Poole, UK

Poole Harbour is one of the largest natural harbours in the world and was recently described as the Cote d’Azur of the south coast. It is a haven for watersports enthusiasts, from windsurfers, kite surfers, sailors and those joining one of the cross channel ferries.

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01/01 Classic sailing at 30

Our Theme for 2026 is ‘CLASSIC SAILING at 30’

Celebrating 30 years of Classic Sailing 1996-2026 Last year we celebrated the PEOPLE that bring your sailing voyages to you, and the fascinating range

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Why we recommend DialaFlight to get you thee and back.

31/12 FAQ - Frequently Asked Questions

Why Use a Travel Agent for Flights to Your Sailing Holiday

Travel agent for flights! Surely that’s a bit old-fashioned in our digital age, but when you’re planning a sailing holiday with Classic Sailing, having

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When you love sailing all aspects of sail handling become interesting

28/12 Inspiration

Why We Love Traditional Sailing: A Love Letter to Life at Sea

Hi Sailor, Jessie here,  2025 was the first year in my adult life that I haven’t been sailing. I find this quite a depressing

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