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Featured Journal

18/04 Announcing New Voyages

Wild Swimming in Cornwall from a sailing ship

Wild Swimming in Cornwall from Tallulah with safety supervision. Swimming from Tallulah in a beautiful anchorage is often a big part of the fun

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Wild Boy built by Debbie, Tallulah's skipper.

02/04 Educational

Conserving our maritime heritage

At Classic Sailing we still believe the best way to conserve our maritime heritage and traditional sailing skills is for historic vessels to go

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Sailing on Oosterschelde with Classic Sailing

24/03 Inspiration

Why are sailing holidays great value for money?

Unique and unforgettable experience: Active sailing holidays on tall ships offer a one-of-a-kind adventure that cannot be replicated by any other type of vacation.

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Three People on Provident

02/03 Educational

Affordable wet weather gear for sailing and boating.

Practical advice 1 First time afloat? 2 Materials 3 Motor Boating 4 Yacht sailing 5 Tall ships and traditional vessels 6 Whats the choice

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Tecla passage making across oceans

12/02 Inspiration

Getting Ready for a Big Adventure

Preparing for the Voyage of a Lifetime Booking a big sailing trip is incredibly exciting. We’re here to help you make sure you’re ready

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yoga for tallulah sailors with Sophie

24/01 Inspiration

Sailing & Yoga – Coastal Retreats to Boaty Fitness Camps

The sailing holiday ethos on pilot cutter Tallulah is very much a celebration of healthy coastal living. Sailing ships with blocks and tackles are

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21/01 Inspiration

Grayhound Refit and maintenance winter 2024

The Captain writes Grayhound Ongoing Work Grayhound is continuously being serviced and maintained. Despite being a brand new wooden ship there are still plenty

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Sail in the Caribbean with Classic Sailing

17/01 Special Offers

Difficult or Unpopular Voyages

Hold on a minute, you would think Classic Sailing would say that all voyages are popular and easy to do? Life ain’t like that.

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Pilgrim in Polruan near Fowey

14/01 History

Pilgrims Winter Refit

Annual Maintenance Pilgrim requires many hours of regular maintenance every single year to keep her in good working order. During the winter all safety

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Fair Isle Harbour by Debbie Purser

07/01 Special Voyages

Hidden Harbours – Sail to Fair Isle

Sailors have their holy grail destinations like St Kilda or Tristan Da Cuhna, and often go to extraordinary efforts to reach these inaccessible outposts.

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Join a Darwin200 Voyage on Oosterschelde with Classic Sailing

22/12 Darwin200 Around the World

Darwin200 Around the World

Follow Charles Darwin’s Footsteps Become part of DARWIN200, a planetary conservation initiative that will empower the next generation’s elite environmental leaders andengage millions of

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Noorderlicht Walrus - Classic Sailing

11/11 Climate Change

Travel Advice for Eco Sailing Holidays

Classic Sailing’s Part. World Class low carbon travel. We have always known that all our sailing holidays are a very eco-friendly way to travel.

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Current Voyages

Bounty’s End

Days on the Water and a Night by the Campfire BT060626

Embark

Sat 06-06-2026

Plymouth, UK

Disembark

Sun 07-06-2026

Plymouth, UK

From

£245

Bounty’s End

Sail, Swim, Fish & Wild Camp in Plymouth Sound BT080826

Embark

Sat 08-08-2026

Plymouth, UK

Disembark

Sun 09-08-2026

Plymouth, UK

From

£245

Bounty’s End

Get Back to Nature on the Bank Holiday BT290826

Embark

Sat 29-08-2026

Plymouth, UK

Disembark

Mon 31-08-2026

Plymouth, UK

From

£375