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
