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Sailing holidays on Provident to St Kilda with Classic Sailing

07/09 Inspiration

St Kilda an Introduction

Provident Sails back in Time Originally settled by humans between four and five thousand years ago, St Kilda’s distance from the rest of the

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Sailing Holidays on Tecla with Classic Sailing

29/08 Sunshine Winter Sailing

Sail South Until the Butter Melts

For centuries sailing ships crossing the Atlantic would sail from Europe ‘South until the butter melts’ to a latitude around the Canaries or the

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sailing holidays in the Cape Verde

22/08 Inspiration

Sailing Adventures in the Cape verde

Warm Trade Winds and Tropical Winter Sun for Christmas and New Year . Unspoilt Alternative to the Caribbean Cape Verde is far less commercialised

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02/08 Inspiration

Coasting Through Life

Why Coast? ‘Coasting’ can have somewhat negative connotations; avoiding effort and taking the path of least resistance, but taking this attitude to a sailing

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Oosterschelde Sailing Holidays

26/07 Announcing New Voyages

Top 10 reasons for Sailing in the Cape Verde

. Great sailing between the Islands, about 100 miles apart,  Plus shorter day sails Trade winds and sensational blue water sailing Winter Sun and

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Santa Maria Manuela Sail in the Tall Ships Race

14/07 FAQ - Frequently Asked Questions

Single and Solo Travellers are Welcome

The majority of people on Classic Sailing holidays are single or solo travellers and there are no additional charges. We have many women travelling

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Sailintg and Exploring the Cape Verde

07/07 Announcing New Voyages

Back to the Cape Verde

. Over 300 miles off the West Coast of Africa the Cape Verde archipelago. It is a natural pit stop en-route from Europe to

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Tall Ships by Max Mudie at Tallshipsstock.com

01/07 Announcing New Voyages

Falmouth Tall Ships Race 2023

Falmouth will host the start of the Tall Ships Race in 2023 for the sixth time. The Tall Ships will be in Falmouth from

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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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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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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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Current Voyages

Oosterschelde

Atlantic Sailing from Portsmouth to Lunenburg - Oosterschelde OS270726

Embark

Mon 27-07-2026

Portsmouth, New Hampshire USA

Disembark

Sat 01-08-2026

Lunenburg, Nova Scotia, Canada

Long way up the rigging on tall ship Oosterschelde

From

€950

Bountys 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

Bountys 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