Adventure Sailing Holidays

Climb aboard classic ships or adventure vessels and explore a host of destinations as you've never seen them before. Let our fleet of boats give you an authentic taste of life under sail and a holiday like no other. No experience needed, just a lust for adventure!

Featured Voyages

Classic sailing to the Isles of Scilly

12 August 2022, 7 days
Vessel: Agnes
Port: Cornwall

£1,100 Details

Cruising & Wildlife watching in Skye

30 July 2022, 6 days
Vessel: Fleur de Lys
Port: Mallaig, Scotland

£1,500 Details

Luxury Yacht Sailing to Scilly

4 June 2022, 8 days
Vessel: Skyelark
Port: Devon

£2,000 Details

Spring Bank Holiday Sailing Weekend

29 April 2022, 4 days
Vessel: Pettifox
Port: Cornwall

£1,650 Details

Find more in the Voyage Finder

Dining On Board

Indulge in freshly prepared meals and home made snacks, life at sea can be hungry work after all!

Snap up an offer

If you're ready to pack your bags and go, these are the voyages for you. Take a look at our offers!

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The Single Traveller

Our sailing holidays are ideal for solo travellers. Meet like-minded people and make new friends.

Give the Gift of Sailing

Know someone who would love one of our holidays? Why not buy them a gift voucher?

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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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“I thoroughly enjoyed reliving my youth onboard Bessie Ellen. We came from Cornwall to Oban on this beautiful ship with Skipper Nikki and her brilliant crew. Great hands on sailing, relaxed atmosphere and fabulous food. A true get away.”

– Kate Smith, Bessie Ellen Guest
“I’ve never sailed before, but if this is sailing, then I’m addicted. So, it seems, is everyone else: 85% of the Bessie Ellen’s guests return for further sailing adventures.”

– Hazel Southam, writing for The Guardian
“Having never set foot on a working tall ship, I had no idea what to expect aside from what I had seen in films. The reality is so much better. I would recommend anyone who loves the sea to try this.”

– Chris Baker, Muddy Stilettos Cornwall
“This was the Canaries of riding anchor in moonlit bays...., of swimming with turtles and and admiring pilot whales beneath our bows.”

– Andrew Eames, writing for The Times