Something for everyone - solos, couples, families and groups
When would you like to Go Sailing
September 2021
October 2021
April 2022
May 2022
June 2022
July 2022
August 2022
September 2022
Choose from Day Sails, Weekends and Short Breaks, Isles of Scilly and the Channel Islands
2021 & 2022 Sailing Programme
Weekend Heritage Sailing Adventure
Join us for a weekend sailing adventure to remember
Fri 01 Oct 21
3 days, 2 nts
PM011021
FULL
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
FULL
Devon Traditional Sailing Holiday
Join us for a late season sailing holiday second to none
Fri 15 Oct 21
6 days, 5 nts
PM151021
FULL
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
Easter Holiday Sailing Adventure
Join us for an early season sailing adventure to remember
Fri 15 Apr 22
4 days, 3 nts
PM150422
South Devon Day Sail
Enjoy a lovely day out sailing on the English Riviera aboard Pilgrim
Wed 20 Apr 22
1 day
PM200422
Torbay Half Day Sail (Morning)
Enjoy a lovely morning out sailing on the English Riviera aboard Pilgrim
Fri 22 Apr 22
Half Day
PM220422
Devon Coast Day Sail
Enjoy a lovely day out sailing on the Devon Coast aboard Pilgrim
Sat 23 Apr 22
1 day
PM230422
Sailing Trawler Day Sail
Enjoy a lovely day out on a Victorian sailing trawler
Sun 24 Apr 22
1 day
PM240422
Torbay Half Day Sail (Afternoon)
Enjoy a lovely afternoon out sailing on the English Riviera aboard Pilgrim
Tue 26 Apr 22
Half Day
PM260422
Torbay Trawler Day Sail
Enjoy a lovely day out on a Victorian sailing trawler
Wed 27 Apr 2022
1 day
PM270422
Morning Sailing Trawler Cruise
Enjoy a lovely morning out sailing on the English Riviera aboard Pilgrim
Thu 28 Apr 2022
Half Day
PM280422
Weekend Sailing Adventure
Join us for a spring sailing adventure to remember
Sat 30 Apr 22
3 days, 2 nts
PM300422
Day Sail in Torbay
Enjoy a lovely day out on a Victorian sailing trawler
Thu 05 May 22
1 day
PM050522
Torbay Sunset Sail
Enjoy an evening heritage sailing in Torbay aboard Pilgrim
Fri 06 May 22
Evening
PM060522
Overnight Sailing Experience
Join Pilgrim for an overnight sailing on a heritage trawler
Sat 07 May 22
2 days, 1 nt
PM070522
Sailing Photography Workshop
What a scene, what a photograph!
Tue 10 May 22
2 days, 1 nt
PM100522
Dartmouth Coastal Sailing Day
Enjoy a lovely day out on a Victorian sailing trawler
Thu 12 May 22
1 day
PM120522
Long Weekend Sailing Adventure
Join us for a short break sailing adventure to remember
Fri 13 May 22
5 days, 4 nts
PM130522
Torbay Afternoon Sailing
Enjoy a lovely afternoon out sailing from Brixham aboard Pilgrim
Wed 18 May 22
Half Day
PM180522
Torbay Sunset Cruise
Enjoy an evening heritage sailing in Torbay aboard Pilgrim
Thu 19 May 22
Evening
PM190522
Devon Weekend Sailing Adventure
Join us for a spring sailing adventure to remember
Fri 20 May 22
3 days, 2 nts
PM200522
May Midweek Sailing Adventure
Join us for a late spring sailing adventure to remember
Tue 24 May 22
3 days, 2 nts
PM240522
Overnight Sailing Adventure
Join Pilgrim for an overnight sailing on a heritage trawler
Mon 30 May 22
2 days, 1 nt
PM300522
Coronation Jubilee Sailing Celebration
Join us for a Jubilee celebration not to be forgotten
Wec 01 Jun 22
5 days, 4 nts
PM010622
South West Sailing Milebuilder
Experienced sailors only on this trip
Tue 07 Jun 22
4 days, 3 nts
PM070622
Cornish Coastal Sailing Adventure
A not-to-be-missed holiday break along the south coast of Cornwall
Sun 12 Jun 22
3 days, 2 nts
PM120622
Falmouth Classics & Shanty Festival
The Falmouth Classics, the Shanty Festival and heritage sailing
Thu 16 Jun 22
4 days, 3 nts
PM160622
Scillies Sailing Holiday
Sail out from Cornwall to the enchanting Isles of Scilly
Tue 21 Jun 22
8 days, 7nts
PM210622
Scillies Sailing Adventure
Sail out from Cornwall to the enchanting Isles of Scilly
Thu 30 Jun 22
8 days, 7nts
PM300622
Scillies Heritage Sailing
Sail out from Cornwall to the enchanting Isles of Scilly
Sat 09 Jul 22
8 days, 7nts
PM090722
Devon & Cornwall Milebuilder
Experienced sailors only on this trip
Mon 18 Jul 22
3 days, 2 nts
PM180722
Devon Coast Day Sailing
Enjoy a lovely day out on a Victorian sailing trawler
Sun 24 Jul 22
1 day
PM240722
Sail Dip and Dine
Enjoy a lovely summer day out swimming and sailing on the English Riviera
Tue 26 Jul 22
1 day
PM260722
Overnight Heritage Sailing Adventure
Join Pilgrim for an overnight sailing on a heritage trawler
Wed 27 Jul 22
2 days, 1 nt
PM270722
Summer Overnight Sailing
Join Pilgrim for an overnight sailing on a heritage trawler
Sun 14 Aug 22
2 days, 1 nt
PM140822
Sail Dine and Dip
Enjoy a lovely summer day out swimming and sailing on the English Riviera
Tue 16 Aug 22
1 day
PM160822
Sailing Dip and Dine
Enjoy a lovely summer day out swimming and sailing on the English Riviera
Wed 17 Aug 22
1 day
PM170822
Devon Heritage Sailing Adventure
Join us for a sailing adventure from Dartmouth in Devon
Thu 18 Aug 22
4 days, 3 nts
PM180822
Summer Holiday Sailing Sleepover
Join Pilgrim for an overnight sailing on a heritage trawler
Tue 23 Aug 22
2 days, 1 nt
PM230822
Dartmouth Royal Regatta
Explore the stunning South Devon coast and visit Dartmouth for the Royal Regatta
Thu 25 Aug 22
4 days, 3 nts
PM250822
Trawler Torbay Day Sail
Enjoy a lovely day out on a Victorian sailing trawler
Wed 31 Aug 22
1 day
PM310822
Late Summer Weekend Cruise
Join us for a late-summer sailing adventure
Fri 02 Sep 22
3 days, 2 nts
PM020922
September Devon Day Sailing
Enjoy a lovely day out on a Victorian sailing trawler
Tue 06 Sep 22
1 day
PM060921
Channel Coasts and Islands
Enjoy our late summer sailing holiday tailored to our guests preferences
Thu 08 Sep 22
8 days, 7nts
PM080922
Morning Devon Sailing Cruise
Enjoy a lovely morning out sailing on the English Riviera aboard Pilgrim
Wed 21 Sep 22
Half Day
PM210922
Weekend Heritage Sailing Experience
Join us for a September sailing adventure
Thu 22 Sep 22
4 days, 3 nts
PM220922