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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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faroe islands with classic sailing

12/02 Inspiration

Preparing and getting ready for a big adventure.

Preparing for a long voyage. With so many exciting voyages and events to choose from, we hope you have found the inspiration you need

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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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Embark

Mon 11-08-2025

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Disembark

Fri 22-08-2025

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From

£1500

Santa Maria Manuela

Sail through the Azores from Terceira to Santa Maria: pristine waters & abundant marine life - SM040825 V26

Embark

Mon 04-08-2025

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Disembark

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From

€1610

Morgenster

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Embark

Mon 01-09-2025

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Disembark

Tue 16-09-2025

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Morgenster - the Morning Star

From

€2300