Guided Sailing Holiday Adventures

Enhance your sailing experience with a guided activity whilst on board. Ski and sail in the Arctic tundra, or hike, sail and wild swim in the Hebrides. Why not embark into the Indonesian rainforest to meet the Orangutans, or go sledding with huskies in Norway? It doesn’t all have to be adrenalin fuelled, you can also take part in a Scottish yoga retreat, or a wellness sailing escape in Sardinia!

We have found 54 voyages with berths available.

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Sailing The Jewels of Raja Ampat, Indonesia

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 5 October 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Whale Shark & Wildlife Watching in Indonesia

Swim with Whale Sharks and watch the Birds of Paradise of West Papua in Indonesia with traditional boat Katharina.
  • Date: 18 October 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Indonesia

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 22 November 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 4 December 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 18 December 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Fjord Sailing, Whale Watching & Northern Lights in Tromsø, Norway

Join sailing yacht Stella Oceana in Tromsø, Norway for husky sledding, whale watching, forest campfires under the Northern lights and magnificent fjord sailing.
  • Date: 21 December 2023
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

Fjord Sailing, Whale Watching & Northern Lights in Tromsø, Norway

Join sailing yacht Stella Oceana in Tromsø, Norway for husky sledding, whale watching, forest campfires under the Northern lights and magnificent fjord sailing.
  • Date: 28 December 2023
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 29 December 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 5 April 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 12 April 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

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

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 19 April 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

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

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 26 April 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

Guided backcountry Ski & Sail; Lyngen Alps in Norway

Join sailing yacht Stella Oceana as she offers our first ever Arctic circle sail and ski holiday in the Lyngen Alps in northern Norway!
  • Date: 3 May 2024
  • Vessel: Stella Oceana
  • Duration: 8 days
  • Where: Norway

Ski & Sail Expedition in Svalbard

Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
  • Date: 10 May 2024
  • Vessel: Valiente
  • Duration: 7 days
  • Where: Svalbard, Norway

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

Ski & Sail Expedition in Svalbard

Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
  • Date: 25 May 2024
  • Vessel: Valiente
  • Duration: 9 days
  • Where: Svalbard, Norway

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

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 1 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Private Charter in the Lofoten Islands

Join sailing yacht Stella Oceana for your very own bespoke private charter adventure in the Lofoten Islands, Norway.
  • Date: 2 June 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

Ski & Sail Expedition in Svalbard

Explore the Arctic archipelago of Svalbard with a ski and sail adventure on expedition yacht Valiente.
  • Date: 3 June 2024
  • Vessel: Valiente
  • Duration: 9 days
  • Where: Svalbard, Norway

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 8 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Private Charter in Norway; Lofoten Islands

Join sailing yacht Stella Oceana for your very own bespoke private charter adventure in the Lofoten Islands, Norway.
  • Date: 12 June 2024
  • Vessel: Stella Oceana
  • Duration: 4 days
  • Where: Norway

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

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 15 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 22 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 29 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Private Charter in the Lofoten Islands

Join sailing yacht Stella Oceana for your very own bespoke private charter adventure in the Lofoten Islands, Norway.
  • Date: 30 June 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 6 July 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 13 July 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Private Charter in Norway; Lofoten Islands

Join sailing yacht Stella Oceana for your very own bespoke private charter adventure in the Lofoten Islands, Norway.
  • Date: 17 July 2024
  • Vessel: Stella Oceana
  • Duration: 4 days
  • Where: Norway

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 20 July 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 27 July 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 3 August 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Private Charter in the Lofoten Islands

Join sailing yacht Stella Oceana for your very own bespoke private charter adventure in the Lofoten Islands, Norway.
  • Date: 4 August 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

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

SAILING THE HELGELAND COAST OF NORWAY

Spend 6 days summer sailing in the Arctic circle with a wildlife and nature cruise on sailing yacht Stella Oceana.
  • Date: 12 August 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

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 THE HELGELAND COAST OF NORWAY

Spend 6 days summer sailing in the Arctic circle with a wildlife and nature cruise on sailing yacht Stella Oceana.
  • Date: 19 August 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

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 THE HELGELAND COAST OF NORWAY

Spend 6 days summer sailing in the Arctic circle with a wildlife and nature cruise on sailing yacht Stella Oceana.
  • Date: 26 August 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 31 August 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

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

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 7 September 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

SAILING THE HELGELAND COAST OF NORWAY

Spend 6 days summer sailing in the Arctic circle with a wildlife and nature cruise on sailing yacht Stella Oceana.
  • Date: 9 September 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

SAILING THE HELGELAND COAST OF NORWAY

Spend 6 days summer sailing in the Arctic circle with a wildlife and nature cruise on sailing yacht Stella Oceana.
  • Date: 16 September 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

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

SAILING THE HELGELAND COAST OF NORWAY

Spend 6 days summer sailing in the Arctic circle with a wildlife and nature cruise on sailing yacht Stella Oceana.
  • Date: 23 September 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

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

Fjord Sailing, Whale Watching & Northern Lights in Tromsø, Norway

Join sailing yacht Stella Oceana in Tromsø, Norway for husky sledding, whale watching, forest campfires under the Northern lights and magnificent fjord sailing.
  • Date: 25 November 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

Fjord Sailing, Whale Watching & Northern Lights in Tromsø, Norway

Join sailing yacht Stella Oceana in Tromsø, Norway for husky sledding, whale watching, forest campfires under the Northern lights and magnificent fjord sailing.
  • Date: 23 December 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway

Fjord Sailing, Whale Watching & Northern Lights in Tromsø, Norway

Join sailing yacht Stella Oceana in Tromsø, Norway for husky sledding, whale watching, forest campfires under the Northern lights and magnificent fjord sailing.
  • Date: 30 December 2024
  • Vessel: Stella Oceana
  • Duration: 6 days
  • Where: Norway
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