.
  • Vessel: Pellew
  • Where: Scotland/Cornwall
  • Duration: 10 days
  • Date: 22 July 2022

Sailing the Outer Hebrides, Shiants or Skye

Sail with Zuza through the Minch of Scotland to the Outer Hebrides exploring history, landscape and beautiful wildlife.
  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 23 July 2022

Sailing the Summer Isles to the Small Isles

Sail South from Ullapool to Oban discovering & exploring the magic of the Hebridean Islands.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 7 days
  • Date: 30 July 2022

Sailing Expedition to St. Kilda, Scotland

Sail with expedition yacht Zuza to one of the most remote and beautiful parts of the UK for a trip of a lifetime!
  • Vessel: Zuza
  • Where: Scotland
  • Duration: 10 days
  • Date: 1 August 2022

Sailing Iona & Staffa

Discover some of the most magical sailing grounds in the Hebrides aboard tall ship Bessie Ellen
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 7 days
  • Date: 6 August 2022

2022 Sailing & Exploring the Hebrides

Sail with Eda Frandsen as she explores the Inner Hebrides of Scotland.
  • Vessel: Eda Frandsen
  • Where: Scotland
  • Duration: 7 days
  • Date: 6 August 2022

Sailing & Whale Watching in the Hebrides

Explore the majestic island of Mull and her surrounding isles as you keep your eyes peeled for whale sightings while under sail.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 7 days
  • Date: 13 August 2022

Sailing & Exploring the Small Isles

Explore the beauty of the Small Isles on the west coast of Scotland under the sail, with plenty of wildlife spotting opportunities!

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 13 August 2022

2022 Sailing & Exploring the Hebrides

Sail with Eda Frandsen as she explores the Inner Hebrides of Scotland.
  • Vessel: Eda Frandsen
  • Where: Scotland
  • Duration: 7 days
  • Date: 13 August 2022

Sailing Weekend exploring Mull

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

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 4 days
  • Date: 20 August 2022

Sailing to St. Kilda, Scotland

Sail to one of the most remote parts of the UK, stroll barefoot on deserted white sands, take the helm and raise the sails for an adventure of a lifetime.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 10 days
  • Date: 20 August 2022

2022 Sailing & Exploring the Hebrides

Sail and explore the magic and wonder of the Western Isles of Scotland on classic boat Eda Frandsen.
  • Vessel: Eda Frandsen
  • Where: Scotland
  • Duration: 10 days
  • Date: 21 August 2022

Sailing Jura, Colonsay & Corryvreckan

Sail with Zuza to discover the islands of Jura, Colonsay and Islay passing through the Gulf of Corryvreckan.

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 24 August 2022

Sailing & Exploring the Small Isles

Explore the beauty of the Small Isles on the west coast of Scotland under the sail, with plenty of wildlife spotting opportunities!

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 1 September 2022

2022 Sailing & Exploring the Hebrides

Sail and explore the magic and wonder of the Western Isles of Scotland on classic boat Eda Frandsen.
  • Vessel: Eda Frandsen
  • Where: Scotland
  • Duration: 7 days
  • Date: 3 September 2022

Sailing the Outer Hebrides, Shiants or Skye

Sail with Zuza through the Minch of Scotland to the Outer Hebrides exploring history, landscape and beautiful wildlife.
  • Vessel: Zuza
  • Where: Scotland
  • Duration: 7 days
  • Date: 9 September 2022

2022 Sailing from Scotland to Cornwall

Join Eda Frandsen as she sails her way from the rugged coast of Scotland to home to Cornwall.
  • Vessel: Eda Frandsen
  • Where: Scotland/Cornwall
  • Duration: 10 days
  • Date: 11 September 2022

Sailing Weekend exploring Mull

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

  • Vessel: Zuza
  • Where: Scotland
  • Duration: 4 days
  • Date: 16 September 2022
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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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Tall Ships fleet

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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