Taster Sailing Holidays
Our taster sailing holidays are perfect for those looking to try something new or those looking for a short break under sail. From overnight sailings to long weekends, our taster voyages are suitable for all experiences and ages.
Easter Sailing on Bessie Ellen
Discover life aboard a traditional tall ship as you explore the sheltered coastline of Cornwall from Fowey.
- Date: 6 April 2023
- Vessel: Bessie Ellen
- Duration: 5 days
- Where: Fowey, Cornwall
Cornish Coastal Sailing Adventure
Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
- Date: 7 April 2023
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
Easter Weekend Sailing in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 7 April 2023
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
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: 7 April 2023
- Vessel: Pilgrim of Brixham
- Duration: 4 days
- Where: Brixham, Devon
Easter Sailing with Lugger Grayhound
Discover the Cornish coast this Easter with a taster sailing holiday adventure onboard lugger Grayhound.
- Date: 7 April 2023
- Vessel: Grayhound
- Duration: 4 days
- Where: Falmouth, Cornwall
Taster Sailing Weekend in Cornwall
Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
- Date: 14 April 2023
- Vessel: Pellew
- Duration: 3 days
- Where: Falmouth, Cornwall
Coastal Sailing 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: 14 April 2023
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
Weekend Sailing in Cornwall
Discover life aboard a traditional tall ship as you explore the sheltered coastline of Cornwall from Fowey.
- Date: 14 April 2023
- Vessel: Bessie Ellen
- Duration: 3 days
- Where: Fowey, Cornwall
Overnight Tall Ship Sailing in Devon
Enjoy a real taste of traditional sailing with a two-day voyage in Devon on the magnificent Pilgrim of Brixham.
- Date: 22 April 2023
- Vessel: Pilgrim of Brixham
- Duration: 2 days
- Where: Brixham, Devon
Coastal Sailing 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: 28 April 2023
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
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: 28 April 2023
- Vessel: Pilgrim of Brixham
- Duration: 4 days
- Where: Brixham, Devon
Overnight Tall Ship Sailing in Devon
Enjoy a real taste of traditional sailing with a two-day voyage in Devon on the magnificent Pilgrim of Brixham.
- Date: 6 May 2023
- Vessel: Pilgrim of Brixham
- Duration: 2 days
- Where: Brixham, Devon
Taster Sailing through the Kiel Canal
Join Eye of the Wind for a tall ship taster sailing adventure from Hamburg to Kiel passing through the Kiel Canal.
- Date: 8 May 2023
- Vessel: Eye of the Wind
- Duration: 5 days
- Where: Hamburg, Germany
Taster Sailing in South Devon
Enjoy three days sailing the coasts of South Devon on classic trawler Pilgrim of Brixham.
- Date: 12 May 2023
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
Taster Sailing in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 16 May 2023
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
Brixham Heritage Regatta Sailing
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: 27 May 2023
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
Coastal Sailing Break 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: 2 June 2023
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
Sailing the Baltic Sea & Exploring Denmark
Explore the Kiel fjord and the South Funen Archipelago of Denmark with historic windjammer Eye of the Wind
- Date: 3 June 2023
- Vessel: Eye of the Wind
- Duration: 8 days
- Where: Germany/Denmark
Sailing the Baltic Sea & Exploring Denmark
Explore the Kiel fjord and the South Funen Archipelago of Denmark with historic windjammer Eye of the Wind
- Date: 10 June 2023
- Vessel: Eye of the Wind
- Duration: 8 days
- Where: Germany/Denmark
Tall Ship Taster Sailing in Scotland
Discover the West coast of Scotland with a tall ship taster sailing adventure exploring the Isle of Mull.
- Date: 13 June 2023
- Vessel: Blue Clipper
- Duration: 4 days
- Where: Oban, Scotland
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: 16 June 2023
- Vessel: Escape
- Duration: 4 days
- Where: Falmouth, Cornwall
Sailing the Baltic Sea & Exploring Denmark
Explore the Kiel fjord and the South Funen Archipelago of Denmark with historic windjammer Eye of the Wind
- Date: 19 June 2023
- Vessel: Eye of the Wind
- Duration: 5 days
- Where: Germany/Denmark
Coastal Sailing 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: 7 July 2023
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
Weekend Sailing 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: 14 July 2023
- 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: 28 July 2023
- Vessel: Escape
- Duration: 3 days
- Where: Dartmouth, Devon
Taster Sailing in South Devon
Enjoy three days sailing the coasts of South Devon on classic trawler Pilgrim of Brixham.
- Date: 15 August 2023
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
Taster Sailing in South Devon
Enjoy three days sailing the coasts of South Devon on classic trawler Pilgrim of Brixham.
- Date: 19 August 2023
- Vessel: Pilgrim of Brixham
- Duration: 3 days
- Where: Brixham, Devon
Sailing Dartmouth Regatta
Climb aboard this traditional Brixham Trawler as she sails around Berry Head for the Dartmouth Regatta.
- Date: 24 August 2023
- Vessel: Pilgrim of Brixham
- Duration: 4 days
- Where: Brixham, Devon
Summer Sailing 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: 25 August 2023
- Vessel: Escape
- Duration: 4 days
- Where: Dartmouth, Devon
Sailing the Cornish coast
Sail with traditional wooden boat Pilgrim of Brixham to explore the Cornish coast under sail.
- Date: 31 August 2023
- Vessel: Pilgrim of Brixham
- Duration: 4 days
- Where: Brixham, Devon
Cornish Coastal Sailing Adventure
Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
- Date: 7 September 2023
- Vessel: Pellew
- Duration: 6 days
- Where: Falmouth, Cornwall
Taster Sailing in Cornwall
Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
- Date: 15 September 2023
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
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: 15 September 2023
- Vessel: Maybe
- Duration: 5 days
- Where: Portugal
Taster Sailing in Cornwall
Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
- Date: 21 September 2023
- Vessel: Pellew
- Duration: 5 days
- Where: Falmouth, Cornwall
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
Taster Sailing in Cornwall
Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
- Date: 29 September 2023
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
Taster Sailing in South Devon
Enjoy three days sailing the coasts of South Devon on classic trawler 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 a two-day 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 the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 29 March 2024
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
Weekend Sailing in the Hebrides
Explore the magic of the Hebrides on the West coast of Scotland with modern yacht Stravaigin.
- Date: 5 April 2024
- Vessel: Stravaigin
- Duration: 4 days
- Where: Oban, Scotland
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 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
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
