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 57 voyages with 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: 27 Jun 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
Exclusive Private Catamaran Charter Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 27 Jun 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: 4 Jul 2026
Duration: 8 days
Vessel: Agave
Where: Sardinia, Italy
Board: Half Board
Group Size: 8
Activity: Level 1
i
Was £2,950.00€3,350.00Now £2,655.00€3,015.00
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: 4 Jul 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
Ocean Sailing training – navigation & island hopping
Learn traditional ocean navigation on this Azores ocean sailing adventure with expedition yacht Cherokee
Date: 9 Jul 2026
Duration: 11 days
Vessel: Cherokee
Where: The Azores
Board: Full Board
Group Size: 8
Activity: Level 4
i
£2,600.00€2,949.00
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: 11 Jul 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: 11 Jul 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
Exclusive Private Catamaran Charter Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 18 Jul 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: 18 Jul 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
Exclusive Private Catamaran Charter Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 25 Jul 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 Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 1 Aug 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: 1 Aug 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
Exclusive Private Catamaran Charter Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 8 Aug 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
Guided Sailing & Walking Holiday in Scotland
Discover the Small Isles by land and sea with a sailing and hiking holiday on adventure yacht Steady.
Date: 13 Aug 2026
Duration: 11 days
Vessel: Steady
Where: Hebrides, Scotland
Board: Full Board
Group Size: 8
Activity: Level 1
i
Was £1,995.00€2,350.00Now £1,795.50€2,115.00
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: 15 Aug 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
Exclusive Private Catamaran Charter Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 15 Aug 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: 22 Aug 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
Exclusive Private Catamaran Charter Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 22 Aug 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: 29 Aug 2026
Duration: 7 days
Vessel: Agave
Where: Sardinia, Italy
Board: Half Board
Group Size: 8
Activity: Level 1
i
£2,950.00€3,350.00
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: 29 Aug 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
Indonesian Spice Trade Route Sailing
Begin your spice trade exploration across the islands of Indonesia with traditional vessel Ombak Putih.
Date: 5 Sep 2026
Duration: 12 days
Vessel: Ombak Putih
Where: Indonesia
Board: Full Board
Group Size: 12
£8,990.00€11,237.50
Berths available
Luxury Sailing Holiday in Sardinia & Corsica
Indulge in a sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
Date: 5 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
Exclusive Private Catamaran Charter Croatia
Take luxury catamaran Acacia for your very own exclusive private charter sailing holiday around the islands of Croatia.
Date: 5 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
Sailing the Spice Trade Routes of Indonesia
Begin your spice trade exploration across the islands of Indonesia with traditional vessel Katharina.
Date: 6 Sep 2026
Duration: 12 days
Vessel: Katharina
Where: Maumere, Indonesia
Board: Full Board
Group Size: 12
£8,220.00€10,275.00
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: 12 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
Sailing & Walking Holiday in Scotland’s Hebridean Islands
Discover the West Coast of Scotland with an adventurous sailing and walking holiday on expedition yacht Steady.
Date: 13 Sep 2026
Duration: 8 days
Vessel: Steady
Where: Hebrides, Scotland
Board: Full Board
Group Size: 8
Activity: Level 1
i
£1,475.00€1,725.00
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: 19 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
Guided Hiking & Sailing in the Aeolian Islands
Enjoy traditional tall ship sailing and guided hiking as you explore the wonders of the Aeolian Islands in Italy.
Date: 19 Sep 2026
Duration: 8 days
Vessel: Florette
Where: Vibo Valentia, Italy
Board: Half Board
Group Size: 22
Activity: Level 1
i
£1,595.00€1,780.00
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
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
Tall Ship Sailing, Whisky Distilleries & Folk Music in Scotland
Enjoy traditional sailing, whisky distilleries and Celtic folk music aboard the Flying Dutchman as she explores Mull, Islay and Colonsay.
Date: 11 Oct 2026
Duration: 6 days
Vessel: Flying Dutchman
Where: Oban, Scotland
Board: Half Board
Group Size: 22
Activity: Level 1
i
£1,010.00€1,145.00
Berths available
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 Oct 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,640.00€8,300.00
Berths available
Raja Ampat Island Hopping & Indonesian Sailing
Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
Date: 18 Oct 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,695.00€8,368.75
Berths available
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: 30 Oct 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,640.00€8,300.00
Berths available
Raja Ampat Island Hopping & Indonesian Sailing
Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
Date: 30 Oct 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,695.00€8,368.75
Berths available
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: 11 Nov 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,640.00€8,300.00
Berths available
Raja Ampat Island Hopping & Indonesian Sailing
Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
Date: 11 Nov 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,695.00€8,368.75
Berths available
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: 23 Nov 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£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: 12
£6,695.00€8,368.75
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: 12
£6,695.00€8,368.75
Berths available
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: 5 Dec 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,640.00€8,300.00
Berths available
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: 17 Dec 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,640.00€8,300.00
Berths available
Raja Ampat Island Hopping & Indonesian Sailing
Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
Date: 17 Dec 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,695.00€8,368.75
Berths available
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 Dec 2026
Duration: 10 days
Vessel: Katharina
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£6,640.00€8,300.00
Berths available
Raja Ampat Island Hopping & Indonesian Sailing
Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
Date: 29 Dec 2026
Duration: 10 days
Vessel: Ombak Putih
Where: Sorong, Indonesia
Board: Full Board
Group Size: 12
£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
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
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
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 2
i
£680.00€850.00
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
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
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
