Thu 25 Aug 22
4 days, 3 nts
Trip Reference

Dartmouth Royal Regatta

Our Dartmouth Royal Regatta cruise is always a very popular trip. This 4 day 3 night trip combines traditional sailing in Start Bay with the celebrated Port of Dartmouth Royal Regatta. We’ll be exploring the delightful coastline of South Devon and when in Dartmouth, you can soak up the atmosphere by going ashore and touring all the stalls and by visiting the funfair. There’s shopping, food, music and all sorts of entertainment during Regatta week in Dartmouth. The Parade of Classic Craft is usually on the Saturday and Pilgrim will join in the parade and provide a great viewing platform for the spectacular end of regatta firework display. (Regatta elements are subject to the published programme – see their website)

Port of Dartmouth Royal Regatta

Sailing on-board Pilgrim is a unique experience. Our days will be spent sailing Pilgrim, perhaps anchoring off  Blackpool Sands or Slapton Sands for a picnic or a barbeque ashore. Not only will you have a great time sailing, but you will see how Victorian fishermen handled these heavy and powerful vessels. You will be able to assist the crew to sail Pilgrim in the traditional manner yet benefit from the modern guest facilities we have on board. We’ll likely stay overnight in Dartmouth on the Friday and Saturday. Guests can either choose to stay ashore on Saturday or stay afloat. From the shore you can watch the riverside fun and games, rejoining Pilgrim for dinner and the fireworks. Alternatively you can stay onboard and enjoy a morning sailing and then help crew Pilgrim for the Parade of Classic Craft in the afternoon.

Your Dartmouth Royal Regatta cruise will start and end in the historic fishing port of Brixham at the southern end of Torbay. Brixham is often referred to as the ‘mother of trawling’ as it was at the heart of the development of the sailing trawler and is still England’s most productive fishing port to this day. It is bustling now, as it was then, and the harbour is still characterised by quaint colourful fishermen’s cottages and scores of fishing boats.

Your cruise will take you along the coastline which surrounds the South Devon Area of Outstanding Natural Beauty (AONB). The local climate is typically warm in August, the sunshine record is coveted and the scenery is breathtaking. Above all, you’ll have the amazing feeling of just being propelled by the wind in the sails. That’s really special!

Take a look at Pilgrim in full sail at Dartmouth here. You can find out more about life on board Pilgrim by reading our Sailing Guide.  This tells you all the things you’ll need to know to make the best of your time onboard. If you would like to read reviews of guest experiences on Pilgrim check them out here.

Prices quoted are per single berth to include all meals as described. For more room or even your own ‘en-suite facilities’ please enquire by email. These are offered subject to availability on certain sailings by payment of a supplement. Contact

Additional information

Embarkation Time / Port12h00, Brixham
Disembarkation Time / Port12h00, Brixham
What is included√ All onboard refreshments/meals, √ Berthing, mooring & fuel costs, √ Bunk linen, √ Use of lifejacket and other onboard safety gear
What is not included× Alcoholic drinks, × Car park fees at home port, × Towels, × Travel Insurance, × Wet weather clothing, x Ensuite or additional space that is subject to availability for a supplement
Important Notes* Please make sure you understand our Terms and Conditions and the cancellation policy, * Travel Insurance is required which covers ‘Adventure Sailing’

Boarding & briefing

Guests are asked to embark at 12h00. The skipper and crew will then run through the plans for the trip, get to understand guest preferences and give the essential safety briefing. Information on finding Pilgrim and on parking and transportation arrangements are in the Sailing Guide provided and on the website.

Plan for the Trip

As always. this depends on the wind, the weather and the tide. Our aim will be to sail out around Berry Head and into Start Bay and along the delightful South Devon coastline. We will plan to moor in Dartmouth each night so guests can visit the Regatta festivities.

Hands-on or sit back and relax

All of our guests are encouraged to help the crew sail the boat. They will show you the ropes and ask you to help. Alternatively, if you just want to enjoy the sailing and the scenery, you can sit back and leave it to others. Feedback from past guests suggests that those who get involved get the most enjoyment out of the day. Lifejackets are provided for all on board and are compulsory unless the skipper advises otherwise.

Food and beverages

You will start the trip with a brew and lunchtime snack. Thereafter, we will serve breakfast lunch and dinner and also timely drinks and snacks. The menu will be dictated by the fresh ingredients we can source and the weather conditions and our situation from day-to-day. On the last morning we will just serve breakfast.

What to wear and bring

In Summer it can still be cool out at sea so we suggest you bring a warm top layer and don’t forget your sun hat. You should also come prepared with wet weather gear. Also, don’t forget your phone or camera to capture the stunning scenery and amazing wildlife. It is important to bring sun screen to protect yourself and if you think you might need it – consider a travel sickness remedy before you set off each day- just in case.

Momentos of your heritage sailing experience

You will be invited to select from our range of regalia clothing and other momentos before you leave home and anything you order will be available to you onboard. These are also available from our online Shop now. We will also provide you with a facility to upload your photos and share them with fellow guests.

Searching Availability…

Dartmouth Regatta
Pilgrim at Dartmouth
Dartmouth 2018
Dartmouth Regatta Lifeboat Demonstration
Regatta Fireworks
Dartmouth Regatta Races
Dartmouth Regatta Funfare