Bessie Ellen anchored in the evening Hebridean sun

© VentureSail Holidays

The Hebrides

Explore west Scotland on a classic historic ketch

Bessie Ellen offers quality sailing holidays on board a classic tall ship with over 100 years of history. Her skipper Nikki has been sailing Bessie Ellen here for years and loves showing guests secret spots and taking them off the beaten track.

Join tall ship Bessie Ellen in the Scottish harbour town of Oban for a sailing holiday to remember! The sea around the West coast of Scotland offers some of the most stunning cruising grounds found anywhere in the world.

Our departure from the highland town of Oban opens up a world of spectacular cruising and adventures, never lacking in great sailing whatever the weather. This voyage is perfect for those looking to experience new adventures and immerse themselves into life on board a traditionally rigged tall ship. Experience the magic of Scotland under sail and venture to anchorages off the beaten track, away from the tourist hustle and bustle.

Those feeling adventurous can set sail to explore the remote islands of the Outer Hebrides, including St Kilda. This sailing adventure is perfect for those looking to spend more time under sail, discover hard to reach, remote locations and get to grips with sailing a traditional tall ship.

Shrouded in myth and legend, the once inhabited UNESCO world heritage site of St Kilda can only be accessed by boat and what better way to arrive on than on a tall ship. Last inhabited by humans in 1930, St Kilda is now only home to over a million nesting seabirds – Europes largest recorded colony.

Price on Request

Departure days

  • Monday
  • Tuesday
  • Wednesday
  • Thursday
  • Friday
  • Saturday
  • Sunday

April — October

Contact details

VentureSail Holidays

5 Charlotte Street

Tour information


  • Oban




  • Boat


  • Private


  • English


  • Adventure
  • Castles
  • Food and drink
  • Island Hopping
  • Landscapes
  • Outdoor Activities
  • Walking
  • Walking/Hiking
  • Wildlife

Tour Stops

VentureSail Holidays

Tour company information

VentureSail Holidays

VentureSail Holidays offer the perfect antidote to busy working lives with sailing adventures on a fleet of unique vessels in awe-inspiring destinations around the globe. Take the helm and hoist the sails in breathtakingly beautiful Hebrides, venture to St Kilda or explore the Firth of Forth. Our sailing holidays provide the opportunity to learn the ropes if you want to, whilst allowing the time to truly step away from it all, re-connect and be at one with the ocean. Perfect for nautical newbies or seasoned sailors and those seeking a more sustainable way to explore.

Opening times

Always open

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