Sailing Holidays for Singles Over 50

22 June | 4 min read
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 >