« Search holidays

Classic Sailing in the Isles of Scilly

  • Vessel: Maybe
  • Where: Penzance, Cornwall
  • Duration: 7 days
  • Embark: Penzance - 25 June 2023, 14:00
  • Disembark: Penzance - 1 July 2023, 10:00

Sorry we’re full!
This voyage is fully crewed. Check out our voyage finder to see what else we have available.

Sorry you’ve missed the boat!
This voyage has now sailed. Check out our voyage finder to see what else we have available.

Discover the sub-tropical archipelago of the Isles of Scilly with a tall ship adventure on classic boat Maybe.

Your adventure sailing holiday aboard Maybe will begin in the harbour town of Penzance in Cornwall. The Isles of Scilly sit 28 miles off the Cornish coast so Penzance makes the perfect joining location to begin the crossing over.

The 10-12 hour passage is well worth it but will be entirely weather dependant. The reward for this hands-on crossing is a tranquil week of island-hopping in some of the clearest, warmest waters the UK has to offer. Discover secret places on sandy shores and experience the charming history of the UK’s most southerly archipelago.

  • Fully crewed tall ship
  • Sub-tropical island hopping
  • Wildlife watching
  • Great for couples or solo travellers
  • Private cabins



More holidays in Cornwall or Isles of Scilly

Show prices in Euro

More holidays on Maybe

Show prices in Euro

Latest from our journal

Aron of Svendborg Full Sailing Denmark
14 August 2023

The history of the Marstal schooner

Read more
Bessie Leg 1 & 4 Puffins Lundy
27 July 2023

The Best Places to See Puffins in Scotland

Read more
Noorderlicht Whale Watching
25 July 2023

Sustainable Sailing, Northern Lights & Whale Watching in Norway

Read more
Florette sailing
20 July 2023

The History of the Brigantine

Read more