Set on the very south-western tip of Britain, Cornwall is an iconic destination, luring visitors from across the globe year on year. Completely surrounded by water, her coastline is intrinsically linked with her rich history, tales of piracy, trade and smuggling intertwining themselves with the breathatkingly beautiful cliffs, hidden coves and sweeping golden sandy bays. She is a land of rugged moorlands and quaint harbours, where tourist towns perch above dramatic cliffs and abandoned engine houses dot the landscape. This beautiful coastline offers plentiful sailing opportunities so take to the water and uncover Cornwall from a whole new perspective!
VentureSail is based in Cornwall and many of our ships call these waters home, touring the stunning coastline and making trips across to the incredible Isles of Scilly during the summer months. Set sail from Fowey and explore some of Poldark’s filming locations, explore picturesque harbour Charlestown, head to Falmouth to sail across the third deepest natural harbour in the world and hunker down in the secluded Helford for the night, you might even have dolphins for company! Wherever your venture takes you, sailing holidays in Cornwall are a firm favourite for many of our guests and skippers, it is easy to see why.
Sailing Holidays in Cornwall
Learning the ropes is a great challenge for sea-dogs and novice sailors alike and sailing in Cornwall provides the perfect opportunity to get to grips with some of the basics or hone existing skills. With a constant breeze and variety of sailing waters at their fingertips, our skippers and crew are able to impart their knowledge, encouraging guests to even take the helm and lead the way.
The exact itinerary for every sailing holiday is subject to wind and tides however it is likely that we will visit one of the many picturesque Cornish harbours where you can step ashore to sample freshly baked pasties and delicious clotted cream ice cream whilst soaking up the hustle and the bustle of a busy Cornish summer. Away from the crowds, your skipper will endeavour to take you off the beaten track, allowing guests to walk some of the South West Coast Path and discover some hidden gems far from prying eyes, where wildlife abounds.
Sheltered Cornish coves and Starlit Nights
Perhaps one of the best parts of staying on a classic ship in Cornwall are the still evenings, where peaceful little coves and rivers become an astronomer’s dream – Cornwall is home to several dark skies sites and the star-gazing here is beautiful. Lying back on the gently rocking deck, away from light pollution, the star-studded sky seems infinite and those patient viewers may observe comets, shooting stars, and the silvery moon. You’ll be swept away by the romance of Cornwall, which has long inspired authors, and its stark contrast to modern life.
Home Comforts
In recent years Cornwall has made its mark on the food and drink scene with the county now boasting some of the best produce in the country and after a busy day at sea, food forms an important part of life! With fresh-off-the-boat seafood, fantastic fruit and veg, a range of local meats plus the fabulous variety of Cornish spirits and wines to accompany, there’s plenty to whet the appetite. Explore quirky cafes, popular restaurants and local bakeries whilst ashore before returning to your vessel for a superlative Cornish dining experience made using the finest local produce.
Read more about sailing in the Isles of Scilly here
Cornish Coastal Sailing; Sea, Salts & Sail Festival
Explore the Cornish coast and enjoy the Sea, Salts & Sail Festival with a whole boat charter on Unity.
- Date: 30 June 2022
- Vessel: Unity
- Duration: 5 days
- Where: Cornwall
Sailing Adventure to the Isles of Scilly
Explore the beautiful archipelago of the Isles of Scilly on classic boat Pilgrim of Brixham from Falmouth.
- Date: 30 June 2022
- Vessel: Pilgrim of Brixham
- Duration: 8 days
- Where: Falmouth, Cornwall
Yacht Charter Sailing in Cornwall
Sail with Unity this summer as she offers guests bespoke sailing holidays for whole boat private charter.
- Date: 30 June 2022
- Vessel: Unity
- Duration: 4 days
- Where: Falmouth, Cornwall
Tall Ship Sailing in the Isles of Scilly
Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe from Penzance.
- Date: 5 July 2022
- Vessel: Maybe
- Duration: 8 days
- Where: Penzance, Cornwall
Sailing Adventure to the Isles of Scilly
Explore the beautiful archipelago of the Isles of Scilly on classic boat Pilgrim of Brixham from Falmouth.
- Date: 9 July 2022
- Vessel: Pilgrim of Brixham
- Duration: 8 days
- Where: Falmouth, Cornwall
Sailing to France; Festival Temps Fête Douarnenez
Explore the Breton coast to celebrate the Festival Temps Fête in Douarnenez with a whole boat charter on Unity.
- Date: 12 July 2022
- Vessel: Unity
- Duration: 9 days
- Where: Falmouth, Cornwall
Yacht Charter Sailing in Cornwall
Sail with Unity this summer as she offers guests bespoke sailing holidays for whole boat private charter.
- Date: 14 July 2022
- Vessel: Unity
- Duration: 4 days
- Where: Falmouth, Cornwall
Tall Ship Sailing in the Isles of Scilly
Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe from Penzance.
- Date: 14 July 2022
- Vessel: Maybe
- Duration: 8 days
- Where: Penzance, Cornwall
Private Charter Sailing in Cornwall
Sail with Unity this summer as she offers guests bespoke sailing holidays for whole boat private charter.
- Date: 23 July 2022
- Vessel: Unity
- Duration: 7 days
- Where: Falmouth, Cornwall
Sailing & Exploring the coast of Brittany
Join Cornish Lugger Grayhound in Penzance as she crosses the Channel to explore the coast of Brittany, France.
- Date: 30 July 2022
- Vessel: Grayhound
- Duration: 10 days
- Where: Penzance, Cornwall
Tall Ship sailing in the Isles of Scilly
Discover the sub-tropical archipelago of the Isles of Scilly with a tall ship adventure on classic boat Maybe.
- Date: 1 August 2022
- Vessel: Maybe
- Duration: 7 days
- Where: Cornwall
Classic Sailing to the Isles of Scilly
Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth
- Date: 5 August 2022
- Vessel: Agnes
- Duration: 7 days
- Where: Falmouth, Cornwall
Private Charter Sailing in Cornwall
Sail with Unity this summer as she offers guests bespoke sailing holidays for whole boat private charter.
- Date: 6 August 2022
- Vessel: Unity
- Duration: 7 days
- Where: Falmouth, Cornwall
Falmouth Week Sailing with Irene
Sail with Irene as she explores the Cornish coast during Falmouth Week.
- Date: 7 August 2022
- Vessel: Irene
- Duration: 4 days
- Where: Falmouth, Cornwall
Isles of Scilly Sailing with Cornish Lugger Grayhound
Sailing adventure on board the Cornish lugger Grayhound discovering the breathtaking archipelago of the Isles of Scilly.
- Date: 18 August 2022
- Vessel: Grayhound
- Duration: 8 days
- Where: Cornwall
Cornish Coastal Sailing
Spend a week exploring the coast of Cornwall under sail on beautiful classic tall ship Maybe.
- Date: 19 August 2022
- Vessel: Maybe
- Duration: 7 days
- Where: Falmouth, Cornwall
Private Charter Sailing in Cornwall
Sail with Unity this summer as she offers guests bespoke sailing holidays for whole boat private charter.
- Date: 20 August 2022
- Vessel: Unity
- Duration: 7 days
- Where: Falmouth, Cornwall
Isles of Scilly Sailing with Tall ship Irene
Discover the sub-tropical archipelago of the Isles of Scilly with classic tall ship Irene.
- Date: 21 August 2022
- Vessel: Irene
- Duration: 7 days
- Where: Newlyn, Cornwall
Tall Ship Sailing in Cornwall
Join classic tall ship Maybe for adventure sailing and exploration along the beautiful Cornish coast.
- Date: 26 August 2022
- Vessel: Maybe
- Duration: 4 days
- Where: Falmouth, 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: 26 August 2022
- Vessel: Pellew
- Duration: 5 days
- Where: Falmouth, Cornwall
Isles of Scilly Sailing with Pilot Cutter Agnes
Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth
- Date: 26 August 2022
- Vessel: Agnes
- Duration: 7 days
- Where: Falmouth, Cornwall
Luxury Yacht Sailing to the Isles of Scilly
Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
- Date: 27 August 2022
- Vessel: Skyelark
- Duration: 8 days
- Where: Plymouth, Devon
Private Charter Sailing in Cornwall
Sail with Unity this summer as she offers guests bespoke sailing holidays for whole boat private charter.
- Date: 27 August 2022
- Vessel: Unity
- Duration: 4 days
- Where: Falmouth, Cornwall
Isles of Scilly Sailing with Tall ship Irene
Discover the sub-tropical archipelago of the Isles of Scilly with classic tall ship Irene.
- Date: 28 August 2022
- Vessel: Irene
- Duration: 7 days
- Where: Newlyn, Cornwall
Private Charter Sailing in Cornwall
Sail with Unity this summer as she offers guests bespoke sailing holidays for whole boat private charter.
- Date: 1 September 2022
- Vessel: Unity
- Duration: 5 days
- Where: Falmouth, Cornwall
Luxury Yacht Sailing to the Isles of Scilly
Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
- Date: 2 September 2022
- Vessel: Skyelark
- Duration: 8 days
- Where: Plymouth, Devon
Classic Sailing Taster Weekend in Cornwall
Sail with classic boat Agnes as she explores the diversity of the Cornish coast from Falmouth.
- Date: 2 September 2022
- Vessel: Agnes
- Duration: 3 days
- Where: Falmouth, Cornwall
Isles of Scilly Sailing with Tall ship Irene
Discover the sub-tropical archipelago of the Isles of Scilly with classic tall ship Irene.
- Date: 4 September 2022
- Vessel: Irene
- Duration: 7 days
- Where: Newlyn, Cornwall
Private Charter Sailing in Cornwall
Sail with Unity this summer as she offers guests bespoke sailing holidays for whole boat private charter.
- Date: 7 September 2022
- Vessel: Unity
- Duration: 5 days
- Where: Falmouth, 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: 9 September 2022
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
Cornish Coastal Sailing
Spend a week exploring the coast of Cornwall under sail on beautiful classic tall ship Maybe.
- Date: 10 September 2022
- Vessel: Maybe
- Duration: 5 days
- Where: Falmouth, 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: 15 September 2022
- Vessel: Pellew
- Duration: 6 days
- Where: Falmouth, Cornwall
Tall Ship Sailing in Cornwall
Join classic tall ship Maybe for adventure sailing and exploration along the beautiful Cornish coast.
- Date: 16 September 2022
- Vessel: Maybe
- Duration: 4 days
- Where: Falmouth, Cornwall
East Coast Sailing Adventure; Newcastle to Falmouth
Sail with tall ship Blue Clipper for an Ocean mile builder from Newcastle to Falmouth, Cornwall.
- Date: 19 September 2022
- Vessel: Blue Clipper
- Duration: 10 days
- Where: Newcastle, UK
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: 23 September 2022
- Vessel: Pellew
- Duration: 3 days
- Where: Falmouth, Cornwall
Cornish Coastal Sailing with Tall Ship Irene
Join classic tall ship Irene for sailing and exploration along the beautiful Cornish coast.
- Date: 25 September 2022
- Vessel: Irene
- Duration: 4 days
- Where: Falmouth, Cornwall
Autumn Sailing Weekend in Cornwall
Sail with classic boat Agnes as she explores the diversity of the Cornish coast from Falmouth.
- Date: 30 September 2022
- Vessel: Agnes
- Duration: 4 days
- Where: Falmouth, 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: 30 September 2022
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall
Sailing the Coast of Cornwall
Explore Cornwall from the water for an exclusive sailing experience on Eda Frandsen.
- Date: 30 September 2022
- Vessel: Eda Frandsen
- Duration: 4 days
- Where: Cornwall
Tall Ship Sailing Adventure; Falmouth to Portugal
Sail with tall ship Blue Clipper for an Ocean mile builder from Falmouth, Cornwall - Portimao, Portugal
- Date: 1 October 2022
- Vessel: Blue Clipper
- Duration: 19 days
- Where: Falmouth, Cornwall
Easter Sailing on Bessie Ellen
Shake off the winter blues with some delightful Spring sailing around Cornwall on tall ship Bessie Ellen.
- 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
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
Weekend Sailing in Cornwall
Shake off the winter blues with some delightful Spring sailing around Cornwall on tall ship Bessie Ellen.
- Date: 14 April 2023
- Vessel: Bessie Ellen
- Duration: 3 days
- Where: Fowey, Cornwall
Weekend Sailing in Cornwall
Shake off the winter blues with some delightful Spring sailing around Cornwall on tall ship Bessie Ellen.
- Date: 21 April 2023
- Vessel: Bessie Ellen
- Duration: 3 days
- Where: Fowey, Cornwall
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.
- Date: 22 April 2023
- Vessel: Pellew
- Duration: 10 days
- Where: Falmouth, Cornwall
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.
- Date: 29 April 2023
- Vessel: Bessie Ellen
- Duration: 10 days
- Where: Fowey, Cornwall
Sailing from Scotland to Cornwall
Join Pellew as she makes the voyage South from the West coast of Scotland to Cornwall.
- Date: 22 July 2023
- Vessel: Pellew
- Duration: 10 days
- Where: Mallaig, Scotland
Exploring the Isles of Scilly With Pilot Cutter Pellew
Discover the breath-taking archipelago of the Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter from Falmouth.
- Date: 3 August 2023
- Vessel: Pellew
- Duration: 7 days
- Where: Falmouth, Cornwall
Tall Ship Sailing in the Isles of Scilly
Discover the sub-tropical archipelago of the Isles of Scilly with a tall ship adventure on classic boat Maybe.
- Date: 5 August 2023
- Vessel: Maybe
- Duration: 7 days
- Where: Cornwall
Exploring the Isles of Scilly With Pilot Cutter Pellew
Discover the breath-taking archipelago of the Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter from Falmouth.
- Date: 10 August 2023
- Vessel: Pellew
- Duration: 7 days
- Where: Falmouth, Cornwall
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.
- Date: 12 August 2023
- Vessel: Bessie Ellen
- Duration: 10 days
- Where: Scotland/Cornwall
Tall Ship Sailing in the Isles of Scilly
Discover the sub-tropical archipelago of the Isles of Scilly with a tall ship adventure on classic boat Maybe.
- Date: 12 August 2023
- Vessel: Maybe
- Duration: 7 days
- Where: Cornwall
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.
- Date: 17 August 2023
- Vessel: Pellew
- Duration: 9 days
- Where: Falmouth, Cornwall
Sailing the Isles of Scilly with Bessie Ellen
Explore the beautiful archipelago of the Isles of Scilly with classic boat Bessie Ellen under sail.
- Date: 22 August 2023
- Vessel: Bessie Ellen
- Duration: 7 days
- Where: Newlyn, Cornwall
Bank Holiday Sailing in Cornwall
Discover and explore the Cornish Coast with exhilarating sailing by day and hidden anchorages by night onboard Pilot Cutter Pellew.
- Date: 26 August 2023
- Vessel: Pellew
- Duration: 3 days
- Where: Falmouth, Cornwall
Exploring the Isles of Scilly With Pilot Cutter Pellew
Discover the breath-taking archipelago of the Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter from Falmouth.
- Date: 30 August 2023
- Vessel: Pellew
- Duration: 7 days
- Where: Falmouth, Cornwall
Tall Ship Sailing in the Isles of Scilly
Discover the sub-tropical archipelago of the Isles of Scilly with a tall ship adventure on classic boat Maybe.
- Date: 1 September 2023
- Vessel: Maybe
- Duration: 8 days
- Where: Falmouth, 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 September 2023
- Vessel: Pellew
- Duration: 6 days
- Where: Falmouth, Cornwall
Tall Ship Sailing in the Isles of Scilly
Discover the sub-tropical archipelago of the Isles of Scilly with a tall ship adventure on classic boat Maybe.
- Date: 9 September 2023
- Vessel: Maybe
- Duration: 8 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
East Coast Sailing Adventure; Newcastle to Falmouth
Sail with tall ship Blue Clipper for an Ocean mile builder from Newcastle to Falmouth, Cornwall.
- Date: 18 September 2023
- Vessel: Blue Clipper
- Duration: 10 days
- Where: Newcastle, UK
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 Cornwall
Enjoy tall ship taster sailing on classic boat Maybe as she explores the coasts of Cornwall.
- Date: 22 September 2023
- Vessel: Maybe
- Duration: 4 days
- Where: 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: 29 September 2023
- Vessel: Pellew
- Duration: 4 days
- Where: Falmouth, Cornwall