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Sail, Supper, Sleep, Breakfast and Sail

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Single Berth Per Person



Embark Disembark Vessel DurationVoyage No
Sat 14-10-2023, 10:00Brixham, UK Sun 15-10-2023, 10:00Brixham, UK Pilgrim 1 NightsPM141023

This mini sailing break is all about sailing, eating a delicious supper, sleeping on board, having breakfast in the morning followed by more sailing on a beautiful red sailed Brixham Trawler. There is no need for experience, a fellow partner or friend as these trips are ideal for the solo sailor with or without experience.

  • Voyage
  • Vessel


  • Great Gift Idea
  • Introduction to Prepare for a Longer Voyage.
  • All refreshments and meals included
  • Explore Torbay Under Sail
  • The perfect weekend escape
  • Freshly prepared two course supper by the resident cook
  • Expert Crew and Skipper to show you the Ropes


Vessel type / Rig Gaff Ketch
Guest Berths 10
Beam 17.5ft
Draft 10.5ft
Deck Length 74ft
Overall Length 94ft
Tonnage 90 tons
Year Built 1895
More about the Vessel

Voyage Description

This voyage makes an ideal gift and is a great opportunity to get a taste of life on a traditional vessel for those of all ages, young and old. These one night B&B tasters enable you to learn all about traditional sailing with your expert skipper and crew, as well as experiencing a great night’s sleep in Pilgrim’s comfy bunks. We depart Saturday lunchtime and sail off for an overnight stay at anchor or in a local harbour. A freshly cooked dinner is included together with breakfast on Sunday morning. Once everything is stowed we set off to be back by lunchtime.

Pilgrim has wide decks with high gunnels
Pilgrim has wide decks with high gunnels


  • Great Gift Idea or Introduction to Prepare for a Longer Voyage. 
  • All refreshments on board, as well as a light lunch and two course dinner on Saturday, and breakfast on Sunday
  • Explore Torbay Under Sail 
  • Experience a night on board
  • Expert Crew and Skipper to show you the Ropes


It’s simple and fun to join a weekend Sailing Sleepover on Pilgrim. There is no need to worry about previous sailing experience or coming on your own as the majority of the guest crew are solo travellers. Sailing from the beautiful Brixham in Torbay, Devon, the Skipper will pick a route to make the most of the conditions, and your overnight could be up the River Dart, Babbacombe, Teignmouth or Dawlish.

What to Expect on your Sail Dinner, Bed and Breakfast

Pilgrim in Brixham
Pilgrim in Brixham

Pilgrims’ home port of Brixham is a picture postcard fishing port, with pretty colour-washed fishermen’s cottages rising up around the old harbour. On your departure and return you will also see other heritage and classic sailing boats, as well as fishing trawlers in and around the busy harbour.

On board you can either sit back, relax, or help the crew hoist the sails and even take the helm – it’s up to you!

Whatever you decide, you will enjoy the magnificent scenery, fresh air and exhilarating sailing. Our Skipper and Crew will be on hand to ensure that your time onboard is as enjoyable as it can be. 

Sailing in the afternoon.

Once aboard Pilgrim, you will set sail for the afternoon where you can help handle the sails, steer the ship and help to navigate, or you can simply sit back and enjoy the scenery.  You can work up an appetite, looking forward to a tasty two course supper once the anchor’s down. You can then relax, before you settle down for a comfortable night’s sleep.

In the Evening

Before retiring for the night on Pilgrim and if in Dartmouth, you may want to step ashore to explore, or just stay onboard and drink in the view. The following morning, enjoy the sights and sounds of the River Dart or the Babbacombe/Teign coastline, then a delicious breakfast on board, before Pilgrim sets sail homeward to Brixham.

Overnight on board

Your overnight accommodation is on Pilgrim in very comfortable bunks. Please note there are no cabins on Pilgrim bunks are in shared spaces.

Morning with Breakfast onboard.

Experience the early sights and sounds of the River Dart, then a delicious breakfast on board. You may have time to sail a short way further up river to see the famous Britannia Royal Naval College where officer training has taken place since 1863. Then we set sail back to Brixham.

Morning Sail

As we return home there is time to capture any photo opportunities you may have missed on the outward journey, including the half mile long breakwater and lighthouse built in 1916 to protect Brixham Harbour and the town from tidal surges following the great storm in 1866.

"Pilgrim on the Helm"
Pilgrim on the Helm


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 in your itinerary exactly as stated, however we will always do our up most to deliver a great experience.


Whether you are an experienced sailor or a complete beginner, the professional crew will train you to be guest crew from the moment you arrive, with the intention that everybody works together to sail the ship. The common thread to all Classic Sailing holidays is ‘Hands on’ participation on ships that use ropes, blocks and tackles and ‘people power’ to set sail.


We cater for a wide range of ages and physical abilities, and how much you are expected to do varies a bit between vessels. See the vessel tab above which explains all about the ‘sailing style’ and what to expect in terms of hands on participation.  There is a lot of information about day to day life, the ships facilities and accommodation on the vessel pages.


Every customer sailing with us will need to fill in basic medical questions on their booking application.  If you are not sure if your current level of fitness and agility are up to a voyage, then please ring the Classic Sailing Office and we can chat through your concerns and possibly find options that might suit you better. 




  • All onboard refreshments and meals
  • All sailing instruction
  • Use of onboard safety kit
  • Berthing, mooring & fuel costs
  • Onboard accommodation
  • Bunk linen – duvet and pillow


  • Wet weather clothing. Please bring your own waterproof trousers and jacket. They don’t have to be specialist sailing waterproofs.
  • Travel Insurance
  • Alcoholic drinks (but you are welcome to bring a bottle of wine or two for evening meals.)
  • Car park fees at home port
  • Cost of on-land transport/meals
  • Towels
  • Joining or onward travel costs


Start & End Port

Brixham, UK

Joining or leaving point.

Assemble towards the end of the Events Pontoon Red Point above. Zoom in to your ship!

For Pilgrim, your boat will be berthed on Brixham Town Pontoon, on the east side of Brixham Harbour, opposite The Prince William Pub. Your joining times can be found on your confirmation email.

The boats can be recognised as follows:

PILGRIM Black hull and bulwarks with yellow stripe

Brixham transport and parking details

Kit List

What to pack for a sailing holiday on Pilgrim


  • Sailing Instruction
  • Safety Equipment (Life jackets and harnesses)
  • All meals to include refreshments throughout the day
  • Bed linen, duvet, pillows

What is not included

  • Waterproof jacket and trousers
  • Alcoholic beverages
  • Towels
  • Travel Insurance (see below)

What to Bring

Please limit yourself to one soft bag or rucksack as there is limited storage space on board. No suitcases please!

Pilgrim does not provide waterproofs. So you need to bring waterproof jacket and trousers. These don't have to be sailing waterproofs. Any good outdoor waterproofs should keep you warm and dry. If you are sailing on a longer voyage or in early spring or autumn you will find the sailing or mountaineering salopette type waterproof trousers will keep you warmer than walking trousers with waist. If you need any advice please ring us on 01872 580022

Please Note: Pilgrim requires ‘Insurance for more than 12 miles offshore’ on all trips of more than 1 night. This is because on these longer trips they often need to go offshore to reach the destination. E.g. Start Point to the Helford may involve us tacking south of the Eddystone Light. Classic Sailing require all guests to take out adequate and appropriate insurance on all voyages longer than a daysail. If you're sailing on a multi day voyage with Pilgrim please ensure your insurance covers Pilgrims above requirements. If you need any advice please ring us on 01872 580022

Please pack:

  • Waterproof jacket and trousers
  • Hats for sun and cold weather.
  • At least two sets of warm clothes - layers e.g. tracksuit bottoms, shirts, fleece jacket, wool jumpers, thick socks, and neck scarf. It can get cold at sea even in mid summer.
  • Swim suit, towel, and suntan lotion.
  • Flat shoes with a good grip e.g. trainers or sailing deck shoes.
  • Sailing boots or wellies as the sea can come over deck if rough*.
  • (An alternative to boots in summer is to bring another pair of flat shoes with a good grip in case the first pair get wet).
  • All terrain type sandals are great for dinghy trips ashore – but you do need shoes which protect your toes for sailing.
  • Scillies trips – Walking boots are useful and can be these can be worn on Pilgrims deck too
  • A small rucksack is useful for going ashore – especially on sailing and walking and Scillies voyages.
  • Camera, binoculars, sketchbook, a relaxing read.
  • Passport for French Voyages, Reciprocal Free Health Care card in Europe.
  • Please bring a passport on French trips or any 6 day voyage like Scillies where France could be an alternative venue.
  • Any medication, spare spectacles. Seasick tablets - check with your Doctor, which brand if you suffer asthma or are on medication.
  • RYA Cruising Logbook or similar if you want to log your sailing experience e.g. sea miles, night hours
  • Musical instruments are always welcome.

Pilgrim does not always have wine bottles for sale on board so you are welcome to bring modest quantities of alcohol e.g. to drink with evening meals, but drinking whilst sailing is not allowed.



Had a brilliant trip-many thanks to the crew!

Anonymous happy customer - July 2023

A fabulous first experience on a beautiful old ship. Skipper and crew were amazing. As was the food! Great Boat, Great Team, Great company. I would love to make a return trip and would highly recommend Pilgrim to anyone out there who is thinking about it. Sign up now! But leave a space for me please 🙂


Had an awesome time. Crew was superb and professional. Pilgrim is in fabulous shape.


Lovely boat and great crew. No question was too daft. A highly enjoyable education.


This was my first voyage on a tall ship and I had no previous experience of sailing. The crew were wonderful – friendly, calm and patiently explained and gave me confidence to help with sailing the boat. They also helped to build a warm, friendly and fun atmosphere among all of us onboard. I cannot wait until I have the opportunity to sail on Pilgrim again.


Sailing on Pilgrim was amazing. I loved every moment, she is totally beautiful. Swimming ashore and snorkelling. Building a fire on the beach. I love the freedom and peace being on the water, it's so natural and relaxing. I had such a great time with a great bunch of people.


I can't wait for the next time- sailing on Pilgrim isn't just a holiday, it's an adventure full of new experiences, friendship, laughter and fun.


A super day assisted by lovely sun and cloud, sheer joy at being on the water.


Fantastic few days sailing on Pilgrim, the experience was well past my expectations and this was the result of the crew who all worked very hard in making this an unforgettable experience.

Eddie P - Pilgrim Guest Feedback Photo
Eddie P - Pilgrim Guest Feedback Photo

Wow, what can I say about my first trip on the beautiful Pilgrim with Classic Sailing? It was amazing! I am still smiling about the utterly brilliant weekend. I booked this trip as a bit of an escape from the day to day normal life on the land and it was well worth it. I returned home more relaxed, a little sunburnt, but wanting to just jump straight back on board! I t was great fun being allowed to be involved in raising the sails and learning a bit of history about the vessel. If you hare thinking about booking a voyage, be it a day trip, weekend or longer... do it! I could not recommend it more highly and as a single traveller I also felt at ease and safe while on the whole voyage.


Brilliant, fantastic, I could not have wished for better. The crew couldn't do enough for us and made the day even more special. If you want to do something a bit different for a big birthday and something that your guests will talk about for a long time then I would highly recommend Pilgrim.


Pilgrim is a fantastic heritage project that deserves everyones support. I have sailed on her twice now and on both occasions the party has had a most wonderful sailing experience. Get out there and appreciate her!


The trip was one of the best experiences of my life and something I will never forget. Food was wonderful... beds were comfy... crew were faultless and very knowledgeable about the boat and its history. You can tell they have a true passion for their jobs. I would certainly return again and will be recommending to all I know!


Vessel Gallery

Restored Brixham Sailing Trawler Pilgrim in action and images. Photos from Classic Sailing customers, ships crew and professional photographers. We hope it gives a flavour of her sailing, life on board, the people that come, her beautiful sailing grounds and what it is like to live below decks.

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