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.
Featured Sailing Holidays
Show prices in Euro
Short Break Sailing Holiday in Denmark
- 14 May 2024, 4 days
- Vessel: Aron of Svendborg
- Port: Funen, Denmark
Tall Ship Sailing Adventure in Northern Spain
- 4 September 2024, 8 days
- Vessel: Blue Clipper
- Port: Northern Spain
Spanish Coastal Sailing with Pellew
- 3 August 2024, 10 days
- Vessel: Pellew
- Port: Spain
‘Round Britain Tour; Sailing back home
- 26 July 2024, 4 days
- Vessel: Bessie Ellen
- Port: France/UK
Sailing & Island hopping in Denmark
- 29 June 2024, 7 days
- Vessel: Aron of Svendborg
- Port: Funen, Denmark
Tallship Sailing from Scotland to Cornwall
- 5 August 2024, 10 days
- Vessel: Blue Clipper
- Port: Scotland/Cornwall
Luxury Sailing in Croatia from Trogir to Cavtat
- 31 August 2024, 8 days
- Vessel: Kairós
- Port: Trogir, Croatia
Overnight Tall Ship Taster Sailing in Devon
- 17 August 2024, 2 days
- Vessel: Pilgrim of Brixham
- Port: Brixham, Devon
Tallship Sailing in the Algarve, Portugal
- 26 September 2024, 8 days
- Vessel: Blue Clipper
- Port: Portimão,Portugal
Tall Ship Sailing in the Hebrides
- 19 July 2024, 8 days
- Vessel: Flying Dutchman
- Port: Scotland
Discover the Outer Hebrides, Skye & the Small Isles
- 9 July 2024, 7 days
- Vessel: Zuza
- Port: Mallaig, Scotland
Sailing in Indonesia; Spice Islands to Dragon Islands
- 27 March 2024, 16 days
- Vessel: Ombak Putih
- Port: Indonesia
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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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