Seal pup in The Isles of Scilly
Seal pup in The Isles of Scilly

Scilly Isles Sailing Holiday

Imagine escaping the crowds on your Scilly Isles Sailing Holiday, arriving onboard the classic boat Pilgrim of Brixham BM45.  Explore the sea around unspoilt picturesque islands, idyllic anchorages, rugged coastlines, big open skies and dazzling white sand.

During  this 7 night cruise you’ll enjoy some amazing sailing alongside all the natural beauty and unique wildlife that the Isles of Scilly are famed for.

Freshly prepared meals, snacks plus hot & cold drinks are all included. Our skipper and crew will be onhand to make sure that you have a really memorable time.

What to Expect on your Scilly Isles Sailing Holiday:

Leaving from Falmouth’s bustling Port Pendennis Marina we will sail just 25 miles from Cornwall but a life time away from the stresses and strains of everyday life.  On your Scilly Isles Sailing Holiday enjoy the thrill of dolphins, basking sharks and sea birds.  The Scillies are made up of 5 main islands – St Martins, St Marys, Bryher, Tresco, and St Agnes. Each of the 5 main islands is different and no two days will be the same.  We might stop for a lunch time walk on a deserted sandy beach, or perhaps take in Tresco Abbey Gardens, watch the gig racing in St Marys Sound, or just moor up and chill.  With unique micro climates, spectacular scenery and abundant wildlife it’s easy to see why this is one of our most popular sailing holiday destinations.

We will welcome you aboard with refreshments before the usual safety briefings and boat tour to allow you to settle in and find your way around. Once everyone is ready we will set sail – and the adventure begins!

Points of Interest During your Scilly Isles Sailing Holiday:

Embark on your Scilly Isles Sailing Holiday from Falmouth, Cornwall.  Falmouth is a picturesque coastal town with a rich and varied maritime history.  The thriving harbour is the third largest and the deepest natural harbour in the world.  It provides a unique vantage point to see wooden heritage sailing vessels like Pilgrim as well as modern fishing trawlers, sailing yachts and motor boats out and about on the water.  As we leave Falmouth and the Fal Estuary we make our way round the headland, past Pendennis Castle, constructed by King Henry VIII and out into the English Channel.

For our first night we may anchor on the Helford River, a popular overnight mooring for Pilgrim BM45.  Without doubt one of the most upspoit, peaceful and beautiful rivers in Cornwall, with its tree lined banks, hidden creeks and long stretches of tranquil countryside.  The occasional grand house shows the important role that the river once played in the prosperous trading that took place between Cornwall and the continent. Much of the locally mined tin was once transported by boat down the river.

Ou passage to the Isles of Scilly depends on wind and tide and we may stop off on the way, perhaps at Newlyn or in Mounts Bay to wait for the best wind, tide and weather to make our way out to the islands.

The most westerly main town in Cornwall, Penzance is a particular favourite spot for dolphin watching, with a very large pod of dolphins surrounding Pilgrim there on one of our previous trips.

As we head out to the Scillies, you will see rugged and spectacular scenery.  We look out for the dramatic cliff top open air Minack Theatre, about 6 miles along the coast from Penzance, which is visible on a clear day.  The theatre, within its subtropical gardens, was founded by the indomitable late Rowena Cade who was still building it in her 80’s!  It was near here at Porthcurno, in the 1870s, that the submarine telegraph cables formed part of the important communication link that stretched all the way to India.

We then make haste to cross the 25 miles to the Scillies and its archipelago of five inhabited islands and around 135 uninhabited ones.  It will be a full day of sailing when you can enjoy looking at passing ships and if we’re lucky the thrill of dolphins escorting us on our way and the chance to see basking sharks.

Our journey, anchorage and activities will be determined by the weather, tide, wind and sea state and therefore no two trips to the Scillies are the same.

Reaching the Scillies, St Martins is usually the first island we see on the horizon with its red and white Daymark erected in 1683 welcoming you to the Scillies.  St Martins is the northern most populated island on the Scillies.

St Mary’s is the main Island and with a population approaching 2,000, is the most densly populated island.  The main settlement Hugh Town is the largest settlement and where there are a few shops and a post office  The harbour is owned and run by the Duchy of Cornwall and it is here that the World Gig Racing championships take place every May.  We aim to be at St Mary’s Sound on the Wednesday evening of our trip, subject to weather, to cheer on the ladies as they race their gigs.  This is a popular and well supported activity and derives from the race to deliver a pilot onto incoming ships to guide them through the hazardous rocks and shallows.

Although Bryher is the smallest of the inhabited island on the Scillies it has some beautiful walks and scenery.  An opportunity, perhaps, to drop you off by tender to either Bar or Church Quay to let you stretch your legs and explore the island on foot – don’t forget to ask the cook for a picnic!

Tresco is the home of the 17 acre sub-tropical Abbey Garden with a remarkable collection of 1000’s of plants, many of which cannot be found anywhere else in the UK.  Founded by Augustus Smith in the 19th Century it is a mecca for garden enthusiasts and designated at Grade 1 in the Register of Historic Parks and Gardens..

St Agnes is the southernmost populated island of the Scilly Islands and has the most southernmost settlement in the UK.  An island of extreme contrasts, with rocky outcrops on its exposed western side to serene beaches on the other side.

Whichever of these beautiful islands we visit you’ll be sure to love it, and as we return home to Falmouth by sea, there’s a good chance you will leave a little bit of your heart behind you as you watch the Scillies disappear in the distance.

Weather- Wind and Tides!:

This is the part of your sailing trip that unfortunately we unable to control! As a result we cannot guarantee that all destinations/experiences referred to in this description will be exactly as stated, however we will always do our upmost to deliver a great experience.

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Additional information

Embark/Disembark PortFalmouth -Port Pendennis Marina (TBC)
Embark/Disembark DatesSee Sailing Programme
Embark/Disembark Times13.00 – 12.00 (noon)
Duration7 Nights
Max Number of Guests10
Destination**Isles of Scilly
What's Included√ All onboard refreshments/meals √ Use of onboard safety kit √ Berthing, mooring & fuel costs √ 7 nts. onboard accommodation √ Bunk linen
What's Not Included× Wet weather clothing × Travel Insurance × Alcoholic drinks × Car park fees at home port × Cost of on-land transport/meals × Towels × Joining or onward travel costs
The idyllic Scilly Isles
Dolphins swimming alongside
Sy Michaels Mount Cornwall
Pilgrim BM45 The Welcoming Interior
Scilly Isles Sailing Holiday
Scilly Isles Sailing Holiday
Scilly Isles Sailing Holiday
Scilly Isles Sailing Holiday
Scilly Isles Sailing Holiday