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 52 voyages with berths available.
Show prices in Euro
Weekend Sailing in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 12 April 2024
- Vessel: Stravaigin
- 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: 19 April 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
South Devon Sailing Experience
The perfect voyage for beginners looking for a new experience on the water, exploring the South Devon coast with classic yacht Escape.
- Date: 20 April 2024
- Vessel: Escape
- Duration: 2 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: 26 April 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
Bank Holiday Weekend Hebrides Explorer
Join tall ship Maybe for a Scottish sailing adventure to wild anchorages, sea lochs and quaint fishing ports in the Hebrides.
- Date: 3 May 2024
- Vessel: Maybe
- 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: 3 May 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
Brixham Pirate Festival & Taster Sailing
Enjoy a three-day sailing experience as part of Brixham's pirate festival on the coast of South Devon with classic boat, Pilgrim of Brixham.
- Date: 3 May 2024
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
- Board type: Full Board
Spring Sailing & Island Hopping in Denmark
Join Aron for a taster sailing experience as you island hop through Denmark's South Funen archipelago from Svendborg.
- Date: 5 May 2024
- Vessel: Aron of Svendborg
- Duration: 4 days
- Where: Funen, Denmark
- 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: 8 May 2024
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
- Board type: Full Board
Hebrides Wildlife Sail & Explore Mull & Small Isles
Join tall ship Maybe for a Scottish sailing adventure to wild anchorages, sea lochs and quaint fishing ports in the Hebrides.
- Date: 8 May 2024
- Vessel: Maybe
- Duration: 7 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: 10 May 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
South Devon Sailing Experience
The perfect voyage for beginners looking for a new experience on the water, exploring the South Devon coast with classic yacht Escape.
- Date: 11 May 2024
- Vessel: Escape
- Duration: 2 days
- Where: Dartmouth, Devon
- Board type: Full Board
Overnight Tall Ship Taster Sailing in Devon
Enjoy a real taste of traditional sailing with an overnight voyage in Devon on the magnificent Pilgrim of Brixham.
- Date: 11 May 2024
- Vessel: Pilgrim of Brixham
- Duration: 2 days
- Where: Brixham, Devon
- Board type: Full Board
Short Break Sailing Holiday in Denmark
Join Aron for a taster sailing experience as you island hop through Denmark's South Funen archipelago from Svendborg.
- Date: 14 May 2024
- Vessel: Aron of Svendborg
- Duration: 4 days
- Where: Funen, Denmark
- Board type: Full Board
Hebrides Wildlife Sail & Explore Mull & Small Isles
Join tall ship Maybe for a Scottish sailing adventure to wild anchorages, sea lochs and quaint fishing ports in the Hebrides.
- Date: 16 May 2024
- Vessel: Maybe
- Duration: 7 days
- Where: Oban, Scotland
- Board type: Full Board
Taster Sailing in Scotland
Join adventure yacht Steady for a taster sailing holiday in the Inner Hebrides, Scotland.
- Date: 17 May 2024
- Vessel: Steady
- Duration: 4 days
- Where: Oban, Scotland
- Board type: Full Board
Sailing & Island hopping in Denmark
Join Aron for a taster sailing experience as you island hop through Denmark's South Funen archipelago from Svendborg.
- Date: 18 May 2024
- Vessel: Aron of Svendborg
- Duration: 4 days
- Where: Funen, Denmark
- Board type: Full Board
Bank Holiday Weekend Hebrides Explorer
Join tall ship Maybe for a Scottish sailing adventure to wild anchorages, sea lochs and quaint fishing ports in the Hebrides.
- Date: 24 May 2024
- Vessel: Maybe
- 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: 25 May 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
Tall Ship Taster in the Baltic Sea
Enjoy a tall ship taster sailing experience from Germany around the Baltic Sea with Eye of the Wind.
- Date: 28 May 2024
- Vessel: Eye of the Wind
- Duration: 6 days
- Where: Kiel, Germany
- Board type: Full Board
Sailing Taster around Mull, Scotland
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: 31 May 2024
- Vessel: Zuza
- Duration: 5 days
- Where: Scotland
- Board type: Full Board
Sailing Weekend in South Devon
Explore the wonderful coast of Devon with a sailing weekend on a classic boat. Perfect for those wanting to get to grips with life under sail.
- Date: 31 May 2024
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
- Board type: Full Board
Traditional Taster Sailing in Cornwall
Join traditional pilot cutter Pellew as she takes guests on an exhilarating taster sailing adventure around the coast of Cornwall.
- Date: 7 June 2024
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Overnight Tall Ship Taster Sailing in Devon
Enjoy a real taste of traditional sailing with an overnight voyage in Devon on the magnificent Pilgrim of Brixham.
- Date: 7 June 2024
- Vessel: Pilgrim of Brixham
- Duration: 2 days
- Where: Brixham, 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: 7 June 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
Falmouth Classics & Sea Shanty Festival
Sail and race with Escape as she takes part in the iconic Falmouth Classics Regatta and Sea Shanty Festival.
- Date: 14 June 2024
- Vessel: Escape
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
5 Day Tall Ship Experience in the Hebrides
Experience the West Coast of Scotland with a tall ship sailing experience. Perfect for those adventurers looking for something new and unique!
- Date: 20 June 2024
- Vessel: Blue Clipper
- Duration: 5 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: 21 June 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
Taster Sailing in the Firth of Clyde
Discover the idyllic landscapes and sheltered waters of the Firth of Clyde on the West coast of Scotland with sailing yacht Steady.
- Date: 5 July 2024
- Vessel: Steady
- Duration: 4 days
- Where: Firth of Clyde, Scotland
- Board type: Full Board
Sailing Weekend in South Devon
Explore the wonderful coast of Devon with a sailing weekend on a classic boat. Perfect for those wanting to get to grips with life under sail.
- Date: 5 July 2024
- 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: 5 July 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
Sailing Taster in South Devon
Explore the wonderful coast of Devon with a sailing weekend on a classic boat. Perfect for those wanting to get to grips with life under sail.
- Date: 12 July 2024
- 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: 19 July 2024
- Vessel: Emma Claire
- Duration: 3 days
- Where: Salcombe, Devon
- Board type: Full Board
Overnight Tall Ship Taster Sailing in Devon
Enjoy a real taste of traditional sailing with an overnight voyage in Devon on the magnificent Pilgrim of Brixham.
- Date: 27 July 2024
- Vessel: Pilgrim of Brixham
- Duration: 2 days
- Where: Brixham, Devon
- Board type: Full Board
Taster Sailing in South Devon
Enjoy a three day sailing experience on the coasts of South Devon with classic boat Pilgrim of Brixham.
- Date: 2 August 2024
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
- Board type: Full Board
Sailing Taster in South Devon
Explore the wonderful coast of Devon with a sailing weekend on a classic boat. Perfect for those wanting to get to grips with life under sail.
- Date: 9 August 2024
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
- Board type: Full Board
Heritage Sailing on the South Devon Coast
Enjoy a real taste of traditional sailing exploring the coast of South Devon on the magnificent heritage vessel Pilgrim of Brixham.
- Date: 9 August 2024
- Vessel: Pilgrim of Brixham
- Duration: 4 days
- Where: Brixham, Devon
- Board type: Full Board
Overnight Tall Ship Taster Sailing in Devon
Enjoy a real taste of traditional sailing with an overnight voyage in Devon on the magnificent Pilgrim of Brixham.
- Date: 17 August 2024
- Vessel: Pilgrim of Brixham
- Duration: 2 days
- Where: Brixham, Devon
- Board type: Full Board
Taster Sailing in South Devon
Enjoy a real taste of traditional sailing exploring the coast of South Devon on the magnificent heritage vessel Pilgrim of Brixham.
- Date: 22 August 2024
- Vessel: Pilgrim of Brixham
- Duration: 4 days
- Where: Brixham, Devon
- Board type: Full Board
Sailing Taster in South Devon
Explore the wonderful coast of Devon with a sailing weekend on a classic boat. Perfect for those wanting to get to grips with life under sail.
- Date: 23 August 2024
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
- Board type: Full Board
South Devon Sailing Experience
The perfect voyage for beginners looking for a new experience on the water, exploring the South Devon coast with classic yacht Escape.
- Date: 14 September 2024
- Vessel: Escape
- Duration: 2 days
- Where: Dartmouth, Devon
- Board type: Full Board
Taster Sailing Experience in South Devon
Enjoy a three day sailing experience on the coasts of South Devon with classic boat Pilgrim of Brixham.
- Date: 17 September 2024
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
- Board type: Full Board
Traditional Taster Sailing in Cornwall
Join traditional pilot cutter Pellew as she takes guests on an exhilarating taster sailing adventure around the coast of Cornwall.
- Date: 20 September 2024
- Vessel: Pellew
- Duration: 3 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Skippered Sailing Holiday in Denmark
Join Aron for a taster sailing experience as you island hop through Denmark's South Funen archipelago from Svendborg.
- Date: 26 September 2024
- Vessel: Aron of Svendborg
- Duration: 4 days
- Where: Funen, Denmark
- Board type: Full Board
Taster Sailing Weekend in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 27 September 2024
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
- Board type: Full Board
Traditional Taster Sailing in Cornwall
Join traditional pilot cutter Pellew as she takes guests on an exhilarating taster sailing adventure around the coast of Cornwall.
- Date: 27 September 2024
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
- Board type: Full Board
Short Break Sailing Holiday in Denmark
Join Aron for a taster sailing experience as you island hop through Denmark's South Funen archipelago from Svendborg.
- Date: 4 October 2024
- Vessel: Aron of Svendborg
- Duration: 3 days
- Where: Funen, Denmark
- Board type: Full Board
Taster Sailing Experience in South Devon
Enjoy a three day sailing experience on the coasts of South Devon with classic boat Pilgrim of Brixham.
- Date: 11 October 2024
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
- Board type: Full Board
Taster Sailing Experience in South Devon
Enjoy a three day sailing experience on the coasts of South Devon with classic boat Pilgrim of Brixham.
- Date: 26 October 2024
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
- Board type: Full Board
Taster Sailing in Scotland
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
Short Break Luxury Sailing Island Hopping in 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
Short Luxury Sailing Break Island Hopping in Italy
Explore the Gulf of Naples with an introductory cruise 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
