Taster Sailing Holidays
Looking to try something new or searching for a short break under sail? Our taster sailing voyages are designed to suit all levels of experience and ages, from overnight sailings to long weekends on the water. Whether you’re a seasoned sailor or a first-time adventurer, experience life under sail and discover the beauty of life at sea.
We have found 48 voyages with berths available.
Show pricesShort Break Sailing & Wildlife Watching in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 20 September 2024
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
- Board type: Full Board
Traditional Taster Sailing Short Break in Cornwall
Join traditional pilot cutter Pellew as she takes guests on an exhilarating taster sailing adventure around the coasts of Cornwall.
- Date: 18 April 2025
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Short Break Sailing & Wildlife Watching in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 25 April 2025
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
- Board type: Full Board
Traditional Taster Sailing Short Break in Cornwall
Join traditional pilot cutter Pellew as she takes guests on an exhilarating taster sailing adventure around the coasts of Cornwall.
- Date: 2 May 2025
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 3 May 2025
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
- Board type: Full Board
Scottish Short Break Taster Sailing around the Isle of Mull
Explore the Isle of Mull with a short break sailing experience on yacht Zuza - discover hidden anchorages, amazing landscapes on foot and wonderful wildlife watching!
- Date: 9 May 2025
- Vessel: Zuza
- Duration: 4 days
- Where: Scotland
- Board type: Full Board
Tall Ship Taster: Kiel Canal Hamburg to Kiel
Join Eye of the Wind for a tall ship taster sailing adventure from Hamburg to Kiel passing through the Kiel Canal.
- Date: 12 May 2025
- Vessel: Eye of the Wind
- Duration: 4 days
- Where: Hamburg, Germany
- Board type: Full Board
Short Break Tall Ship Sailing Holiday in Denmark
Join Aron for a taster sailing experience as you island hop through Denmark's South Funen archipelago from Svendborg.
- Date: 16 May 2025
- Vessel: Aron of Svendborg
- Duration: 3 days
- Where: Funen, Denmark
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 16 May 2025
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 24 May 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Overnight Boat Charter in Salcombe
Discover the South coast of Devon with an overnight private charter sailing holiday on modern yacht Emma Claire.
- Date: 28 May 2025
- Vessel: Emma Claire
- Duration: 2 days
- Where: Devon
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 30 May 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Scottish Short Break Taster Sailing around the Isle of Mull
Explore the Isle of Mull with a short break sailing experience on yacht Zuza - discover hidden anchorages, amazing landscapes on foot and wonderful wildlife watching!
- Date: 30 May 2025
- Vessel: Zuza
- Duration: 5 days
- Where: Scotland
- Board type: Full Board
Hebrides Short Break Taster Sailing Experience
Join adventure yacht Steady for a taster sailing holiday in the Inner Hebrides, Scotland.
- Date: 6 June 2025
- Vessel: Steady
- Duration: 4 days
- Where: Oban, Scotland
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 6 June 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Overnight South Devon Sailing Taster Experience
The perfect voyage for beginners looking for a new experience on the water, exploring the South Devon coast with classic yacht Escape.
- Date: 7 June 2025
- Vessel: Escape
- Duration: 2 days
- Where: Dartmouth, Devon
- Board type: Full Board
Falmouth Classics Sailing & Sea Shanty Festival Experience
Sail and race with Escape as she takes part in the iconic Falmouth Classics Regatta and Sea Shanty Festival.
- Date: 13 June 2025
- Vessel: Escape
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 13 June 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Tall Ship Taster Experience in the Hebrides
Discover the West coast of Scotland with a tall ship taster sailing adventure exploring the Isle of Mull.
- Date: 13 June 2025
- Vessel: Blue Clipper
- Duration: 4 days
- Where: Oban, Scotland
- Board type: Full Board
Scottish Short Break Taster Sailing around the Isle of Mull
Explore the Isle of Mull with a short break sailing experience on yacht Zuza - discover hidden anchorages, amazing landscapes on foot and wonderful wildlife watching!
- Date: 16 June 2025
- Vessel: Zuza
- Duration: 5 days
- Where: Scotland
- Board type: Full Board
Overnight Boat Charter in Salcombe
Discover the South coast of Devon with an overnight private charter sailing holiday on modern yacht Emma Claire.
- Date: 17 June 2025
- Vessel: Emma Claire
- Duration: 2 days
- Where: Devon
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 20 June 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 27 June 2025
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 27 June 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Overnight Boat Charter in Salcombe
Discover the South coast of Devon with an overnight private charter sailing holiday on modern yacht Emma Claire.
- Date: 1 July 2025
- Vessel: Emma Claire
- Duration: 2 days
- Where: Devon
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 4 July 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 11 July 2025
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
- Board type: Full Board
Short Break Luxury Sailing Cruise in Southern Italy
Explore the Gulf of Naples with an introductory cruise on luxury yacht Chronos as she explores the islands of Ischia and Procida.
- Date: 12 July 2025
- Vessel: Chronos
- Duration: 5 days
- Where: Gulf of Naples, Italy
- Board type: Full Board
Italian Island Hopping & Luxury Sailing Short Break
Explore the Italian Gulf of Naples with an introductory short break sailing on luxury yacht Chronos as she explores the islands of Ischia and Procida.
- Date: 16 July 2025
- Vessel: Chronos
- Duration: 4 days
- Where: Gulf of Naples, Italy
- Board type: Full Board
Overnight Boat Charter in Salcombe
Discover the South coast of Devon with an overnight private charter sailing holiday on modern yacht Emma Claire.
- Date: 22 July 2025
- Vessel: Emma Claire
- Duration: 2 days
- Where: Devon
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 25 July 2025
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 1 August 2025
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 8 August 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 15 August 2025
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
- Board type: Full Board
Scottish Short Break Taster Sailing around the Isle of Mull
Explore the Isle of Mull with a short break sailing experience on yacht Zuza - discover hidden anchorages, amazing landscapes on foot and wonderful wildlife watching!
- Date: 17 August 2025
- Vessel: Zuza
- Duration: 5 days
- Where: Scotland
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 23 August 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Scottish Short Break Taster Sailing around the Isle of Mull
Explore the Isle of Mull with a short break sailing experience on yacht Zuza - discover hidden anchorages, amazing landscapes on foot and wonderful wildlife watching!
- Date: 23 August 2025
- Vessel: Zuza
- Duration: 4 days
- Where: Scotland
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 29 August 2025
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
- Board type: Full Board
Private Charter Sailing on the South Devon Coast
Experience the South Devonshire coast with a weekend private charter sailing holiday on modern yacht Emma Claire.
- Date: 29 August 2025
- Vessel: Emma Claire
- Duration: 3 days
- Where: Devon
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 5 September 2025
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
- Board type: Full Board
Traditional Taster Sailing Short Break in Cornwall
Join traditional pilot cutter Pellew as she takes guests on an exhilarating taster sailing adventure around the coasts of Cornwall.
- Date: 5 September 2025
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Sailing Weekend in South Devon
Explore the picturesque coast of Devon from Dartmouth with the classic yacht Escape, perfect for those looking for a taster sailing experience.
- Date: 12 September 2025
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
- Board type: Full Board
Traditional Taster Sailing Short Break in Cornwall
Join traditional pilot cutter Pellew as she takes guests on an exhilarating taster sailing adventure around the coasts of Cornwall.
- Date: 12 September 2025
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Traditional Taster Sailing Short Break in Cornwall
Join traditional pilot cutter Pellew as she takes guests on an exhilarating taster sailing adventure around the coasts of Cornwall.
- Date: 19 September 2025
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Short Break Sailing & Wildlife Watching in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 24 October 2025
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
- Board type: Full Board