Something for everyone - solos, couples, families and groups

When would you like to Go Sailing

April 2022
April 2022
May 2022
May 2022
June 2022
June 2022
July 2022
July 2022
August 2022
August 2022
September 2022
September 2022
Choose from Day Sails, Weekends and Short Breaks, Isles of Scilly and the Channel Islands

2022 Sailing Programme

Easter Holiday Sailing Adventure

Easter Holiday Sailing Adventure

Join us for an early season sailing adventure to remember
per person
Fri 15 Apr 22
4 days, 3 nts
PM150422
Devon Coast Day Sail

South Devon Day Sail

Enjoy a lovely day out sailing on the English Riviera aboard Pilgrim
per person
Wed 20 Apr 22
1 day
PM200422
Torbay Half Day Sail

Torbay Half Day Sail (Morning)

Enjoy a lovely morning out sailing on the English Riviera aboard Pilgrim
per person
Fri 22 Apr 22
Half Day
PM220422
Devon Coast Day Sail

Devon Coast Day Sail

Enjoy a lovely day out sailing on the Devon Coast aboard Pilgrim
per person
Sat 23 Apr 22
1 day
PM230422
Sailing Trawler Day Sail

Sailing Trawler Day Sail

Enjoy a lovely day out on a Victorian sailing trawler
per person
Sun 24 Apr 22
1 day
PM240422
Afternoon Day Sail in Torbay

Torbay Half Day Sail (Afternoon)

Enjoy a lovely afternoon out sailing on the English Riviera aboard Pilgrim
per person
Tue 26 Apr 22
Half Day
PM260422
Torbay Trawler Days Sail

Torbay Trawler Day Sail

Enjoy a lovely day out on a Victorian sailing trawler
per person
Wed 27 Apr 2022
1 day
PM270422
Morning Sailing Trawler Cruise

Morning Sailing Trawler Cruise

Enjoy a lovely morning out sailing on the English Riviera aboard Pilgrim
per person
Thu 28 Apr 2022
Half Day
PM280422
Weekend Sailing Adventure

Weekend Sailing Adventure

Join us for a spring sailing adventure to remember
per person
Sat 30 Apr 22
3 days, 2 nts
PM300422
Day Sail in Torbay

Day Sail in Torbay

Enjoy a lovely day out on a Victorian sailing trawler
per person
Thu 05 May 22
1 day
PM050522
Torbay Sunset Sail

Torbay Sunset Sail

Enjoy an evening heritage sailing in Torbay aboard Pilgrim
per person
Fri 06 May 22
Evening
PM060522
October Sailing Trawler Sleepover

Overnight Sailing Experience

Join Pilgrim for an overnight sailing on a heritage trawler
per person
Sat 07 May 22
2 days, 1 nt
PM070522
Sailing Photography Workshop

Sailing Photography Workshop

What a scene, what a photograph!
per person
Tue 10 May 22
2 days, 1 nt
PM100522
Devon Coast Sailing Day

Dartmouth Coastal Sailing Day

Enjoy a lovely day out on a Victorian sailing trawler
per person
Thu 12 May 22
1 day
PM120522
Pilgrim Sailing

Long Weekend Sailing Adventure

Join us for a short break sailing adventure to remember
per person
Fri 13 May 22
5 days, 4 nts
PM130522
Afternoon Torbay Sailing

Torbay Afternoon Sailing

Enjoy a lovely afternoon out sailing from Brixham aboard Pilgrim
per person
Wed 18 May 22
Half Day
PM180522
Sunset sail

Torbay Sunset Cruise

Enjoy an evening heritage sailing in Torbay aboard Pilgrim
per person
Thu 19 May 22
Evening
PM190522
Long Weekend Sailing Cruise

Devon Weekend Sailing Adventure

Join us for a spring sailing adventure to remember
per person
Fri 20 May 22
3 days, 2 nts
PM200522
May Midweek Sailing Adventure

May Midweek Sailing Adventure

Join us for a late spring sailing adventure to remember
per person
Tue 24 May 22
3 days, 2 nts
PM240522
Pilgrim Overnight Sailing

Overnight Sailing Adventure

Join Pilgrim for an overnight sailing on a heritage trawler
per person
Mon 30 May 22
2 days, 1 nt
PM300522

Coronation Jubilee Sailing Celebration

Join us for a Jubilee celebration not to be forgotten
per person
Wec 01 Jun 22
5 days, 4 nts
PM010622
South West Sailing Milebuilder

South West Sailing Milebuilder

Experienced sailors only on this trip
per person
Tue 07 Jun 22
4 days, 3 nts
PM070622
Cornish Coastal Sailing Holiday

Cornish Coastal Sailing Adventure

A not-to-be-missed holiday break along the south coast of Cornwall
per person
Sun 12 Jun 22
3 days, 2 nts
PM120622
Falmouth Classics

Falmouth Classics & Shanty Festival

The Falmouth Classics, the Shanty Festival and heritage sailing
per person
Thu 16 Jun 22
4 days, 3 nts
PM160622
Isles of Scilly beach
FULL

Scillies Sailing Holiday

Sail out from Cornwall to the enchanting Isles of Scilly
per person
Tue 21 Jun 22
8 days, 7nts
PM210622
Scilly Isles

Scillies Sailing Adventure

Sail out from Cornwall to the enchanting Isles of Scilly
per person
Thu 30 Jun 22
8 days, 7nts
PM300622
Isles of Scilly

Scillies Heritage Sailing

Sail out from Cornwall to the enchanting Isles of Scilly
per person
Sat 09 Jul 22
8 days, 7nts
PM090722
October Sailing Trawler Sleepover

Devon & Cornwall Milebuilder

Experienced sailors only on this trip
per person
Mon 18 Jul 22
3 days, 2 nts
PM180722
September Devon Day Sailing

Devon Coast Day Sailing

Enjoy a lovely day out on a Victorian sailing trawler
per person
Sun 24 Jul 22
1 day
PM240722
Sail Dine and Dip

Sail Dip and Dine

Enjoy a lovely summer day out swimming and sailing on the English Riviera
per person
Tue 26 Jul 22
1 day
PM260722
Autumn Devon Day Sailing

Overnight Heritage Sailing Adventure

Join Pilgrim for an overnight sailing on a heritage trawler
per person
Wed 27 Jul 22
2 days, 1 nt
PM270722
Weekend Heritage Sailing Experience

Summer Overnight Sailing

Join Pilgrim for an overnight sailing on a heritage trawler
per person
Sun 14 Aug 22
2 days, 1 nt
PM140822
Half Day Sail

Sail Dine and Dip

Enjoy a lovely summer day out swimming and sailing on the English Riviera
per person
Tue 16 Aug 22
1 day
PM160822
Dip and Dine

Sailing Dip and Dine

Enjoy a lovely summer day out swimming and sailing on the English Riviera
per person
Wed 17 Aug 22
1 day
PM170822
Dartmouth Sailing

Devon Heritage Sailing Adventure

Join us for a sailing adventure from Dartmouth in Devon
per person
Thu 18 Aug 22
4 days, 3 nts
PM180822
Summer Holiday Sailing Sleepover

Summer Holiday Sailing Sleepover

Join Pilgrim for an overnight sailing on a heritage trawler
per person
Tue 23 Aug 22
2 days, 1 nt
PM230822
Dartmouth Regatta

Dartmouth Royal Regatta

Explore the stunning South Devon coast and visit Dartmouth for the Royal Regatta  
per person
Thu 25 Aug 22
4 days, 3 nts
PM250822
Torbay Trawler Day Sail

Trawler Torbay Day Sail

Enjoy a lovely day out on a Victorian sailing trawler
per person
Wed 31 Aug 22
1 day
PM310822
Weekend Cruise

Late Summer Weekend Cruise

Join us for a late-summer sailing adventure
per person
Fri 02 Sep 22
3 days, 2 nts
PM020922
Sailing Day

September Devon Day Sailing

Enjoy a lovely day out on a Victorian sailing trawler
per person
Tue 06 Sep 22
1 day
PM060921
Channel Coasts and Islands

Channel Coasts and Islands

Enjoy our late summer sailing holiday tailored to our guests preferences
per person
Thu 08 Sep 22
8 days, 7nts
PM080922
Morning Devon Sailing Cruise

Morning Devon Sailing Cruise

Enjoy a lovely morning out sailing on the English Riviera aboard Pilgrim
per person
Wed 21 Sep 22
Half Day
PM210922
Sailing Experience

Weekend Heritage Sailing Experience

Join us for a September sailing adventure
per person
Thu 22 Sep 22
4 days, 3 nts
PM220922