sailing holidays for all

Adventure Sailing Holidays

Climb aboard classic ships, luxury yachts 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 as you learn the ropes and experience a sailing holiday like no other. All our voyages are fully crewed so there’s no sailing experience needed to join a sailing holiday adventure!

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Featured Sailing Holidays

Sailing in the Caribbean; Exploring the Leeward Islands

24 February 2022, 10 days
Vessel: Skyelark
Port: Caribbean

£2,200 Details

Sailing & Whale Watching in the Hebrides

13 August 2022, 7 days
Vessel: Bessie Ellen
Port: Scotland

£1,105 Details

Sailing & Exploring the Hebrides

17 July 2021, 7 days
Vessel: Eda Frandsen
Port: Scotland

£1,020 Details

Sailing & Whale Watching in Norway

15 January 2022, 8 days
Vessel: Noorderlicht
Port: Norway

£1,550 Details

Tall Ship Sailing in the Outer Hebrides

26 June 2021, 10 days
Vessel: Blue Clipper
Port: Scotland

Was £1,971Now £1,675 Details

Sailing & Swimming around Mull

11 September 2021, 3 days
Vessel: Stravaigin
Port: Scotland

£480 Details

Caribbean Christmas Sailing St Martin to Antigua

21 December 2021, 7 days
Vessel: Chronos
Port: Caribbean

£2,350 Details

Tall Ship Sailing in Cornwall

9 August 2021, 5 days
Vessel: Maybe
Port: Cornwall

£850 Details

Sailing Expedition to St. Kilda, Scotland

12 July 2022, 10 days
Vessel: Zuza
Port: Scotland

£1,600 Details

Sailing & Whale Watching in Norway

8 January 2022, 8 days
Vessel: Noorderlicht
Port: Norway

£1,550 Details

Channel Islands Sailing Adventure

17 July 2021, 7 days
Vessel: Pilgrim of Brixham
Port: English Channel

£875 Details

Sailing in Svalbard

28 May 2022, 8 days
Vessel: Noorderlicht
Port: Svalbard,Norway

£2,050 Details

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Destinations

Our range of vessels enables us to offer several destinations all over the globe. Which sailing holiday 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’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

“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