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Featured Journal

06/09 Inspiration

Couples

Couples take many holidays together ashore but are less likely to share a sailing holiday. It’s not surprising really, as a  sailing holiday is

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01/09 Announcing New Voyages

Provident’s New Adventure in Scotland

. A Fresh Start for Provident…a New Adventure for you As the country gears up for a new academic year, thoughts turn to 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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Eye of the Wind with Classic Sailing

24/08 Sunshine Winter Sailing

The five C’s of Sunshine Sailing this Winter

Winter Sailing Holidays C No 1 What we all need, especially in winter, Vitamin Sea!Sunshine sailing to revitalise the body and soul. Sailing has

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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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19/08 Announcing New Voyages

West Country Adventures in 2023

. Just Launched: Mascotte’s Summer Schedule for 2023 1904 Bristol Channel Pilot Cutter Mascotte has just announced their sailing schedule for next summer, and

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Sailing on Pilgrim with Classic Sailing

12/08 No Experience required

Day sailing in Devon

. Trips from £59 in Devon HALF DAY SAILING TRIPS IN DEVONSail from Brixham in the morning with tea or coffee and refreshments. Half

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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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Sailing on Oosterschelde with Classic Sailing adventure afloat - explore ashore on a classic sailing holiday

01/08 Uncategorised

Classic Sailing Gift Vouchers

Hard It’s  hard to choose the right sailing adventure for someone. Easy Let them choose for themselves. Long time All our Gift Vouchers are

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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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20/07 Inspiration

That’s My Ship

In years gone by, sailors would proudly paint their ship’s name on their hat ribbons (or ‘tallies’). These have since been replaced in the

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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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Current Voyages

Grayhound

Transatlantic Crossing on Grayhound! - GR201224

Embark

Fri 20-12-2024

Las Palmas, Gran Canaria

Disembark

Fri 17-01-2025

Castara Bay, Tobago

From

€5963

Grayhound

Sail to Sunnier Climes this Winter! - GR031224

Embark

Tue 03-12-2024

Portimão, Portugal

Disembark

Mon 16-12-2024

Las Palmas, Gran Canaria

Grayhound with Classic Sailing

From

€3325

Grayhound

Explore the Iberian Coast - GR251024

Embark

Fri 25-10-2024

Cascais, Portugal

Disembark

Thu 31-10-2024

Portimão, Portugal

From

€1650