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.
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Tall Ship Sailing in Malta
Sail and explore the islands of Malta, Comino and Gozo in the Mediterranean Sea with historic windjammer, Florette.
- Date: 28 March 2025
- Vessel: Florette
- Duration: 5 days
- Where: Malta
- Board type: Half Board
Tall Ship Sailing in Malta
Sail and explore the islands of Malta, Comino and Gozo in the Mediterranean Sea with historic windjammer, Florette.
- Date: 5 April 2025
- Vessel: Florette
- Duration: 5 days
- Where: Malta
- Board type: Half 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
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: 25 April 2025
- Vessel: Pellew
- Duration: 3 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
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
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
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: 19 May 2025
- 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: 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
Tall Ship Sailing in Southern Italy; Naples to Sardinia
Set sail from the Bay of Naples to discover the islands of Ischia, Procida and Capri before sailing to Sardinia with tall ship Florette.
- Date: 7 June 2025
- Vessel: Florette
- Duration: 8 days
- Where: Italy
- Board type: Half 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
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
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: 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: 12 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: 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
