Sailing Holidays in 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.

Mile Building Taster from Cornwall to Devon

17 July 2023, 3 days
Vessel: Pilgrim of Brixham
Port: Cornwall/Devon

£250.00 Details

English Riviera Airshow Sailing Weekend

1 June 2023, 4 days
Vessel: Pilgrim of Brixham
Port: Brixham, Devon

£495.00 Details

Weekend Sailing in South Devon

14 July 2023, 4 days
Vessel: Escape
Port: Dartmouth, Devon

£550.00 Details

Taster Sailing in South Devon

12 May 2023, 3 days
Vessel: Pilgrim of Brixham
Port: Brixham, Devon

£395.00 Details

Brixham Heritage Regatta Sailing

27 May 2023, 3 days
Vessel: Escape
Port: Dartmouth, Devon

£365.00 Details

Overnight Tall Ship Sailing in Devon

14 October 2023, 2 days
Vessel: Pilgrim of Brixham
Port: Brixham, Devon

£265.00 Details

Coastal Sailing in South Devon

14 April 2023, 3 days
Vessel: Escape
Port: Dartmouth, Devon

£365.00 Details

Coastal Sailing Break in South Devon

2 June 2023, 3 days
Vessel: Escape
Port: Dartmouth, Devon

£365.00 Details

Sailing Dartmouth Regatta

24 August 2023, 4 days
Vessel: Pilgrim of Brixham
Port: Brixham, Devon

£550.00 Details

Summer Sailing in South Devon

25 August 2023, 4 days
Vessel: Escape
Port: Dartmouth, Devon

£550.00 Details

View sailing holidays in Devon

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 which offers 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.