Sailing Holidays in the UK
Our UK sailing holidays offer some of the best sailing experiences in the world, with its diverse coastline, rich maritime history, and stunning destinations. Whether you're looking to learn new skills or explore picturesque harbours, our sailing holidays suit beginners to advanced sailors - there's something for everyone.

Round the Island Race 2026
Now taking bookings! -You can be part of the fun, excitement and magnificent spectacle that is the Round the Island Race. Crew spaces are now available. Contact us to book your space early!
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Sailing Holidays to the Isles of Scilly
Sailing Holiday to the Isles of Scilly. Sail from Falmouth and cruise this archepelagic jewel
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Explore the Dorset Jurassic Coast
Sail along the beautiful Dorset Jurassic Coast
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Channel Triangle Mile Building Sail
Build miles and confidence with on a mile builder sail in the English Channel
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Sailing Experience Days from Southampton
New to sailing? Experience a sailing day where we'll show you the ropes!
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Sail to Weymouth and back in a weekend
'Weekend mile building sailing passages to Weymouth and back '
Learn MoreSailing holidays in the UK offer endless opportunities to explore stunning coastlines
Sailing in the UK is a truly unique experience and offers endless possibilities for you to experience adventure, exploration, and relaxation. Our wide range of UK sailing holidays are simply perfect for sailors of all experiences and interests.
The UK’s coastline is packed with charm, from picturesque seaside towns and bustling ports to tranquil anchorages where you can truly escape. Along the way, you’ll encounter an incredible variety of vessels and ever-changing conditions that make every sailing trip unique and exciting.
Our nation’s rich maritime heritage is evident at every turn. You’ll navigate waters steeped in history, from centuries-old navigational marks to state-of-the-art marinas, all part of the UK’s sailing infrastructure.
A UK sailing holiday can take many forms. Whether it’s a five-day RYA course in the Solent, a relaxing cruise along the West Country, or even an offshore adventure racing to the Fastnet Rock, there’s something for everyone. Enjoy a weekend sailing the Solent, build miles with a cross-Channel trip to France, or explore coastal gems closer to home.
UK Sailing Holidays for all
Whether you're travelling solo, as a couple, or with family, our UK sailing holidays are for beginners, intermediate, and expert sailors – we’re open to all. Whatever your experience or ambitions, we’ve got the perfect sailing adventure waiting for you.
A Fabulous Sailing Holiday
We had a fabulous trip with First Class sailing in July, our skipper was knowledgeable, an excellent teacher and he planned an itinerary that was varied and interesting. The boat was spacious, very well equipped and had been stocked with plenty of good quality food, we ate very well! The supplied sailing clothing was clean and of very good quality. Booking and communication with first class sailing was quick, efficient and professional.

Jenny B
Verified Customer





