Delicious Devon Cream Tea onboard Pilgrim Classic Sailing Boat
Pilgrim of Brixham classic comfort and spacious below decks
Royal Dartmouth Regatta Rowing
Red Arrows at Dartmouth Regatta
Dartmouth Regatta Deck shoe sailing past!
Dartmouth Regatta Gig Racing
Sail Bed and Breakfast Classic Sailing off Berryhead Devon


Enjoy a unique Short Break Sailing experience to Dartmouth Regatta. Sailing from Brixham in Devon with an overnight stays in historic Dartmouth, you will have the best seats in the house for all the sights and sounds that Dartmouth Regatta has to offer. See air displays, gig racing and spectacular fireworks from an exclusive vantage point onboard the classic sailing boat- Pilgrim of Brixham.

Sail Bed and Breakfast Enjoying Lunch Sailing into Dartmouth Devon onboard Pilgrim BM45
Enjoy Lunch Sailing into Dartmouth Devon onboard Pilgrim BM45

Royal Dartmouth Regatta Special Short Break

This unique sailing short break experience offers you the chance to enjoy all the sights and sounds of the annual Royal Dartmouth Regatta event from an exclusive and enviable vantage point.

With everything from gig boat racing, air-displays and a water based carnival to enjoy all rounded off with some spectacular firework displays – you are in for a real treat!

What to expect from your Dartmouth Regatta Experience:

Enjoy this special event short break sailing from beautiful Brixham in Torbay, Devon. Arrive in historic Dartmouth in style aboard Pilgrim of Brixham a classic heritage sailing ship.  Enjoy refreshments as you board, and an array of delicious freshly prepared meals during your stay.

Sailing Holiday Delicious Desserts!
Sailing Holiday Delicious Desserts!

Most of the sailing will be done during the mornings and early afternoon so that we can be ready for the regatta events back in Dartmouth during the late afternoon and evenings.

Dartmouth Regatta Fireworks
Dartmouth Regatta Fireworks

You will be able to soak up the Regatta atmosphere and have the best seats in town for air displays, gig racing and spectacular firework displays.

Whilst you enjoy the show with a drink on deck , our onboard cook will prepare tasty two course suppers for you and your fellow guests to enjoy. You can then relax and recall the highlights of the day, before you settle down for a comfortable nights sleep.

On the final morning after the spectacular firework finale, enjoy the sights and sounds of the River Dart, then a delicious breakfast on board, before we set sail homeward to Brixham!

Points of Interest during your Royal Dartmouth Regatta Short Break:

The Port of Dartmouth Royal Regatta always lives up to its reputation with superb on the water events and brilliant entertainment.

The focus of the Regatta has always been the sailing, rowing and swimming . This was the basis on which the first ever event was held in 1822! Since then a wide range of additional water and land based events have been added, making it a real highlight on the annual Regatta circuit.

This special short break for 2017 covers the whole of the spectacular Dartmouth Regatta to include the infamous regatta firework displays that are a real sight to behold – especially from the deck of a member of the National Historic Fleet!

During the sailing part of your days, we are very happy for you to get as involved in sailing Pilgrim as you would like to. There are plenty of opportunities to help the crew hoist the sails and even take the helm – or you may prefer to just sit back, relax and enjoy the view – it’s up to you!

Whatever you decide, enjoy the magnificent scenery as we leave Brixham, Torbay and set sail around Berry Head. This whole area is designated as an area of outstanding natural beauty. It is home to a sea bird colonies of guillemots, black legged kittiwakes, kestrels and gulls.  On our way to Dartmouth, we are often accompanied by dolphins or porpoises, so make sure you are up on deck with your camera to get some great shots of the amazing sea life.

Sailing past Berry Head, look for the lighthouse built in 1906 which has the distinction of being the smallest, highest and deepest lighthouse in the British Isles.  It is over 16 feet high and its white light can be seen for 14 nautical miles. Berry Head is also the site of a Napoleonic Fort built between 1794 and 1804.  Designed to protect Torbay from the French in the days when Torbay was a strategic naval anchorage.

Enjoy the seascape and dramatic coastal scenery with interesting rock formations creating rugged limestone cliffs, sandy bays, coasta­­­l coves and inlets.  We sail past St Marys Bay, a popular caravan holiday destination, the dramatic headland of Sharkham Point and then, hidden from view, the National Trust property of Coleton Fishacre, once the home of the Doyle Cart family.

A ‘Day Mark’ built in 1864 on the eastern side of the estuary helps us identity the River Dart.  We then pass the Mewstone rock just outside the mouth of the river.  This is often another spot to see the occasional harbour porpoise, common grey seal as well as cormorants, guillemots, gannets and sea gulls.

The rocky entrance to the r­­­­­­­iver is guarded on the west side of the estuary by a 15th Century castle, which also incorporates the church of St Petrox.

Kingswear, the harbour town directly opposite Dartmouth has its own historic castle. During the 2nd world war, the two fortifications were linked by chains at dusk to damage enemy ships attempting to attack Dartmouth.

Further up river The famous Britannia Royal Naval College sits above Dartmouth where officer training has taken place since 1863.

Other picturesque sailing areas that are within reach of Dartmouth include Slapton Bay and Salcombe Harbour or we can also sail up river to Dittisham and Conyton Fishacre the famous riverside residence of Agatha Christie

dartmouth-regatta-gig-racingDuring the weekend you will experience everything from illuminated vintage vessel parades to gig racing, many classes of yacht and dingy races, aircraft displays and fly pasts and of course the famous firework displays on the Thursday and Saturday evenings.

As you disembark in Dartmouth on Sunday morning you will have a final opportunity to photograph Pilgrim in all her glory before continuing on your homeward journey with some great memories to share and look back on!

Weather – Wind and Tides!

Because of weather, wind and tide, no two trips are exactly the same. 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.

This special event short break has always been popular and promises to leave you with some amazing memories to share when you are back on land!

Click here to Book/Contact Us

Click here to return to our 2017 Sailing Programme

Additional information

Embark/Disembark Location

Brixham – Town Pontoon
Disembark Dartmouth Town Pontoon


Thurs 24th – Sun 27th Aug 2017

Embark/Disembark Time

14-00 – 09-45


3 Nights



Maximum Number of Guests


What's Included

*Approx 4hrs of glorious sailing each day!
*All meals and refreshments whilst onboard
*Best vantage point for all the "on water" and air based Regatta activities
*Fantastic Firework Displays
*Use of safety equipment e.g Life Jackets and harnesses
*Mooring and berthing fees

What's not Included

*Parking Fees
*Waterproof Clothing
*Water Taxi fares ashore (optional)
*Meals/drinks ashore
*Joining/onward travel
*Travel Insurance

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