Month: June 2023

Sailing Holidays for Singles Over 50

Guests at the helm of Bessie Ellen

Are you over 50 and seeking a solo adventure? Then our sailing holidays are ideal for singles over 50 and could just be what you’ve been looking for! Whether it’s a classic boat, tall ship, catamaran or luxury yacht, we offer a variety of adventure sailing holidays on unique vessels, each skippered by passionate people taking guests to explore amazing destinations across the globe. Plus, there’s no experience needed so you can simply climb aboard and set sail. 

Like-minded individuals

We like to say that there are no strangers on each of our vessels, only friends you haven’t met. This a saying which always resonates with our guests who leave having formed firm friendships with many of their fellow passengers. Living in close quarters, bonds are soon formed, whether sharing the first dolphin or whale sighting, hoisting sails together or enjoying the wonder of life at sea and dinner under the stars. Our sailing holidays for singles over 50 guarantee companionship with plenty of opportunities to explore independently for those who wish. No pressure, simply the chance to travel with like-minded individuals.

No Single Supplements

Our diverse range of sailing vessels offer a variety of accommodation from open shared sleeping quarters where all the berths are in the same area in the boat to twin private cabins. And provided you are happy to share your cabin with another guest of the same sex, there is no single supplement charge.

Sailing on Bessie Ellen, Grayhound, Pellew, Pilgrim of Brixham or Escape allows you to snooze in the main hull of the boat, sharing your sleeping quarters with your fellow passengers. With curtains to pull across your berth each evening, after all that sea air many find they sleep very well in this environment, – it’s a bit like camping or in a dormitory.

If you prefer a little more privacy, all solo travellers can opt for a twin cabin at no extra charge, providing they are happy to share with another guest (of the same sex). This is an affordable way for singles to travel, as recently featured in The Telegraph by Teresa Machan >. It’s also worth noting that the cabins are really only in use for sleeping and dressing. Most of your time on board is spent in the shared living areas or on deck, so you won’t need to spend all your time with your fellow cabin mate. 

Hands-on adventures at sea

Our adventures are designed to be enjoyed by you, the traveller. This means you may choose to be as hands-on with the physical sailing as you wish. Each of our boats has a dedicated skipper and crew who are always on hand to gently guide guests, showing them the ropes and helping them get into the rhythm of the sea as they navigate their way to the next anchorage for the night. Our sailing holidays attract people from all walks of life, with a high percentage of our guests being solo travellers over ’50, so there is every chance to enjoy a holiday with people in a similar situation and age range.  If you’re unsure which boat might best suit you or want to know the mix of the people booked, our friendly and experienced booking team pride themselves on matching the right guest to the right boat so please do give them a call or drop an email.


They say life begins at 50 and with much of the world at our fingertips, our sailing holidays for the over 50’s provide a fun and sustainable way to travel with like-minded adventurers!

Choose your solo travel adventure >

Mile Builder Sailing

Florette Pulling Ropes on Board

Looking to build your miles at sea and gain valuable hands-on experience in open water? Our offshore sailing holidays offer the perfect opportunity to improve your sailing skills while sharing a bucket-list adventure with like-minded individuals. Whether you dream of crossing the Atlantic Ocean or the Bay of Biscay, a mile builder sailing holiday is perfect for the adventurous and those building confidence as a sailor.

From historic tall ships to adventure yachts and luxury classics, our unique vessels offer a variety of sailing experiences all over the world. Here, we’ll delve into why a mile builder sailing holiday is the best way to experience the natural world, immersing yourself into the rhythms of the waves and exploring captivating destinations. Take the plunge and discover life under sail.

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VIEW ALL MILE BUILDER HOLIDAYS


Why choose a mile builder sailing holiday?

A hands-on learning experience

Mile builder sailing holidays provide an unparalleled opportunity to gain practical knowledge and improve your sailing skills. Unlike traditional mile builder training courses, our voyages allow you to actively participate in the navigation, sail handling, and overall operation of your chosen vessel as part of a crew.

Under the guidance of our experienced skippers and crew, you’ll learn essential seamanship techniques, gain confidence in your abilities, and develop a deep understanding of the art of sailing. You are welcome to bring your log books on all of our voyages, and our crew are always happy to facilitate any extra learning experience you would like. 


Embrace your seafaring ancestors

Humans have been sailing and trading for thousands of years, with the earliest evidence of sailing thought to be from the stone age. Our ancestors were explorers, adventurers, pirates and tradespeople. Some of our boats are sailing the same routes as they did as cargo vessels over 100 years ago. It’s in our roots, in our blood.

There is something indescribably magical about sailing with only the power of the wind. As you rely on the natural world , you’re able to disconnect from the modern world. Mile builder sailing not only also fosters a deeper connection with the places you visit, as you become part of a timeless seafaring tradition that has connected people and cultures for centuries.


The ultimate immersion into life at sea

Even if you’re not looking to become a professional sailor, joining a mile builder holiday is still the best way to get actively involved in sailing life. Mile builder sailing holidays provide the best opportunity to refine your night sailing abilities and celestial navigation skills.

There is something truly unique about watching the sun go down and the moon rise, while star-gazing at the clearest night skies from the deck of a boat. As part of the crew, you’ll have the opportunity to experience the unique challenges and rewards of sailing under the stars. Guided by experienced skippers, you’ll learn to navigate using celestial equipment, chart plotting, and electronic navigation systems, gaining confidence in handling the vessel during nighttime passages.


Discover diverse destinations from a new perspective

The Earth is two-thirds water, yet we spend most of our time on land. Our mile builder sailing adventures offer not only just sailing experiences but also give guests the chance to experience the world from a totally new perspective.

From the rugged coastlines of Scotland and Cornwall to the sun-kissed shores of the Caribbean, and even the pristine beauty of Iceland; our adventures at sea will take you to bucket list destinations along the way. Embrace the opportunity to discover hidden coves, picturesque harbours, and charming coastal towns, all while experiencing the thrill of an ocean voyage. Feel the excitement of approaching a new coastline, and witness the gradual changes in scenery as you sail from one destination to another.


An environmentally conscious adventure

A mile building sailing holiday is also a great way to explore the world while reducing your carbon footprint. By harnessing the power of the wind, our vessels are able to minimise their carbon emissions whilst allowing the opportunity to visit different countries without using air travel. Instead of boarding a plane and missing out on the unique experiences to be found on land and sea, sailing allows you to savour the journey itself.

Spending longer periods at sea promotes a deep connection with nature, as you witness firsthand the vastness and beauty of the open sea. As you navigate through pristine waters and encounter marine life along the way, you develop a profound appreciation for the importance of preserving our fragile ecosystems. With sustainability at the forefront, our mile builder sailing holidays provide an opportunity to explore the world while treading lightly upon it.


Ready to set sail?

If you’re ready to take the plunge and experience life at sea, view all our mile builder sailing holidays below.
Any questions? Feel free to get in touch with our friendly team, who are on hand to answer all your questions, big or small, about our mile building adventures. You can contact the office by phone on +44(0)1872 487288, or drop us an email at [email protected]. We look forward to welcoming you on board!