Sailing Scallywag

09/06/2026

🌙 ✨ 🌅
Night sailing offers more than just spectacular sunsets and star-filled skies—it provides a valuable opportunity to develop and refine your sailing skills as daylight fades.

Being confident on the water means being prepared to sail in all conditions, at any time of day or night. Our night sailing courses are designed to build that confidence, helping you develop practical skills, improve awareness, and gain experience navigating after dark.

And every now and then, we’re rewarded with evenings like this—calm seas, beautiful skies, and a canopy of stars overhead. ✨⛵

Interested in improving your sailing skills? Get in touch to find out more about our night sailing courses.

08/06/2026

Smiling client aboard a Sailing Scallywag charter! ⛵️😊

At Sailing Scallywag, we believe that learning to sail should be safe, enjoyable, and above all, fun.

Many of our clients return time and time again—not just because they love being out on the water, but because they appreciate our relaxed, friendly, and informative approach to sailing. Whether you’re stepping aboard for the first time or building on existing skills, we aim to create an experience that is enjoyable, confidence-building, and memorable.

04/06/2026

⚓ Last Remaining June & Early July Sailing Dates ⚓

Join us on the water for a relaxed Solent day sail, a Learn to Sail taster session, or a longer sailing adventure.

Perfect for couples, families, friends, birthdays, anniversaries, or simply an excuse to get out on the water and enjoy the summer.

⛵ Up to 5 guests
🌊 Day sails & multi-day charters available

📅 Remaining availability:

• 8th, 9th & 12th June
• 15th, 16th & 17th June
• 23rd June – 2nd July

Whether you’re looking to try sailing for the first time or enjoy a memorable day exploring the Solent, we’d love to welcome you aboard.

📧 [email protected]
📞 023 8257 8510

02/06/2026

Half-term happiness with this brilliant bunch!

There’s nothing quite like getting out on the water, learning new skills, and making memories together.

At Sailing Scallywag, we offer family sailing experiences ranging from fun-filled day sails to multi-day adventures for those looking to spend longer at sea.

With the Summer holidays fast approaching, now is the perfect time to book your family's sailing adventure.

📩 [email protected]. 📞 023 8257 8510

27/05/2026

Happy days at the helm with Sailing Scallywag ⛵️☀️

Not only do we provide brilliant sailing charters, we’re also passionate about helping our clients build confidence and develop their sailing skills along the way.

This client is proving that learning to sail and having fun really do go hand in hand! 🌊

15/05/2026

Day Sails • Learn to Sail • Family Sailing Holidays

Book your Summer or Autumn sailing adventure today.

Enjoy fresh sea air, stunning coastal views, and unforgettable moments with family and friends. From relaxing day sails to hands-on sailing lessons and longer sailing holidays, there’s an experience to suit all ages.

Looking for a unique gift? Surprise a loved one with a sailing lesson or a special day at sea.

Step aboard and make memories together. Your sea adventure awaits!

12/05/2026

Happy couples proving that sailing really does bring souls together.

Strengths and weaknesses aside, these two are living proof that teamwork makes the dream work — on and off the water. 🪢

05/05/2026

Nothing beats days like this—teaching a fantastic client who consistently gives 110% and has steadily built both sea miles and confidence over the years ⛵️

Day Charters | Learn to Sail | Intro to Sailing now available for June & July.

Spaces are filling fast, so get in touch and book early to avoid missing out!

27/04/2026

⚓ Magical family moments on the water.

I recently hosted a Learn to Sail day with this fantastic grandpa and grandson duo. Sailing between Cowes and Hamble, the grandson took the helm and confidently showed his grandpa the ropes — a truly special moment.

At Sailing Scallywag, we love inspiring new generations and welcoming those finally getting their chance to sail after a lifetime of work. This pair perfectly captured both.

🌞 Summer holiday spaces still available — a great way to get young people off screens and onto the water.

📞 023 8257 8510 | 📧 [email protected]
And yes… Day Sails are proving very popular! ⛵

14/03/2024

Final countdown, We’re getting excited! 🕺🏼 💃

Hot off the Press!
Salty Dog Sea Shanty are now opening the Yarns of Sea and Sky event taking place on Saturday 16th March.
Book you place now using link below:
https://scm.royal-southern.co.uk//event/945199