Adventure Sailing Holidays
The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a holiday under sail. VentureSail offer 400+ adventures to amazing destinations on unusual boats, run by passionate crews. Get hands on and learn the ropes, or relax on deck and enjoy the journey wherever it takes you. Delicious food is freshly prepared for you each day, and a good night’s sleep in your comfy berth is guaranteed. There’s a huge choice across the fleet, from private ensuite cabins on luxury yachts to shared quarters on a classic tall ship. There’s so much of the world waiting to be explored, discover it under sail.
Bessie Ellen’s Round Britain Tour
Celebrate 120 years of maritime history with Bessie Ellen as she embarks on a Round Britain Tour in 2024. Choose from fourteen legs around the UK from the Isles of Scilly to the Orkneys, and become part of her history. Bessie Ellen will also be making an appearance at the Brest Festival, before she returns to her home seas of Cornwall. As one of the last remaining West Country trading ketches, Bessie Ellen will be inviting the public at each port to step aboard and learn more about this important vessel and the mission to preserve the values and skills of traditional sailing.
Featured Sailing Holidays
Luxury Wellness Sailing in Sardinia & Corsica
- 27 July 2024, 8 days
- Vessel: Agave
- Port: Sardinia, Italy
Luxury Island Hopping in Croatia
- 27 July 2024, 8 days
- Vessel: Kairós
- Port: Trogir, Croatia
Tallship Taster Sailing Holiday in Denmark
- 5 May 2024, 4 days
- Vessel: Aron of Svendborg
- Port: Funen, Denmark
Caribbean Tall Ship Sailing; Antigua to St Martin
- 9 March 2024, 8 days
- Vessel: Florette
- Port: Antigua/St Martin
Tallship Sailing in Denmark; Bornholm to Funen
- 16 June 2024, 6 days
- Vessel: Aron of Svendborg
- Port: Denmark
Fjord Sailing, Whale Watching & Northern Lights in Tromsø, Norway
- 25 November 2024, 6 days
- Vessel: Stella Oceana
- Port: Norway
Summer Sailing Holiday in Denmark
- 17 August 2024, 7 days
- Vessel: Aron of Svendborg
- Port: Funen, Denmark
Caribbean Sailing from St Lucia with Grayhound
- 21 February 2024, 6 days
- Vessel: Grayhound
- Port: St Lucia, Caribbean
Traditional Taster Sailing in Cornwall
- 3 May 2024, 4 days
- Vessel: Pellew
- Port: Falmouth, Cornwall
SAILING THE HELGELAND COAST OF NORWAY
- 9 September 2024, 6 days
- Vessel: Stella Oceana
- Port: Norway
Luxury Sailing in Sardinia
- 7 September 2024, 8 days
- Vessel: Chronos
- Port: Sardinia, Italy
Guided Wild Swimming & Sailing in Scotland
- 20 May 2024, 7 days
- Vessel: Stravaigin
- Port: Oban, Scotland
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Destinations
Our range of vessels enables us to offer several destinations all over the world. Which sailing holiday will you choose?
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Our Fleet
Take a look at our unique fleet. From classic boats to luxury yachts and expedition vessels, there is no shortage of choice for your sailing holiday.
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Be inspired to discover the world under sail! Read our latest journals below.
