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 46 voyages with berths available.
Tall Ship Taster Sailing in Portugal
Sail with tall ship Maybe from Portimao and explore the Algarve region of Portugal for a tall ship taster sailing experience.
- Date: 22 September 2023
- Vessel: Maybe
- Duration: 5 days
- Where: Portugal
Coastal 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: 23 September 2023
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
Taster Sailing in South Devon
Enjoy a three day sailing experience on the coasts of South Devon with classic boat Pilgrim of Brixham.
- Date: 29 September 2023
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
Tall Ship Taster Sailing in Portugal
Sail with tall ship Maybe from Portimao and explore the Algarve region of Portugal for a tall ship taster sailing experience.
- Date: 29 September 2023
- Vessel: Maybe
- Duration: 5 days
- Where: Portugal
Overnight Tall Ship Sailing in Devon
Enjoy a real taste of traditional sailing with an overnight voyage in Devon on the magnificent Pilgrim of Brixham.
- Date: 14 October 2023
- Vessel: Pilgrim of Brixham
- Duration: 2 days
- Where: Brixham, Devon
Easter Sailing Weekend in Devon
Enjoy a real taste of traditional sailing exploring the coast of South Devon on the magnificent heritage vessel Pilgrim of Brixham.
- Date: 29 March 2024
- Vessel: Pilgrim of Brixham
- Duration: 4 days
- Where: Brixham, Devon
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: 6 April 2024
- Vessel: Pilgrim of Brixham
- Duration: 2 days
- Where: Brixham, Devon
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
Taster Sailing in South Devon
Enjoy a three day sailing experience on the coasts of South Devon with classic boat Pilgrim of Brixham.
- Date: 19 April 2024
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
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
Taster Sailing in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 29 April 2024
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
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: 3 May 2024
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
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: 3 May 2024
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
Tallship Taster Sailing Holiday in Denmark
Join traditional schooner Aron for a taster sailing experience in Denmark as you explore the South Funen archipelago from Svendborg.
- Date: 5 May 2024
- Vessel: Aron of Svendborg
- Duration: 4 days
- Where: Funen, Denmark
Sailing Taster Weekend in Mull
Sail the Hebrides with Zuza, exploring hidden anchorages and amazing landscapes on foot - the perfect time of year for wildlife watching!
- Date: 10 May 2024
- Vessel: Zuza
- Duration: 4 days
- Where: Oban, Scotland
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: 10 May 2024
- Vessel: Pellew
- Duration: 3 days
- Where: Falmouth, Cornwall
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
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
Tallship Taster Sailing Holiday in Denmark
Join traditional schooner Aron for a taster sailing experience in Denmark as you explore the South Funen archipelago from Svendborg.
- Date: 14 May 2024
- Vessel: Aron of Svendborg
- Duration: 4 days
- Where: Funen, Denmark
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
Brixham Heritage Regatta Sailing Weekend
Climb aboard this stunning classic yacht for a weekend discovering the Brixham Heritage Regatta. Sail to this beautiful port from Dartmouth, marvel at traditional vessels and race them.
- Date: 25 May 2024
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
Sailing Taster around Mull, Scotland
Sail the Hebrides with Zuza, exploring hidden anchorages and amazing landscapes on foot - the perfect time of year for wildlife watching!
- Date: 31 May 2024
- Vessel: Zuza
- Duration: 5 days
- Where: Oban, Scotland
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
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
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
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
Tall Ship Taster Sailing in the Hebrides
Experience the West Coast of Scotland with a tall ship taster sailing holiday. Perfect for those adventurers looking for something new and unique!
- Date: 20 June 2024
- Vessel: Blue Clipper
- Duration: 5 days
- Where: Oban, Scotland
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: 29 June 2024
- Vessel: Escape
- Duration: 2 days
- Where: Dartmouth, Devon
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
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
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
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: 26 July 2024
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
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
Outer Hebrides and Mull, Scotland
Experience the West Coast of Scotland with a tall ship sailing holiday on board Blue Clipper. Perfect for those adventurers looking for a sustainable way to explore the Hebridean islands.
- Date: 27 July 2024
- Vessel: Blue Clipper
- Duration: 7 days
- Where: Mallaig / Oban,Scotland
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
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
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
Sailing Dartmouth Regatta
Climb aboard this traditional Brixham Trawler as she sails around Berry Head for the Dartmouth Regatta.
- Date: 22 August 2024
- Vessel: Pilgrim of Brixham
- Duration: 4 days
- Where: Brixham, Devon
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
Taster Sailing in South Devon
Enjoy a three day sailing experience on the coasts of South Devon with classic boat Pilgrim of Brixham.
- Date: 29 August 2024
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
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: 6 September 2024
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
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: 13 September 2024
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
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
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: 4 days
- Where: Falmouth, Cornwall
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
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
