Every trip gives you the 'hands-on' or 'sit-back' choice!
When would you like to Go Sailing
April 2021
May 2021
June 2021
July 2021
August 2021
September 2021
October 2021
Choose from Day Sails, Overnight, Short Breaks, Festivals and Holidays
2021 Sailing Programme
Easter Holiday Sailing Adventure
Explore the South Devon coast and its charming ports and harbours.
Fri 02 Apr 21
4 day, 3 nts
PM020421
South Devon Day Sail
Enjoy a lovely Spring sailing on heritage sailing trawler Pilgrim BM45
Wed 07 Apr 21
1 day
PM070421
Weekend Sailing Adventure
Join us for a weekend sailing experience to remember
Sat 10 Apr 21
3 days, 2 nts
PM100421
Torbay Half Day Sail (Morning)
Enjoy a morning of traditional sailing out of Brixham in Devon
Tue 13 Apr 21
Half Day
PM130421
Devon Coast Day Sail
Enjoy a lovely Spring sailing on heritage sailing trawler Pilgrim BM45
Wed 14 Apr 21
1 day
PM140421
Long Weekend Sailing Adventure
Join us for a spring sailing experience to remember
Fri 16 Apr 21
4 days, 3 nts
PM160421
Torbay Half Day Sail (Afternoon)
Enjoy an afternoon of traditional sailing out of Brixham in Devon
Tue 20 Apr 21
Half Day
PM200421
Sailing Trawler Day Sail
Enjoy a lovely sailing on heritage sailing trawler Pilgrim BM45
Wed 21 Apr 21
1 day
PM210421
Afternoon Sailing in Torbay
Enjoy an afternoon of traditional sailing out of Brixham in Devon
Thu 22 Apr 21
Half Day
PM220421
Weekend Sailing Experience
Join us for a weekend sailing experience to remember
Sat 24 Apr 21
3 days, 2 nts
PM240421
Torbay Trawler Day Sail
Enjoy a lovely sailing on heritage sailing trawler Pilgrim BM45
Wed 28 Apr 21
1 day
PM280421
Long Weekend Sailing Experience
Join us for a spring weekend sailing experience to remember
Fri 30 Apr 21
4 days, 3 nts
PM300421
Day Sail in Torbay
Enjoy a lovely sailing on the English Riviera aboard heritage sailing trawler Pilgrim BM45
Wed 05 May 21
1 day
PM050521
Torbay Sunset Sail
Go out on an evening sailing on Pilgrim from Brixham to see the sun go down over the bay
Fri 07 May 21
Evening
PM070521
Devon Day Out Sailing
Enjoy a lovely day out sailing on heritage trawler Pilgrim BM45
Sat 08 May 21
1 day
PM080521
Morning Sailing Trawler Cruise
Enjoy a morning of traditional sailing on the English Riviera in Devon
Sun 09 May 21
Half Day
PM090521
Long Weekend Sailing Cruise
Join Pilgrim for a spring sailing experience to remember
Fri 14 May 21
4 days, 3 nts
PM140521
Devon Coast Sailing Day
Enjoy a lovely day out sailing on heritage trawler Pilgrim BM45
Wed 19 May 21
1 day
PM190521
Historic Sailing Trawler Trip
Enjoy a lovely day out sailing on heritage trawler Pilgrim BM45
Fri 21 May 21
1 day
PM210521
Overnight Sailing Adventure
Join Pilgrim for our Devon sailing sleepover on a heritage trawler
Sat 22 May 21
2 days, 1 nt
PM220521
Morning Brixham Trawler Cruise
Enjoy a morning of traditional sailing on the English Riviera in Devon
Tue 25 May 21
Half Day
PM250521
Day Sailing in Devon
Enjoy a lovely day out sailing on the English Riviera aboard heritage trawler Pilgrim BM45
Wed 26 May 21
1 day
PM260521
Heritage Regatta Sailing Celebrations
Join in the Regatta and compete for the King George V Cup
Sat 29 May 21
3 days, 2 nts
PM290521
Overnight Sailing Experience
Join Pilgrim for our Devon sailing sleepover on a heritage trawler
Wed 02 Jun 21
2 days, 1 nt
PM020621
South West Sailing Milebuilder
Serious sailing along the delightful Devon and Cornwall coasts
Sun 20 Jun 21
3 days, 2 nts
PM200621
Scilly Isles Sailing Holiday
Pilgrim adventure sailing out to and exploring the stunning Isles of Scilly
Thu 24 Jun 21
7 days, 6nts
PM240621
Scilly Isles Sailing Adventure
Pilgrim adventure sailing out to and exploring the stunning Isles of Scilly
Fri 02 Jul 21
7 days, 6nts
PM020721
Day Sailing from Falmouth
Enjoy a lovely day out sailing from Falmouth aboard Pilgrim BM45
Sat 10 Jul 21
1 day
PM100721
Cornish Coastal Sailing Holiday
A not-to-be-missed holiday cruise along the south coast of Cornwall
Sun 11 Jul 21
5 days, 4 nts
PM110721
Channel Coasts and Islands Holiday
Enjoy sailing the coasts of south west England and Brittany
Sat 17 Jul 21
8 days, 7nts
PM170721
Sail Dip and Dine
Enjoy a lovely summer day out sailing and swimming on the English Riviera
Wed 28 Jul 21
1 day
PM280721
Long Summer Weekend Cruise
Join us for a summer sailing experience second to none.
Sat 31 Jul 21
4 days, 3 nts
PM310721
Devon Heritage Sailing Adventure
Join us for a summer sailing experience to remember
Wed 04 Aug 21
3 days, 2 nts
PM040821
Brittany and Paimpol Festival
Our 2021 blockbuster to Brittany for the ultimate festival experience
Sun 08 Aug 21
14 days, 13 nts
PM080821
FULL
Summer Holiday Sailing Sleepover
Join Pilgrim for our summer sailing sleepover on a heritage trawler
Sun 22 Aug 21
2 days, 1 nt
PM220821
Sailing Dip and Dine
Enjoy a lovely summer day out sailing and swimming on the delightful English Riviera
Wed 25 Aug 21
1 day
PM250821
Dartmouth Royal Regatta Cruise
Explore the stunning South Devon coast and visit Dartmouth for the Royal Regatta
Thu 26 Aug 21
5 days, 4 nts
PM260821
Channel Coasts and Islands
Enjoy our late summer sailing holiday tailored to our guests preferences
Sat 04 Sep 21
8 days, 7nts
PM040921
Afternoon Torbay Sailing
Enjoy an afternoon of traditional sailing out of Brixham in Devon
Tue 14 Sep 21
Half Day
PM140921
September Devon Day Sailing
Enjoy a lovely day out sailing on the English Riviera aboard Pilgrim
Wed 15 Sep 21
1 day
PM150921
Weekend Heritage Sailing Experience
Join us for a weekend sailing experience to remember
Fr1 17 Sep 21
3 days, 2 nts
PM170921
Autumn Sailing Short Break
Join us for a late season sailing experience to remember
Tue 21 Sep 21
3 days, 2 nts
PM210921
Autumn Devon Day Sailing
Enjoy a lovely day out sailing on the English Riviera aboard Pilgrim
Sat 25 Sep 21
1 day
PM250921
Weekend Heritage Sailing Adventure
Join us for a weekend sailing adventure to remember
Fri 01 Oct 21
3 days, 2 nts
PM011021
Devon Autumn Day Sailing
Enjoy a lovely day out sailing on the English Riviera aboard Pilgrim
Wed 06 Oct 21
1 day
PM061021
October Sailing Trawler Sleepover
Join Pilgrim for our autumn sailing sleepover on a heritage trawler
Sat 09 Oct 21
2 days, 1 nt
PM091021
Autumn Heritage Sailing Day
Enjoy a lovely day out sailing on the English Riviera aboard Pilgrim
Wed 13 Oct 21
1 day
PM131021
Devon Traditional Sailing Holiday
Join us for a late season sailing holiday second to none
Fri 15 Oct 21
6 days, 5 nts
PM151021
October Heritage Sailing Day
Enjoy a lovely day out sailing in Torbay on the heritage trawler Pilgrim
Sat 23 Oct 21
1 day
PM231021
Brixham Trawler Sailing Day
Enjoy a lovely day out on the English Riviera on the heritage trawler Pilgrim
Wed 27 Oct 21
1 day
PM271021
Halloween Overnight Sailing Experience
Join us for a sleepover or is it a nightmare?
Sat 30 Oct 21
2 days, 1 nt
PM301021