Sailing Scallywag

Making memories, one mile at a time. ⛵️🌅

A beautiful evening sail, the Needles on the horizon and a special moment shared between mum and son. 💙

This is what sailing with Sailing Scallywag is all about — getting out on the water, exploring new places and enjoying time together.

Whether it’s a family adventure, a special occasion, or simply escaping for a day on the water, there’s something pretty special about seeing the coastline from the deck of a yacht.

Fancy making some memories of your own? ⛵️

Spaces are available for upcoming day sails and sailing adventures around the Solent, Isle of Wight and beyond — with trips tailored to families, couples, friends and those looking for something a little different.

📩 Get in touch to check availability and book your sailing adventure.
📞 Phone: 023 8257 8510
✉️ Email: [email protected]

Who would you bring aboard? 💙

The next adventure awaits… 🌊🏝️

This happy crew are all set for some island hopping around the Channel Islands! ⚓️

At Sailing Scallywag, the Solent is just the beginning. If you’re feeling adventurous, we can take you further afield — Devon, Cornwall, France, the Channel Islands and beyond.

From relaxing day sails to multi-day adventures, sailing holidays and island-hopping trips, you choose the adventure and we’ll take care of the sailing. 🏴‍☠️

Fancy escaping the everyday and getting out on the water?

📅 Book your sailing adventure:
🌐 www.sailingscallywag.co.uk
📧 [email protected]
📞 023 8257 8510

⚓️ Sail the Solent. Live the history.

Our happy helmswoman enjoying her turn at the wheel during ⛵️

With hundreds of yachts racing across the Solent, there’s nowhere quite like Cowes during one of the world’s longest-running and most iconic sailing regattas.

At Sailing Scallywag, we welcome all ages and experience levels. Whether you’re completely new to sailing or already have sea legs, come and get involved — take the helm, learn something new and experience the Solent from the best seat in the house.

☀️ Day charters available over the coming weeks.

📅 Book your adventure via the link in our bio
📧 [email protected]
📞 023 8257 8510

More than boats. More than a festival.

Douarnenez is where history still sails. Every mast, every weathered hull and every crew carries a story that’s been shaped by the sea.

Walking these pontoons is a reminder that sailing is about far more than reaching a destination—it’s about preserving traditions, sharing experiences and inspiring future adventures.

We’re proud to be here representing Sailing Scallywag and celebrating the traditions that continue to inspire sailors around the world. 🌊⚓

Lunch at sea on a beautiful summer’s day… what’s not to love? ☀️⛵

At Sailing Scallywag, we believe it’s the little details that make your day unforgettable. From delicious food to a relaxed atmosphere, every part of your adventure is carefully considered to ensure your experience is truly SEAmless! 🌊

Our day sails are available throughout July and August, so if you’re ready to unwind on the water, get in touch to book your adventure.

📧 [email protected]
☎️ 023 8257 8510

Some people simply embrace life to the fullest, and these three are a perfect example. ⛵️✨

Sailing adventures, new experiences, plenty of laughter, and a shared love of being on the water.

At Sailing Scallywag, our aim is to inspire, encourage and educate, while making every trip fun, memorable and rewarding.

Summer dates are filling fast—book your sailing adventure today and don’t miss out!

📧 [email protected]
☎️ 023 8257 8510

Sail in Style & Comfort with Sailing Scallywag⁠

Our standards reflect our ethos: giving 110% in everything we do — right down to our expertly crafted onboard coffee!

Book your family sailing holiday today and discover the stunning coastal waters of the UK, France, and the Channel Islands. Whether you’re seeking adventure, relaxation, or quality family time, you’ll enjoy an unforgettable voyage in exceptional comfort.

Relaxing off duty is just as important as time spent under sail, and our guests are certainly making the most of some well-deserved downtime before our next adventure at sea.
Looking for your next day sail or multi-day charter with family and friends? We’d love to welcome you aboard. Whether you’re after a relaxing escape, an opportunity to learn the ropes, or a bit of both, we can tailor the experience to suit you.
Summer is here, so why not swap the ordinary for a few unforgettable days on the water? ⛵️
We still have availability in July and August, so get in touch by phone or email to start planning your next sailing adventure!