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30/06 Inspiration

A Ship of One’s Own

Private Charter may sound like a luxury, but bespoke sailing trips can provide great value adventures for all sorts of groups. Once on board

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Day Sails on Mascotte with Classic Sailing

22/06 Inspiration

Falmouth Day Sailing with local guide.

Falmouth is a port steeped in maritime history, the docks having been developed in the early 17th century. By 1688 the town became the Royal

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Sailing holidays with Classic Sailing

16/06 Inspiration

Zen Dogs

“He knows not where he’s going… for the Ocean will decide. It’s not the destination … it’s the glory of the ride.” Edward Monkton

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Tall Ships by Max Mudie at Tallshipsstock.com

15/06 Announcing New Voyages

2023 Sailing Schedules

First to hear will be our Newsletter subscribers. More Schedules being added. So much to choose from in 2023 in Europe, Scotland, Devon, Cornwall,

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sailing in scotland

15/05 Inspiration

Holidays on the Water in Scotland

Mountains High and Seas Rich with Abundant Wildlife Scotland offers you some of the finest sailing waters in the UK and how better to explore

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Sailing Holidays to the Isles of Scilly with Classic Sailing

10/05 Inspiration

Isles of Scilly

Reward yourself with a sailing holiday to the Isles of Scilly Forget flying, forget the large ferries and cruisers. Sailing to the Isles of

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The Tall Ship Guide Book explains adventure sailing holidays on tall ships.

09/05 Educational

All you need to know is in the FREE Tall Ship Guide Book!

104 Pages – 60 photos and diagrams – 23 chapters – 17 Types of tall Ships For people, interested to sail on a tall

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sail to secluded coves and wild swim

06/05 Educational

Nine Great Ways to Explore the Coast

1 Sailing 2 Sea Kayaking 3 Coasteering 4 Cliff climbing 5 Walking 6 Cycling 7 Horse riding 8 Wild Swimming 9 Rowing + Best

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Pilot Cutter Review 2022 (Number 16)

20/04 Inspiration

Sailing holidays in Devon, Cornwall and the Isles of Scilly

  Magical Coastline The West Country has a very long beautiful coastline with many Areas of Outstanding Natural Beauty (AONB) the joy of which

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Grayhound Caribbean Eco Adventures

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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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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Current Voyages

Eye of the Wind

Sail the North Sea & English Channel EYE25/35

Embark

Sat 18-10-2025

Elsfleth, Germany

Disembark

Mon 27-10-2025

Plymouth, UK

From

€2900

Eye of the Wind

The North Sea Coast in High Summer EYE25/33

Embark

Mon 25-08-2025

IJmuiden, Holland

Disembark

Sat 30-08-2025

Hvide Sande, Denmark

Photo by Matthew Stuttard of Eye crew in the rigging

From

€1850

Oosterschelde

Porto, Blue water sailing to Tenerife OS271125

Embark

Thu 27-11-2025

Porto, Portugal

Disembark

Mon 08-12-2025

Santa Cruz, Tenerife

oosterschelde under sail

From

€1760.00