Every trip gives you the 'hands-on' or 'sit-back' choice!

When would you like to Go Sailing

April 2020
April 2020
May 2020
May 2020
June 2020
June 2020
July 2020
July 2020
August 2020
August 2020
September 2020
September 2020
October 2020
October 2020
Choose from Day Sails, Overnight, Short Breaks, Festivals and Holidays

2020 Full Sailing Programme

Pilgrim Dartmouth

Easter Heritage Sailing Adventure

Explore the South Devon coast and its charming ports and harbours.
Fri 10 Apr 20
4 Day
PM100420
Taster

Torbay Sailing Experience

Enjoy an afternoon of traditional sailing in the sheltered waters of Torbay in Devon
Tue 14 Apr 20
1/2 Day
PM140420
Pilgrim BM45 at Brixham
Taster

Devon Traditional Sailing Day

Enjoy a day of traditional sailing in the sheltered waters of Torbay
Wed 15 Apr 20
1 day
PM150420
Dartmouth Royal Regatta
Taster

B&B Traditional Sailing Weekend

Sail with us for a B&B weekend experience to remember
Sat 18 Apr 20
2 day
PM180420
Pilgrim half Day Sail
Taster

Brixham Trawler Sailing Experience

Enjoy an afternoon of traditional sailing in Torbay
Tue 21 Apr 20
1/2 Day
PM210420
Taster

Devon Coast Day Sail

Enjoy a day of traditional sailing in the sheltered waters of Torbay in South Devon
Wed 22 Apr 20
1 day
PM220420
Pilgrim Dartmouth

Devon Spring Sailing Weekend

Explore the South Devon coast and its charming ports and harbours.
Fri 24 Apr 20
3 day
PM240420
Pilgrim Half day at sea
Taster

Pilgrim Half Day Sailing Experience

Enjoy an afternoon of traditional sailing in Devon
Mon 27 Apr 20
1/2 Day
PM270420
Pilgrim BM45 Transom
Taster

Torbay Day Sail

Experience a whole day of traditional sailing in the sheltered waters of Torbay
Wed 29 Apr 20
1 day
PM290420
BM45 Pilgrim at sea

May Sailing Weekend

Explore the South Devon coast and its charming ports and harbours. It's an 'Area of Outstanding Natural Beauty.
Sat 02 May 20
3 day
PM020520
Pilgrim BM45 at Brixham
Taster

Day Sail in the Bay

Experience a whole day of traditional sailing in the sheltered waters of Torbay
Wed 06 May 20
1 day
PM060520
Pilgrim Guests

May Holiday Sailing Adventure

Explore the South Devon coast and its charming ports and harbours.
Fri 08 May 20
4 Day
PM080520
Pilgrim Day Sail
Taster

Sailing Trawler Day Cruise

Experience a whole day of traditional sailing in the sheltered waters of Torbay
Wed 13 May 20
1 day
PM130520
Pilgrim BB sailing
Taster

B&B Trawler Sailing Experience

Sail with us for a B&B weekend experience to remember
Sat 16 May 20
2 day
PM160520
Taster

Pilgrim Afternoon Taster Cruise

Enjoy an afternoon of traditional sailing in Devon
Tue 19 May 20
1/2 Day
PM190520
Day Sail on Pilgrim
Taster

Devon Traditional Sailing Day

Experience a whole day of traditional sailing in sheltered Torbay
Wed 20 May 20
1 day
PM200520
Festival

Heritage Regatta Sailing Celebration

Join in the Regatta and compete for the King George V Cup
Sat 23 May 20
3 day
PM230520
Pilgrim Old Gaffers IOW
Festival

Old Gaffers Solent Adventure

Cruise the Jurassic Coast to the Old Gaffers Solent Rally
Wed 27 May 20
7 Day
PM270520
BM45 Pilgrim in Dartmouth

South West Coast and Rivers

Enjoy sailing along the delightful Devon and Cornwall coasts
Thu 4 June 20
6 day
PM040620
Falmouth Classics
Festival

Falmouth Classics Sailing Celebration

Join us for the Falmouth Sea Shanty Festival and the Classics Regatta
Thu 11 Jun 20
5 day
PM110620
Scilly Isles beach

Scilly Isles Sailing Holiday

Sail on Pilgrim from Falmouth for our annual cruise to explore the stunning Isles of Scilly
Wed 17 Jun 20
7 Day
PM170620
St Peter Port Channel Islands

Channel Coasts and Islands Adventure

Enjoy sailing the coasts of south west England and Brittany
Thu 25 Jun 20
8 Day
PM250620
Pilgrim Dartmouth
Taster

Brixham B & B Sailing Taster

Sail with us for a B&B sailing experience to remember
Sat 04 Jul 20
2 day
PM040720
Brest Festival
Festival

Brest & Douarnenez Festivals Special

Our blockbuster to Brittany for the ultimate festival experience
Tue 07 Jul 20
15 Day
PM070720
FULL

Summer B & B Sailing Weekend - FULL

Sail with us for a Summer B&B Sailing experience to remember
Fri 24 Jul 20
2 day
PM240720
Pilgrim Half day at sea
FULL

Summer Holiday Sailing Experience - FULL

Enjoy a whole day of traditional sailing in sheltered Devon waters
Wed 29 Jul 20
1 day
PM290720
Pilgrim Guests
FULL

Summer Sailing Activities Weekend - FULL

Get out on the water and explore the South Devon coast and estuaries
Fri 31 Jul 20
3 day
PM310720
Devon Coast Day Sail
FULL

Summer Holiday Sailing Day - FULL

Enjoy a full day of traditional sailing in sheltered Devon waters
Tue 04 Aug 20
1 day
PM040820
FULL

Pilgrim Summer Sailing Sleepover - FULL

Join us for a Summer Bunk and Breakfast sleepover!
Wed 05 Aug 20
2 day
PM050820
BM45 Pilgrim in Dartmouth
FULL

South Devon B & B Sailing - FULL

Join us for another Pilgrim weekend summer sailing experience
Sat 08 Aug 20
2 day
PM080820
British Firework Championships
Festival

British Fireworks Championship Cruise

Exceptional summer sailing and spectacular fireworks in Plymouth
Tue 11 Aug 20
6 day
PM110820
Pilgrim off Dartmouth

Devon Sailing Short Break

It's summer, why not explore the stunning South Devon coast and its charming ports and harbours
Tue 18 Aug 20
3 day
PM180820
Pinch out the sun
Taster

Pilgrim Summer Sunset Sail

Enjoy a lovely evening of traditional sailing on the English Riviera on board Pilgrim BM45
Fri 21 Aug 20
Evening
PM210820
Taster

Late Summer Sailing Sleepover

Join us for a late Summer Bunk and Breakfast sleepover!
Sat 22 Aug 20
2 day
PM220820
Dartmouth Regatta
Festival

Dartmouth Regatta Cruise

Explore the stunning South Devon coast and visit Dartmouth for the Regatta  
Wed 26 Aug 20
3 day
PM260820
Mayflower 400 Pilgrim
Festival

Pilgrim Mayflower Commemoration Passage

Sail from Dartmouth to Plymouth - Mayflower 400 Commemoration
Wed 09 Sep 20
3 day
PM090920
Pilgrim Mayflower 400
Festival

Pilgrim Mayflower Commemorative Event

Join Pilgrim in Plymouth for the Mayflower 400 Commemoration
Sun 13 Sep 20
5 day
PM130920
Pilgrim off Dartmouth

Devon Coast Sailing Explorer

Explore the Devon coast from Plymouth and its ports and harbours
Sat 19 Sep 20
5 day
PM190920
Taster

Autumn B & B Sailing Weekend

Join us for an autumn weekend sailing experience to remember
Sat 26 Sep 20
2 day
PM080820
Taster

South Devon Day Sail

Enjoy a day sailing out of Brixham on heritage sailing trawler Pilgrim BM45  
Tue 29 Sep 20
1 day
PM290920
Pilgrim Sailing
Taster

Brixham Trawler Sailing Day

Enjoy a day out sailing on heritage sailing trawler Pilgrim BM45
Thu 01 Oct 20
1 day
PM011020

Devon Sailing Adventure

Explore the stunning South Devon coast and its charming ports and harbours
Sat 03 Oct 20
3 day
PM031020
Afternoon sail in the bay
Taster

Afternoon Heritage Sailing Experience

Enjoy an afternoon of traditional sailing in Devon
Wed 07 Oct 20
1/2 Day
PM071020
Taster

Morning Heritage Sailing Experience

Enjoy a morning of traditional sailing in Devon
Fri 09 Oct 20
1/2 Day
PM071020
Devon Coast Day Sail
Taster

B & B Sailing Taster Weekend

Join us for an autumn weekend sailing experience to remember
Sat 10 Oct 20
2 day
PM101020
Approaching Falmouth
Taster

Devon Coast Day Sail

Enjoy a day out sailing on the 125 year old heritage sailing trawler Pilgrim of Brixham BM45
Wed 14 Oct 20
1 day
PM 141020
Dartmouth Departure

Dartmouth Cordon Bleu Sailing

Explore the stunning South Devon coast and Dartmouth Food Festival
Fri 16 Oct 20
4 Day
PM161020
Pilgrim BM45 at sea
Taster

Autumn Sailing in the Bays

Enjoy a lovely Autumn day out sailing on heritage sailing trawler Pilgrim BM45
Wed 21 Oct 20
1 day
PM211020
Pilgrim BB sailing
Taster

Devon Weekend Sailing Experience

Join us for a late autumn sailing experience to remember
Fri 23 Oct 20
3 day
PM231020
BM45 Day Sail
Taster

Morning Sailing Trawler Trip

Enjoy a morning of traditional sailing in Devon
Tue 27 Oct 20
1/2 Day
PM271020
Taster

Sailing Trawler Day Taster

Enjoy a lovely Autumn day out sailing on heritage sailing trawler Pilgrim BM45
Thu 29 Oct 20
1 day
PM291020