Good for

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

Duration

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

Devon

For visitors looking to experience the hidden coves and rich maritime history of Devon, a short break or weekend sailing trip aboard one of our vessels is the perfect way to explore one of Britain’s best-loved holiday destinations.

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Historic rivers and dramatic waterways

From sailing retreats up the River Dart to exhilarating open bay sailing around Start Point, to anchored trips to traditional quaint Devonshire harbour and fishing towns, there is plenty to see, do and sail along the ‘English Riviera’.

Under sail, one of our trips may take you down the River Tamar, located in a World Heritage Site and flanked by dramatic landscapes. Equally charming is the tranquil River Yealm, which rises 430 metres above sea level and has a bustling, sheltered harbour.

Pristine beaches and rich maritime heritage

Once anchored, there are plenty of opportunities to explore on foot. Devon is renowned for pristine sandy white beaches, and visitors can sample one of its many coastal jewels, including Salcombe.

Or, for a taste of ‘ocean city’ life, Plymouth’s strong maritime heritage and picturesque narrow cobbled streets have long been a draw for tourists.

If you like more of a village feel, then twin villages Kingsand and Cawsand offer visitors magnificent views and quaint gift shops, as does the pretty Noss Mayo, nestled into the southern bank of the Yealm.

The bustling fishing port of Brixham, with colour-washed cottages tumbling down to the waterfront, is home to Pilgrim of Brixham. A traditional Brixham trawler, Pilgrim offers sailing holiday experiences from weekend tasters to week-long explorations along this beautiful coast.

Dartmouth is a traditional fishing town and neatly tucked up the River Dart with plenty of shelter from the high seas. A popular stop-over for our Devon fleet, this sweet town has plenty to offers its visitors. It is also home to our beautiful classic boat Escape and our Cornish Lugger Our Daddy which both offer day sails, short breaks as well as sailing holidays.

Teeming with wildlife

For nature enthusiasts, Devon’s waterways and estuaries are teeming with bird and wildlife. Sailing from Brixham sees you rounding Berry Head, an Area of Outstanding Natural with a dramatic limestone headland serving as a sanctuary for colonies of guillemots, black-legged kittiwakes as well as kestrels and gulls.

Berry Head is also home to the smallest, deepest lighthouse, which is perched at the highest geographical point in the British Isles.

Across the bay, dolphins and porpoises often join the boats in the open water as they voyage past St. Mary’s Bay, Sharkham Point and then onto the sheltered waters of the River Dart.

As with any voyage, the weather, wind and tides will be your ultimate masters, so no destinations are guaranteed. However, we do promise that our Devon sailing breaks will show this county off in a new light.

Sailing Holidays in Devon

Devon Coastal Exploration Weekend

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 3 days
  • Date: 14 August 2020

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!
  • Vessel: Escape
  • Where: Devon
  • Duration: 1 days
  • Date: 21 August 2020

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!
  • Vessel: Escape
  • Where: Devon
  • Duration: 1 days
  • Date: 22 August 2020

South Devon Day Sailing

Spend a day sailing with Escape on the South Devon Coast, anchor for lunch and take a dip if you're brave enough!
  • Vessel: Escape
  • Where: Devon
  • Duration: 1 days
  • Date: 23 August 2020

Devon Coastal Sailing

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 3 days
  • Date: 4 September 2020

Devon Coastal Sailing

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 3 days
  • Date: 11 September 2020

Offshore Sailing Expedition from Portugal

Join Blue Clipper in the naval port of Plymouth as shes sail across the Bay of Biscay to reach the French coastal town of La Rochelle.
  • Vessel: Blue Clipper
  • Where: UK/France
  • Duration: 12 days
  • Date: 22 September 2020

North Sea Sailing Mile Builder

Sail across the North Sea and down to the English Channel with Eye of the Wind to reach the port of Plymouth. A great chance to gain sea miles!
  • Vessel: Eye of the Wind
  • Where: Germany/Devon
  • Duration: 9 days
  • Date: 26 September 2020

Crossing the Bay of Biscay to the Spanish Coast

Sail with Eye of the Wind as she makes her way from Devon, across the Bay of Biscay and down to the coast of Northern Spain. A great opportunity to build up sea miles!
  • Vessel: Eye of the Wind
  • Where: North Sea
  • Duration: 9 days
  • Date: 8 October 2020

2021 Easter Sailing Weekend

Enjoy a real taste of traditional sailing with a 4 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 4 days
  • Date: 2 April 2021

2021 Devon Spring Sailing Weekend

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 10 April 2021

2021 South Devon Sailing Weekend

Enjoy a real taste of traditional sailing with a 4 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 4 days
  • Date: 16 April 2021

2021 Spring Sailing Weekend in Devon

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 2 days
  • Date: 17 April 2021

2021 Devon Spring Sailing Weekend

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 24 April 2021

2021 Long Sailing Weekend in Devon

Enjoy a real taste of traditional sailing with a 4 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 4 days
  • Date: 30 April 2021

2021 Bank Holiday Sailing Weekend

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 3 days
  • Date: 1 May 2021

2021 May Sailing Weekend in Devon

Enjoy a real taste of traditional sailing with a 4 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 4 days
  • Date: 14 May 2021

2021 Devon Sailing Weekend

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 2 days
  • Date: 15 May 2021

2021 Devon Spring Sailing Adventure

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 2 days
  • Date: 22 May 2021

2021 Brixham Heritage Regatta Sailing Weekend

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.
  • Vessel: Escape
  • Where: Devon
  • Duration: 3 days
  • Date: 29 May 2021

2021 Brixham Heritage Regatta

Climb aboard this traditional Brixham Trawler as she takes part in her home town's Heritage Regatta, marvelling at traditional vessels and racing with them.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 29 May 2021

2021 Spring Sailing Adventure

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 2 days
  • Date: 2 June 2021

2021 Sailing from Devon to Falmouth

Sail classic yacht Escape from Dartmouth to Falmouth, Cornwall. A fantastic way to view the beautiful coastline of Devon and Cornwall.
  • Vessel: Escape
  • Where: Devon
  • Duration: 3 days
  • Date: 8 June 2021

2021 South West Sailing Mile Builder

Spend three days sailing from Brixham to Falmouth. The perfect way to see the beautiful coastline of Devon and Cornwall.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 20 June 2021

2021 Summer Sailing Weekend in Devon

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 3 days
  • Date: 9 July 2021

2021 Channel Islands Sailing Adventure

Spend a week cruising on this historical ship as the weather will take guests to Devon, Cornwall, the Channel Isles or even the Breton coast.
  • Vessel: Pilgrim of Brixham
  • Where: English Channel
  • Duration: 7 days
  • Date: 17 July 2021

2021 Summer Sailing in Devon

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 4 days
  • Date: 23 July 2021

2021 Sailing from Devon to Falmouth

Sail classic yacht Escape from Dartmouth to Falmouth, Cornwall. A fantastic way to view the beautiful coastline of Devon and Cornwall.
  • Vessel: Escape
  • Where: Devon
  • Duration: 4 days
  • Date: 29 July 2021

2021 Devon Summer Sailing Weekend

Enjoy a real taste of traditional sailing with a 4 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 4 days
  • Date: 31 July 2021

2021 Summer Devon Sailing

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 4 August 2021

2021 Brittany & Paimpol Festival Sailing

Head out across the channel with Pilgrim of Brixham and sail from Devon to Paimpol Music Festival for a summer holiday of sailing, world shanties and dance.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 14 days
  • Date: 8 August 2021

2021 Dartmouth Royal Regatta Sailing

Climb aboard this traditional Brixham Trawler as she sails around Berry Head for the Dartmouth Regatta.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 5 days
  • Date: 26 August 2021

2021 Channel Islands Sailing Adventure

Spend a week cruising on this historical ship as the weather will take guests from to the Channel Isles or even the Breton coast.
  • Vessel: Pilgrim of Brixham
  • Where: The Channel Islands
  • Duration: 8 days
  • Date: 4 September 2021

2021 Autumn Sailing Weekend in Devon

Climb aboard this stunning classic yacht to soak up the sights of the south Devon coast. From Dartmouth, the wind will decide your journey under sail.
  • Vessel: Escape
  • Where: Devon
  • Duration: 3 days
  • Date: 10 September 2021

2021 Hertiage Regatta Rally Sailing

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 17 September 2021

2021 Sailing the Irish, Cornish & Devon Coasts

Sailing from the Irish city of Dublin, Steady will head South for the Cornish coast before sailing to Brixham.
  • Vessel: Steady
  • Where: Ireland/Devon
  • Duration: 10 days
  • Date: 20 September 2021

2021 Devon Sailing Taster

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 21 September 2021

2021 Devon Autumn Sailing Weekend

Take a long weekend to unwind with a 3 day cruise around Devon on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 3 days
  • Date: 1 October 2021

2021 Devon Autumn Sailing Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 2 days
  • Date: 9 October 2021

2021 Devon Sailing Holiday

Enjoy 6 days to kick back, relax and cruise the coast of Devon on board the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 6 days
  • Date: 15 October 2021

2021 Autumn Sailing Taster Weekend

Enjoy a real taste of traditional sailing with a two-day cruise from Brixham on the magnificent Pilgrim of Brixham.
  • Vessel: Pilgrim of Brixham
  • Where: Devon
  • Duration: 2 days
  • Date: 30 October 2021
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Destinations

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

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Tall Ships fleet

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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