Good for

  • Cruising
  • Exploration
  • Ocean passages
  • Training
  • Wildlife
  • Winter sun
  • Sun
  • Racing

Duration

  • 2 - 6 days
  • 1 week +
  • 2 weeks +

Isles of Scilly Sailing Schedule

Isles of Scilly Sailing with Cornish Lugger Grayhound

Sailing adventure on board the Cornish lugger Grayhound discovering the breathtaking archipelago of the Isles of Scilly.
  • Vessel: Grayhound
  • Where: Cornwall
  • Duration: 7 days
  • Date: 10 May 2022

Classic Sailing to the Isles of Scilly from Falmouth

Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth 
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 14 May 2022

Cornwall & Scilly Sailing Jubilee Adventure

Sail and explore the Isles of Scilly on classic tall ship Maybe during the Jubilee celebrations.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 29 May 2022

Sail a classic pilot cutter to the Isles of Scilly

Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth 
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 1 June 2022

Luxury Yacht Sailing to Scilly

Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
  • Vessel: Skyelark
  • Where: Devon
  • Duration: 8 days
  • Date: 4 June 2022

Explore Cornwall & The Isles of Scilly

Sail and explore Cornwall and the Isles of Scilly on classic ship Maybe from Falmouth.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 7 June 2022

Classic Sailing to Isles of Scilly from Falmouth

Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth 
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 8 June 2022

Luxury Yacht Sailing to the Isles of Scilly

Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
  • Vessel: Skyelark
  • Where: Devon
  • Duration: 8 days
  • Date: 15 June 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast style whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 7 days
  • Date: 25 June 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe from Penzance.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 25 June 2022

Sailing Adventure to the Isles of Scilly

Explore the beautiful archipelago of the Isles of Scilly on classic boat Pilgrim of Brixham from Falmouth.
  • Vessel: Pilgrim of Brixham
  • Where: Cornwall
  • Duration: 8 days
  • Date: 30 June 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast style whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 7 days
  • Date: 2 July 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe from Penzance.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 5 July 2022

Short Break Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 4 days
  • Date: 9 July 2022

Sailing Adventure to the Isles of Scilly

Explore the beautiful archipelago of the Isles of Scilly on classic boat Pilgrim of Brixham from Falmouth.
  • Vessel: Pilgrim of Brixham
  • Where: Cornwall
  • Duration: 8 days
  • Date: 9 July 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe from Penzance.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 14 July 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast style whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 7 days
  • Date: 16 July 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast style whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 7 days
  • Date: 23 July 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe from Penzance.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 23 July 2022

Sail a Classic Pilot Cutter to the Isles of Scilly

Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth 
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 29 July 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast style whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 7 days
  • Date: 30 July 2022

Tall Ship sailing in the Isles of Scilly

Sail and explore the beautiful archipelago of the Isles of Scilly on classic tall ship Maybe from Penzance.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 7 days
  • Date: 1 August 2022

Exploring the Isles of Scilly With Pilot Cutter Pellew

Discover the breath-taking archipelago of the Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter from Falmouth.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 7 days
  • Date: 3 August 2022

Classic Sailing to the Isles of Scilly

Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth 
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 5 August 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 4 days
  • Date: 9 August 2022

Exploring the Isles of Scilly with Pilot Cutter Pellew

Discover the breath-taking archipelago of the Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter from Falmouth.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 7 days
  • Date: 10 August 2022

Classic sailing to the Isles of Scilly

Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth 
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 12 August 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast style whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 7 days
  • Date: 13 August 2022

Isles of Scilly Sailing with Cornish Lugger Grayhound

Sailing adventure on board the Cornish lugger Grayhound discovering the breathtaking archipelago of the Isles of Scilly.
  • Vessel: Grayhound
  • Where: Cornwall
  • Duration: 8 days
  • Date: 18 August 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast style whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 7 days
  • Date: 20 August 2022

Luxury Yacht Sailing to the Isles of Scilly

Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
  • Vessel: Skyelark
  • Where: Devon
  • Duration: 8 days
  • Date: 22 August 2022

Isles of Scilly Sailing with Pilot Cutter Agnes

Discover the breathtaking Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter Agnes from Falmouth 
  • Vessel: Agnes
  • Where: Cornwall
  • Duration: 7 days
  • Date: 26 August 2022

Five Island Sailing in the Isles of Scilly

Meet Pettifox in the Isles of Scilly for a bed & breakfast whole boat charter exploring the beauty of the islands under sail.
  • Vessel: Pettifox
  • Where: Isles of Scilly
  • Duration: 4 days
  • Date: 27 August 2022

Sailing & Exploring the Isles of Scilly

Discover the breath-taking archipelago of the Isles of Scilly situated off the coast of Cornwall on board a Cornish Pilot Cutter from Falmouth.
  • Vessel: Pellew
  • Where: Cornwall
  • Duration: 7 days
  • Date: 31 August 2022

Tall Ship Sailing in the Isles of Scilly

Sail and explore Cornwall and the Isles of Scilly on classic ship Maybe from Falmouth.
  • Vessel: Maybe
  • Where: Cornwall
  • Duration: 8 days
  • Date: 1 September 2022

Luxury Yacht Sailing to the Isles of Scilly

Join luxury yacht Skyelark in Plymouth as she explores the Cornish coast and discovers the sub-tropical archipelago of the Isles of Scilly.
  • Vessel: Skyelark
  • Where: Devon
  • Duration: 8 days
  • Date: 2 September 2022

Sailing the Isles of Scilly with Bessie Ellen

Explore the beautiful archipelago of the Isles of Scilly with classic boat Bessie Ellen under sail.
  • Vessel: Bessie Ellen
  • Where: Cornwall
  • Duration: 7 days
  • Date: 22 August 2023
Scotland-Kerrera-castle-sailing

Destinations

Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?

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Our fleet

With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.

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