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. Lace up your boots to trek into the Indonesian rainforest to meet the Orangutans, or go sledding with huskies in Norway.
It doesn’t all have to be adrenaline-fuelled; you can also take part in a Scottish yoga retreat or a wellness sailing escape in Sardinia.
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We have found 56 voyages with berths available.
Exclusive Private Catamaran Charter Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 26 Sep 2026
Duration: 8 days
Vessel: Acacia
Where: Croatia
Board: Half Board
Group Size: 8
Activity: Level 1
i
£2,950.00€3,350.00
Berths available
Exclusive Private Catamaran Charter: Sardinia & Corsica
Enjoy a private catamaran charter and explore the coastline of Sardinia, the La Maddalena islands and historic Bonifacio on Corsica.
Date: 26 Sep 2026
Duration: 8 days
Vessel: Agave
Where: Sardinia, Italy
Board: Half Board
Group Size: 8
Activity: Level 1
i
£2,950.00€3,350.00
Berths available
Whisky Distillery Hopping: A Scottish Sailing Tour
Sail this whisky sailing tour through the Hebrides, calling at eight distilleries on Mull, Islay and Jura.
Date: 27 Sep 2026
Duration: 8 days
Vessel: Flying Dutchman
Where: Oban, Scotland
Board: Half Board
Group Size: 22
Activity: Level 1
i
£1,160.00€1,295.00
Berths available
Guided Wildlife Watching & Whale Sharks in Indonesia
Explore the coasts of West Papau and the Raja Ampat archipelago in Indonesia with traditional boat Katharina.
Date: 5 Oct 2026
Duration: 10 days
Vessel: Katharina
Where: West Papau, Indonesia
Board: Full Board
Group Size: 12
£6,640.00€8,300.00
Berths available
Island Hop through the Indonesian archipelago of Raja Ampat
Sail through the Indonesian islands of Raja Ampat, enjoying hidden lagoons and pristine coral reefs aboard a traditional Pinisi vessel.
Date: 18 Oct 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,695.00€8,368.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 18 Oct 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,640.00€8,300.00
Berths available
Island Hop through the Indonesian archipelago of Raja Ampat
Sail through the Indonesian islands of Raja Ampat, enjoying hidden lagoons and pristine coral reefs aboard a traditional Pinisi vessel.
Date: 30 Oct 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,695.00€8,368.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 30 Oct 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,640.00€8,300.00
Berths available
Island Hop through the Indonesian archipelago of Raja Ampat
Sail through the Indonesian islands of Raja Ampat, enjoying hidden lagoons and pristine coral reefs aboard a traditional Pinisi vessel.
Date: 11 Nov 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,695.00€8,368.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 11 Nov 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,640.00€8,300.00
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 23 Nov 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,640.00€8,300.00
Berths available
Birds of Paradise & Whale Shark Wildlife Holiday in Indonesia
Swim with Whale Sharks and watch the Birds of Paradise of West Papua in Indonesia with traditional boat Ombak Putih.
Date: 23 Nov 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Indonesia
Board: Full Board
Group Size: 26
£6,695.00€8,368.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 5 Dec 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,640.00€8,300.00
Berths available
Indonesian Guided Wildlife Watching Holiday: Birds of Paradise & Whale Sharks
Explore the coasts of West Papau and the Raja Ampat archipelago in Indonesia with traditional boat Ombak Putih.
Date: 5 Dec 2026
Duration: 10 days
Vessel: Ombak Putih
Where: West Papau, Indonesia
Board: Full Board
Group Size: 26
£6,695.00€8,368.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 17 Dec 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,640.00€8,300.00
Berths available
Island Hop through the Indonesian archipelago of Raja Ampat
Sail through the Indonesian islands of Raja Ampat, enjoying hidden lagoons and pristine coral reefs aboard a traditional Pinisi vessel.
Date: 17 Dec 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,695.00€8,368.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 29 Dec 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,640.00€8,300.00
Berths available
Discover the Coral Reefs of Raja Ampat in Indonesia
Sail among Raja Ampat coral reefs with coral expert Vincent Chalias, unlocking the hidden life within every reef.
Date: 29 Dec 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,695.00€8,368.75
Berths available
Tall Ship Sailing & Island Hopping in Cape Verde
Discover the wild Atlantic archipelago of Cape Verde by tall ship with island hopping, guided excursions and trade wind sailing.
Date: 14 Jan 2027
Duration: 12 days
Vessel: Oosterschelde
Where: Cape Verde
Board: Full Board
Group Size: 24
Activity: Level 2
i
£1,770.00€1,980.00
Berths available
Tall Ship Sailing & Island Hopping in Cape Verde
Discover the wild Atlantic archipelago of Cape Verde by tall ship with island hopping, guided excursions and trade wind sailing.
Date: 26 Jan 2027
Duration: 12 days
Vessel: Oosterschelde
Where: Cape Verde
Board: Full Board
Group Size: 24
Activity: Level 2
i
£1,770.00€1,980.00
Berths available
Tall Ship Sailing & Island Hopping in Cape Verde
Discover the wild Atlantic archipelago of Cape Verde by tall ship with island hopping, guided excursions and trade wind sailing.
Date: 19 Feb 2027
Duration: 12 days
Vessel: Oosterschelde
Where: Cape Verde
Board: Full Board
Group Size: 24
Activity: Level 2
i
£1,770.00€1,980.00
Berths available
Tall Ship Sailing & Island Hopping in Cape Verde
Discover the wild Atlantic archipelago of Cape Verde by tall ship with island hopping, guided excursions and trade wind sailing.
Date: 3 Mar 2027
Duration: 12 days
Vessel: Oosterschelde
Where: Cape Verde
Board: Full Board
Group Size: 24
Activity: Level 2
i
£1,770.00€1,980.00
Berths available
Whisky Distillery Hopping: A Scottish Sailing Tour
Sail this whisky sailing tour through the Hebrides, calling at eight distilleries on Mull, Islay and Jura.
Date: 9 Apr 2027
Duration: 8 days
Vessel: Flying Dutchman
Where: Oban, Scotland
Board: Half Board
Group Size: 22
Activity: Level 1
i
£1,235.00€1,295.00
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 17 Apr 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 28 Apr 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Guided Sailing & Walking Holiday in Skye and the Small Isles
Discover the Small Isles and Skye by land and sea with a sailing and hiking holiday in Scotland on adventure yacht Steady.
Date: 1 May 2027
Duration: 10 days
Vessel: Steady
Where: Hebrides, Scotland
Board: Full Board
Group Size: 8
Activity: Level 1
i
£2,210.00€2,500.00
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 9 May 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Tall Ship Sailing, Whisky Distilleries & Folk Music in Scotland
Join this whisky tasting sailing holiday through the Hebrides, calling at Islay's distilleries with live folk music aboard.
Date: 16 May 2027
Duration: 6 days
Vessel: Flying Dutchman
Where: Oban, Scotland
Board: Half Board
Group Size: 22
Activity: Level 1
i
£1,095.00€1,225.00
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 20 May 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Guided Sailing & Walking Holiday in Skye and the Small Isles
Discover the Small Isles and Skye by land and sea with a sailing and hiking holiday in Scotland on adventure yacht Steady.
Date: 28 May 2027
Duration: 10 days
Vessel: Steady
Where: Hebrides, Scotland
Board: Full Board
Group Size: 8
Activity: Level 1
i
£2,210.00€2,500.00
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 31 May 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Explore Knoydart: Sail and Walk in Scotland
Join traditional tall ship Bessie Ellen for a sailing and walking holiday in the Highlands of Scotland.
Date: 1 Jun 2027
Duration: 4 days
Vessel: Bessie Ellen
Where: Scotland
Board: Full Board
Group Size: 12
Activity: Level 1
i
£680.00€850.00
Limited berths
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 12 Jun 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Guided Sailing & Walking Holiday in Scotland: Mull and the Small Isles
Discover the Small Isles and the Isle of Mull by land and sea with a sailing and hiking holiday in Scotland on adventure yacht Steady.
Date: 18 Jun 2027
Duration: 7 days
Vessel: Steady
Where: Hebrides, Scotland
Board: Full Board
Group Size: 8
Activity: Level 1
i
£1,645.00€1,850.00
Berths available
Ardnamurchan Explorer: Sailing the Western Edge of Scotland
Join traditional tall ship Bessie Ellen on a sailing holiday to explore the Ardnamurchan peninsula in west Scotland.
Date: 22 Jun 2027
Duration: 4 days
Vessel: Bessie Ellen
Where: Scotland
Board: Full Board
Group Size: 12
Activity: Level 1
i
£675.00€843.75
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 23 Jun 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 7 Jul 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 18 Jul 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 29 Jul 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 9 Aug 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Guided Sailing & Walking Holiday in Skye and the Small Isles
Discover the Small Isles and Skye by land and sea with a sailing and hiking holiday in Scotland on adventure yacht Steady.
Date: 14 Aug 2027
Duration: 10 days
Vessel: Steady
Where: Hebrides, Scotland
Board: Full Board
Group Size: 8
Activity: Level 1
i
£2,210.00€2,500.00
Berths available
Sailing The Indonesian Wonders; Whale Sharks, Corals & Dragons
This Indonesia sailing holiday brings dragons, whale sharks and coral restoration together in one wild volcanic archipelago.
Date: 21 Aug 2027
Duration: 9 days
Vessel: Ombak Putih
Where: Komodo, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£4,725.00€5,906.25
Berths available
Guided Sailing & Walking Holiday in Scotland: Mull and the Small Isles
Discover the Small Isles and the Isle of Mull by land and sea with a sailing and hiking holiday in Scotland on adventure yacht Steady.
Date: 11 Sep 2027
Duration: 7 days
Vessel: Steady
Where: Hebrides, Scotland
Board: Full Board
Group Size: 8
Activity: Level 1
i
£1,645.00€1,850.00
Berths available
Island Hop through the Indonesian archipelago of Raja Ampat
Sail through the Indonesian islands of Raja Ampat, enjoying hidden lagoons and pristine coral reefs aboard a traditional Pinisi vessel.
Date: 18 Oct 2027
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 18 Oct 2027
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Island Hop through the Indonesian archipelago of Raja Ampat
Sail through the Indonesian islands of Raja Ampat, enjoying hidden lagoons and pristine coral reefs aboard a traditional Pinisi vessel.
Date: 30 Oct 2027
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 30 Oct 2027
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Celestial Navigation & Offshore Sailing on the North Sea
Try celestial navigation on this offshore sailing crossing of the North Sea, reading stars on night watch.
Date: 2 Nov 2027
Duration: 6 days
Vessel: Cherokee
Where: The Netherlands / UK
Board: Full Board
Group Size: 8
Activity: Level 3
i
£1,355.00€1,529.00
Berths available
Island Hop through the Indonesian archipelago of Raja Ampat
Sail through the Indonesian islands of Raja Ampat, enjoying hidden lagoons and pristine coral reefs aboard a traditional Pinisi vessel.
Date: 11 Nov 2027
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 11 Nov 2027
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 23 Nov 2027
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 5 Dec 2027
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Island Hop through Raja Ampat and Swim with Whale Sharks
Set sail on a Raja Ampat island-hopping holiday, aboard a traditional Pinisi vessel, with shark scientist Gibbs Kuguru on board.
Date: 17 Dec 2027
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 17 Dec 2027
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
Discover the Coral Reefs of Raja Ampat in Indonesia
Sail among Raja Ampat coral reefs with coral expert Vincent Chalias, unlocking the hidden life within every reef.
Date: 29 Dec 2027
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 26
Activity: Level 1
i
£6,330.00€7,912.50
Berths available
Sailing the Indonesian Jewel of Raja Ampat
Sailing the Indonesian islands of Raja Ampat brings you close to limestone islands, hidden lagoons and pristine coral reefs aboard a traditional pinisi.
Date: 29 Dec 2027
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
Activity: Level 1
i
£6,295.00€7,868.75
Berths available
