Sailing Holidays in Cornwall
This beautiful county boasts a breath taking coastline with secluded coves and tales of smuggling. With deep azure waters and an ever-present breeze, it's perfect for exploring under sail.
Traditional Taster Sailing Short Break in Cornwall
- 19 September 2025, 4 days
- Vessel: Pellew
- Port: Falmouth, Cornwall
- Board type: Full Board
Traditional Taster Sailing Short Break in Cornwall
- 2 May 2025, 4 days
- Vessel: Pellew
- Port: Falmouth, Cornwall
- Board type: Full Board
Paimpol Maritime Festival & French Coast Sailing
- 5 August 2025, 10 days
- Vessel: Pellew
- Port: Cornwall
- Board type: Full Board
Sub-Tropical Island Explorer: Pilot Cutter Sailing to the Isles of Scilly
- 20 July 2025, 7 days
- Vessel: Pellew
- Port: Falmouth, Cornwall
- Board type: Full Board
Sub-Tropical Island Explorer: Pilot Cutter Sailing to the Isles of Scilly
- 15 May 2025, 7 days
- Vessel: Pellew
- Port: Falmouth, Cornwall
- Board type: Full Board
Sub-Tropical Island Explorer: Pilot Cutter Sailing to the Isles of Scilly
- 28 July 2025, 7 days
- Vessel: Pellew
- Port: Falmouth, Cornwall
- Board type: Full Board
A Sailor’s Voyage from Scotland
- 15 September 2025, 7 days
- Vessel: Bessie Ellen
- Port: Scotland/Gloucester
- Board type: Full Board
Sub-Tropical Island Explorer: Pilot Cutter Sailing to the Isles of Scilly
- 24 May 2025, 7 days
- Vessel: Pellew
- Port: Falmouth, Cornwall
- Board type: Full Board
Offshore Sailing across the Bay of Biscay: from Spain to Cornwall
- 10 July 2025, 9 days
- Vessel: Pellew
- Port: Spain/Cornwall
- Board type: Full Board
Private Yacht Charter Sailing to the Isles of Scilly
- 29 July 2025, 8 days
- Vessel: Emma Claire
- Port: Cornwall
- Board type: Full Board
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 in Cornwall 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.
Hop over to the Isles of Scilly
Many of our Cornish boats make the crossing over to the Isles of Scilly from Cornwall, departing from either Falmouth or Penzance. This is by far one of the best ways to visit these island gems just 28miles off the coast of Cornwall. Read more about sailing in the Isles of Scilly here
Destinations
Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?
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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.
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