Good for

  • Cruising
  • Exploration
  • Ocean passages
  • Training
  • Wildlife
  • Winter sun
  • Sun
  • Racing

Duration

  • 2 - 6 days
  • 1 week +
  • 2 weeks +

Cornwall

Where better to experience the stunning south coast of Cornwall than from the sturdy deck of a beautiful tall ship?

View sailing schedule

Cornwall’s coastline is paramount to her rich history; tales of trade and smuggling intertwine themselves with the dramatic cliffs and sweeping sandy bays.

VentureSail is based in Cornwall, and many of our ships call its waters home – resulting in a wide range of vessels touring the stunning coastline and making trips over to the Isles of Scilly during the summer months. Set sail from Fowey and explore some of Poldark’s filming locations, hunker down in the Helford for the night before voyaging up to Falmouth. Wherever your venture takes you, sailing holidays in Cornwall are a popular destination for many of our guests.

The variety of life aboard

Learning the ropes is a great challenge for sea-dogs and landlubbers alike. The rewards are simply breathtaking: being aboard a historic ship cascading over ocean-blue waves is a thrilling experience for all ages.

With visits to quaint harbours where you can sample delicious clotted cream ice cream and soak up the hustle and the bustle of a busy Cornish summer. Of course, if it all gets too much, you can sail away to any number of secluded coves and sandy beaches, accessible only by water.

Sheltered coves and starlit nights

Perhaps one of the best parts of staying on a classic ship in Cornwall are the still evenings, where the peaceful little coves become an astronomer’s dream. The star-studded sky seems infinite from the deck where you can observe comets, shooting stars, and the silvery moon. You’ll be swept away by the romance of Cornwall and its stark contrast to modern life.

Home comforts

In Cornwall particularly, food forms an important part of life, both ashore and afloat. The crew endeavour to source local delicacies where possible, making sure you receive the superlative Cornish dining experience to ensure your stay is truly outstanding.

Read more about sailing in the Isles of Scilly here

Sailing the Coast of Cornwall

Explore Cornwall from the water for an exclusive sailing experience on Eda Frandsen.
  • Vessel: Eda Frandsen
  • Where: Cornwall
  • Duration: 4 days
  • Date: 1 April 2022

Easter Sailing in Cornwall

Shake off the winter blues with some delightful Spring sailing around Cornwall on tall ship Bessie Ellen,
  • Vessel: Bessie Ellen
  • Where: Cornwall
  • Duration: 4 days
  • Date: 8 April 2022

Cornish Coastal Sailing Adventure

Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 5 days
  • Date: 14 April 2022

Easter Sailing Weekend in Cornwall

Sail with classic boat Agnes as she explores the diversity of the Cornish coast from Falmouth.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 5 days
  • Date: 14 April 2022

Spring Sailing in Cornwall

Shake off the winter blues with some delightful Spring sailing around Cornwall on tall ship Bessie Ellen,
  • Vessel: Bessie Ellen
  • Where: Cornwall
  • Duration: 4 days
  • Date: 15 April 2022

Sailing the Coast of Cornwall

Explore Cornwall from the water for an exclusive sailing experience on Eda Frandsen.
  • Vessel: Eda Frandsen
  • Where: Cornwall
  • Duration: 4 days
  • Date: 15 April 2022

Classic Sailing Taster Weekend in Cornwall

Sail with classic boat Agnes as she explores the diversity of the Cornish coast from Falmouth.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 3 days
  • Date: 22 April 2022

Sailing from Cornwall to Scotland

Join Eda Frandsen as she sails her way from Cornwall to the rugged coast of Scotland.
  • Vessel: Eda Frandsen
  • Where: Cornwall
  • Duration: 10 days
  • Date: 22 April 2022

Sailing from Cornwall to Scotland

Join Pellew as she makes the voyage North to the West coast of Scotland. Sail from Cornwall and experience life on the open water.
  • Vessel: Pellew
  • Where: Cornwall/Scotland
  • Duration: 10 days
  • Date: 23 April 2022

A Sailors’ Voyage to Scotland

Tuck some ocean miles under your belt as you sail with Bessie Ellen from Cornwall to Scotland - the perfect opportunity for a taste of life on the open water.
  • Vessel: Bessie Ellen
  • Where: Scotland
  • Duration: 10 days
  • Date: 23 April 2022

Bank Holiday Sailing Weekend in Cornwall

Sail with classic boat Agnes as she explores the diversity of the Cornish coast from Falmouth.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 5 days
  • Date: 29 April 2022

Spring Bank Holiday Sailing Weekend

Spend a weekend on Pettifox, sailing and exploring the beautiful coast of Cornwall.
  • Vessel: Pettifox
  • Where: Cornwall
  • Duration: 4 days
  • Date: 29 April 2022

Cornish Sailing Weekend Adventure

Spend a weekend on Pettifox, sailing and exploring the beautiful coast of Cornwall.
  • Vessel: Pettifox
  • Where: Cornwall
  • Duration: 3 days
  • Date: 6 May 2022

Cornish Sailing Weekend Adventure

Spend a weekend on Pettifox, sailing and exploring the beautiful coast of Cornwall.
  • Vessel: Pettifox
  • Where: Cornwall
  • Duration: 3 days
  • Date: 13 May 2022

Isles of Scilly Sailing

Discover this breathtaking archipelago situated off the coast of Cornwall on board a Cornish Pilot Cutter.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 14 May 2022

Cornish Sailing Weekend Charter

Spend a weekend on Pettifox, sailing and exploring the beautiful coast of Cornwall.
  • Vessel: Pettifox
  • Where: Cornwall
  • Duration: 3 days
  • Date: 20 May 2022

Cornish Coastal Sailing

Spend a week exploring the coast of Cornwall under sail on classic tall ship Maybe.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 7 days
  • Date: 21 May 2022

Pilot Cutter Championships Sailing Weekend

Spend a weekend on Pettifox, sailing and exploring the beautiful coast of Cornwall.
  • Vessel: Pettifox
  • Where: Cornwall
  • Duration: 4 days
  • Date: 26 May 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 29 May 2022

Isles of Scilly Sailing

Discover this breathtaking archipelago situated off the coast of Cornwall on board a Cornish Pilot Cutter.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 1 June 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 2 June 2022

Jubilee Bank Holiday Sailing Weekend

Spend a weekend on Pettifox, sailing and exploring the beautiful coast of Cornwall.
  • Vessel: Pettifox
  • Where: Cornwall
  • Duration: 4 days
  • Date: 2 June 2022

Isles of Scilly Sailing

Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
  • Vessel: Skyelark
  • Where: Devon
  • Duration: 8 days
  • Date: 4 June 2022

South West Sailing Mile Builder

Become part of the crew and spend four days sailing from Brixham to Falmouth. Experienced sailors only.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 4 days
  • Date: 7 June 2022

Isles of Scilly Sailing

Discover this breathtaking archipelago situated off the coast of Cornwall on board a Cornish Pilot Cutter.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 8 June 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 4 days
  • Date: 10 June 2022

Cornish Summer Sailing

Sail with Pilgrim to explore the beautiful coast that Cornwall has to offer.
  • Vessel: Pilgrim of Brixham
  • Where: Cornwall
  • Duration: 3 days
  • Date: 12 June 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 4 days
  • Date: 14 June 2022

Isles of Scilly Sailing

Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
  • Vessel: Skyelark
  • Where: Devon
  • Duration: 8 days
  • Date: 15 June 2022

Falmouth Classics & Sea Shanty Festival

Discover this breathtaking archipelago situated off the coast of Cornwall on board a Cornish Pilot Cutter.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 5 days
  • Date: 16 June 2022

Falmouth Classics & Sea Shanty Sailing

Sail with classic tall ship Maybe as she takes part in the annual Falmouth Classics Regatta.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 4 days
  • Date: 16 June 2022

Falmouth Classics & Sea Shanty Festival

Join Pilgrim of Brixham as she takes part in the annual Falmouth Classics Regatta and Sea shanty Festival.
  • Vessel: Pilgrim of Brixham
  • Where: Cornwall
  • Duration: 4 days
  • Date: 16 June 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 25 June 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 7 days
  • Date: 27 June 2022

Sea, Salts & Sail Festival in Cornwall

Join pilot cutter Agnes as she takes part in the annual Falmouth Classics and Sea Shanty Festival.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 29 June 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 2 July 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 5 July 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 4 days
  • Date: 7 July 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 9 July 2022

Sail the French Coast; Festival Temps Fête

Sail the English Channel to the Breton coast to celebrate the Festival Temps Fête in Douarnenez with classic boat Agnes.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 11 days
  • Date: 10 July 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 4 days
  • Date: 12 July 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 14 July 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 16 July 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 4 days
  • Date: 16 July 2022

South West Sailing Mile Builder

Become part of the crew and spend three days sailing from Falmouth to Brixham. Experienced sailors only.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 18 July 2022

Sailing from Scotland to Cornwall

Join Pellew as she makes the voyage South from the West coast of Scotland to Cornwall.
  • Vessel: Pellew
  • Where: Scotland/Cornwall
  • Duration: 10 days
  • Date: 22 July 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 23 July 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 7 days
  • Date: 23 July 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 23 July 2022

Isles of Scilly Sailing

Discover this breathtaking archipelago situated off the coast of Cornwall on board a Cornish Pilot Cutter.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 29 July 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 30 July 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 4 days
  • Date: 1 August 2022

Tall Ship sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 7 days
  • Date: 1 August 2022

Isles of Scilly Sailing

Discover this breathtaking archipelago situated off the coast of Cornwall on board a Cornish Pilot Cutter.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 5 August 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 7 days
  • Date: 6 August 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 6 August 2022

Cornish Tallship Sailing Short Break

Join classic tall ship Maybe for adventure sailing and exploration along the beautiful Cornish coast.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 4 days
  • Date: 9 August 2022

Isles of Scilly Sailing

Discover this breathtaking archipelago situated off the coast of Cornwall on board a Cornish Pilot Cutter.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 12 August 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 13 August 2022

Tall Ship Sailing in Cornwall

Join classic tall ship Maybe for adventure sailing and exploration along the beautiful Cornish coast.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 4 days
  • Date: 14 August 2022

Sailing to Brittany & the Channel Islands

Set sail with Pellew from Falmouth and make your way across the English Channel to discover the Channel Islands and the North Coast of Brittany.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 8 days
  • Date: 17 August 2022

Cornish Coastal Sailing

Spend a week exploring the coast of Cornwall under sail on classic tall ship Maybe.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 7 days
  • Date: 19 August 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 7 days
  • Date: 20 August 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 20 August 2022

Isles of Scilly Sailing

Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
  • Vessel: Skyelark
  • Where: Devon
  • Duration: 8 days
  • Date: 22 August 2022

Tall Ship Sailing in Cornwall

Join classic tall ship Maybe for adventure sailing and exploration along the beautiful Cornish coast.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 4 days
  • Date: 26 August 2022

Cornish Coastal Sailing Adventure

Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 5 days
  • Date: 26 August 2022

Isles of Scilly Sailing

Discover this breathtaking archipelago situated off the coast of Cornwall on board a Cornish Pilot Cutter.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 26 August 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 4 days
  • Date: 27 August 2022

Sailing & Exploring the River Tamar

Explore the tranquil waterways and riverbanks of the Tamar between Devon and Cornwall with classic barge Lynher.
  • Vessel: Lynher
  • Where: Devon
  • Duration: 3 days
  • Date: 27 August 2022

A Sailors’ Voyage to Cornwall

Sail with Bessie Ellen as she marks the end of summer with a journey from Scotland to her home of Cornwall.
  • Vessel: Bessie Ellen
  • Where: Scotland/Cornwall
  • Duration: 10 days
  • Date: 28 August 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 5 days
  • Date: 1 September 2022

Isles of Scilly Sailing

Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
  • Vessel: Skyelark
  • Where: Devon
  • Duration: 8 days
  • Date: 2 September 2022

Classic Sailing Taster Weekend in Cornwall

Sail with classic boat Agnes as she explores the diversity of the Cornish coast from Falmouth.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 3 days
  • Date: 2 September 2022

Private Charter Sailing in Cornwall

Sail with Unity this summer as she offers guests bespoke sailing holidays for private charter.
  • Vessel: Unity
  • Where: Cornwall
  • Duration: 4 days
  • Date: 8 September 2022

Cornish Coastal Sailing Adventure

Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 4 days
  • Date: 9 September 2022

Cornish Sailing Weekend Charter

Spend a weekend on Pettifox, sailing and exploring the beautiful coast of Cornwall.
  • Vessel: Pettifox
  • Where: Cornwall
  • Duration: 3 days
  • Date: 9 September 2022

Cornish Coastal Sailing

Spend a week exploring the coast of Cornwall under sail on classic tall ship Maybe.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 5 days
  • Date: 10 September 2022

Sailing from Scotland to Cornwall

Join Eda Frandsen as she sails her way from the rugged coast of Scotland to her home in Cornwall.
  • Vessel: Eda Frandsen
  • Where: Scotland/Cornwall
  • Duration: 10 days
  • Date: 11 September 2022

Autumn Sailing Weekend in Cornwall

Sail with classic boat Agnes as she explores the diversity of the Cornish coast from Falmouth.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 5 days
  • Date: 15 September 2022

Cornish Coastal Sailing Adventure

Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 6 days
  • Date: 15 September 2022

Tall Ship Sailing in Cornwall

Join classic tall ship Maybe for adventure sailing and exploration along the beautiful Cornish coast.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 4 days
  • Date: 16 September 2022

Cornish Coastal Sailing Adventure

Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 3 days
  • Date: 23 September 2022

Sailing the Coast of Cornwall

Explore Cornwall from the water for an exclusive sailing experience on Eda Frandsen.
  • Vessel: Eda Frandsen
  • Where: Cornwall
  • Duration: 4 days
  • Date: 24 September 2022

Autumn Sailing Weekend in Cornwall

Sail with classic boat Agnes as she explores the diversity of the Cornish coast from Falmouth.
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 4 days
  • Date: 30 September 2022

Cornish Coastal Sailing Adventure

Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 4 days
  • Date: 30 September 2022

Sailing the Coast of Cornwall

Explore Cornwall from the water for an exclusive sailing experience on Eda Frandsen.
  • Vessel: Eda Frandsen
  • Where: Cornwall
  • Duration: 4 days
  • Date: 30 September 2022

Sailing the Coast of Cornwall

Explore Cornwall from the water for an exclusive sailing experience on Eda Frandsen.
  • Vessel: Eda Frandsen
  • Where: Cornwall
  • Duration: 4 days
  • Date: 7 October 2022

Tall Ship Sailing Adventure; Falmouth to Portugal

Sail with tall ship Blue Clipper for an Ocean mile builder from Falmouth, Cornwall - Portimao, Portugal
  • Vessel: Blue Clipper
  • Where: UK/Portugal
  • Duration: 11 days
  • Date: 9 October 2022
Scotland-Kerrera-castle-sailing

Destinations

Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?

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Bessie-Ellen-Agnes-Sailing

Our fleet

With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.

View fleet