Sailing Holidays for excitement and adventure

Beautiful Destinations

Pilgrim sails to Devon, Dorset and Cornwall, Brittany,  the Scillies and the Channel Islands.

Sailing for everyone

Suits Solos, Couples, Friends and Groups, for the young to young at heart!

No experience required

Great for beginners and enthusiasts – join in or sit back – that’s up to you!

Day Trips, Short Breaks & Holidays

Choose from Boat Trips, B and B Sails, Short Breaks, Sailing Holidays and Skippered Charter.

Gift vouchers

Starting at just £35 Sailing Trips and Holiday Vouchers make great gifts.

Classic Boat Winner

Best in Class! Holder of King George V Cup  Winner Best Restoration over 40 ft. 2014  Comfortable and safe.

Charter, Corporate and Special Events

We cater for up to 12 guests (if sailing) or 50 Quayside.  Call for details.

Film and Television

Experience of TV and Filming.  Authentic Classic Boat built in 1895.

Featured Sailing Trips 2018

Sail Bed and Breakfast - Various Dates Weekend & Midweek

Enjoy a Sail Bed and Breakfast sailing with an overnight stay in historic Dartmouth or the beautiful Ansteys Cove.

Summer Cruise to The Isles of Scilly 7 Nts 7th July

The Scilly Isles are hard to beat! Have a fabulous sailing holiday on Pilgrim out to these enchanting islands

Falmouth to Brixham Rivers and Coasts - 3 Nts

Sail away from it all on-board our Falmouth to Brixham Rivers & Coasts sailing experience.  

Devon Delights Taster Cruise - 2nts - Various Dates

A lovely 3 day Taster Cruise to enjoy the very best that the South Devon coastline has to offer
3 days
Boat Trip Day Sail
Boat Trip Day Sail
Boat Trip Half Day Sail
Boat Trip Half Day Sail
Sail Bed and Breakfast
Sail Bed and Breakfast
Sailing Holidays
Sailing Holidays
Short Breaks
Short Breaks


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