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

Tall Ship Sailing in the Hebrides

28 May 2021, 8 days
Vessel: Blue Clipper
Port: Scotland

£1,785 Details

Cornish Riviera Cruising

18 May 2021, 7 days
Vessel: Eda Frandsen
Port: Cornwall

£1,020 Details

Tall Ship Sailing in Cornwall

24 July 2021, 7 days
Vessel: Maybe
Port: Cornwall

£1,190 Details

Sailing in Cornwall & the Scillies

9 August 2021, 7 days
Vessel: Agnes
Port: Cornwall

£925 Details

Sailing in Cornwall & the Scillies

16 August 2021, 7 days
Vessel: Agnes
Port: Cornwall

£5,272 Details

Tall Ship Sailing on the Isles of Scilly

3 June 2021, 7 days
Vessel: Maybe
Port: Cornwall

£1,152 Details

Sailing & Exploring the River Tamar

7 August 2021, 3 days
Vessel: Lynher
Port: Devon

£350 Details

Cornish Coastal Sailing & Tall Ship Racing

17 August 2021, 6 days
Vessel: Pettifox
Port: Cornwall

£780 Details

Sailing & Swimming around Mull

8 July 2021, 3 days
Vessel: Stravaigin
Port: Scotland

£480 Details

Sunshine Sailing & Island Hopping from Corfu

5 June 2021, 7 days
Vessel: Circe
Port: Greece

£1,750 Details

Tall Ship Sailing on the Isles of Scilly

24 June 2021, 7 days
Vessel: Maybe
Port: Cornwall

£1,190 Details

Canary Island Exploring under Sail

13 December 2021, 7 days
Vessel: Twister
Port: The Canaries

£1,100 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