Our Story
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50 Years of Flotilla Sailing Holidays
Welcome to Sailing Holidays Ltd, the largest independently British-owned and operated flotilla sailing holiday company in the United Kingdom. With nearly 50 years of experience, we are proud of our family-run business that has introduced sailing to tens of thousands of holidaymakers over the years.
Founded in 1976 as the ‘Flotilla Sailing Club,’ Sailing Holidays' journey began with a passion for sailing and a commitment to providing unforgettable experiences on the water. Barrie Neilson, hailing from New Zealand, joined the team in 1979 as a flotilla engineer and later became a flotilla skipper, navigating the stunning waters of Greece, Florida, and the former Yugoslavia for six memorable years.
In 1983, a chance meeting between Barrie and Heidi Seville during a holiday led to a lifelong partnership that would transform the company. With a shared vision for sailing, they took the helm together, and in 1987, the ‘Flotilla Sailing Club’ was rebranded as Sailing Holidays Ltd to better reflect their desire to introduce the concept of sailing holidays to the general public.
"Our flotilla sailing holidays concentrate on the enjoyable aspects of sailing in the sun, allowing those with little experience to have a go. Experienced sailors also have the opportunity to simply relax, whilst introducing family and friends to their passion."
Whether you're a seasoned sailor, a history enthusiast, a previous member of our lead crew, or someone looking to relive the magic of your own sailing adventure, this book is a delightful addition to any collection. It's a celebration of not just a company, but a way of life that embraces freedom, camaraderie, and the beauty of the world around us.
Our philosophy is simple - we offer the opportunity to meander around the beautiful islands of the Mediterranean in the comfort of your own yacht, living the dream, with the unobtrusive assistance of a flotilla lead crew or independently
They quickly expanded the fleet to include eleven Jaguar 27 yachts, setting the foundation for what Sailing Holidays is today.
Since then, Barrie and Heidi have grown Sailing Holidays into a thriving tour operator—while also raising their two daughters, Amy and Alice. They now own and maintain a fleet of 120 yachts, and along with their dedicated team, run the Sailing Holidays head offices in Corfu and London.
Their commitment to quality and passion for sailing have been the cornerstones of their success, allowing them to create a company that feels more like a community than a business—it is fair to say they have a cult following.
And just as it was when the business was first founded, Barrie and Heidi ensure that each new adventure maintains the personal touch and warm hospitality that Sailing Holidays is known for. Their philosophy of making sailing accessible to everyone, whether seasoned sailors or complete beginners, has made them a beloved choice for countless holidaymakers seeking a unique and memorable ‘holiday of a lifetime.’
Then and Now (1980 and 2010) Barrie and the brothers from Mongonisi - 30 years apart. It’s still one of our favourite flotilla stops!
If you'd like to have your very own copy of our history book drop us an email
The Sailing Holidays coffee table book explores the captivating history of the burgeoning phenomenon known as the ‘sailing holiday’, all set against the enchanting backdrop of the Greek islands. Witness the transformation of Greece's tourism landscape since the 1970s and delight in a stunning collection of vintage photographs showcasing our classic Jaguars, the crystal-clear waters, and the joy of sun-soaked relaxation!
Our Approach
And just as it was when the business was first founded, Barrie and Heidi ensure that each new adventure maintains the personal touch and warm hospitality that Sailing Holidays is known for. Their philosophy of making sailing accessible to everyone, whether seasoned sailors or complete beginners, has made them a beloved choice for countless holidaymakers seeking a unique and memorable ‘holiday of a lifetime.’
Why choose us?
Safe
The Greek Islands are one of the safest sailing environments in the world. There are no significant tides, compass variation or cold temperatures to worry about, so you will be sailing in a swimsuit rather than a wetsuit!
Supportive
You will have the backing of our amazing flotilla lead crews, and our shore-based teams, ensuring you feel supported throughout your sailing adventure. Whether you are a novice or have experience, we’re there to provide unobtrusive support when you need it.
Stress-Free
Our flight-inclusive packages take the hassle out of booking your holiday. We provide complimentary transfers in Greece, and your lead crew will ensure you receive excellent care if any issues arise. Our yachts are designed for easy sailing, allowing you to unwind with the peace of mind that comes from having ATOL financial protection
Social
We nurture a sense of community on our flotillas. Many of our sailors return year after year, drawn not only by the sailing experience but also by the friendships and connections they form. Our flotilla holidays blend adventure and camaraderie, creating unforgettable memories that last a lifetime.
Huge thanks to our Lead Crew for making it such a fantastic week. We've done bareboat before but never a flotilla, but realised that we will now probably only do flotillas because of the special touches they add and making it all so easy so we can focus on sailing and having fun.
Everything about the villa was fabulous; what a glorious location, accommodation is great, provisions were very welcome. It was clean tidy and plenty of towels. Too many good things to say”
"It is a completely unique type of holiday very relaxing but always new places to visit and people to meet, lovely sunny weather, great food and beautiful scenery with lovely little hidden bays and tavernas... Bliss!"
An amazing experience that the whole family shared. Fantastic locations and great conditions for beginner sailors.
I really can't praise our lead crew enough -so grateful for their attitude, positivity, and kindness especially as we were on a mini-honeymoon; they even bought us a bottle of prosecco on the last night as a wedding present!
We were very pleased to get out to the furthermost islands in the marine park. Absolutely brilliant holiday - the lead crew were fabulous, they really couldn’t have done any more for us.