“Learn to Sail” Holidays with First Class Sailing

by | Jun 28, 2023 | Learn to Sail

If you’ve always wanted to learn to sail, but never quite found the right course, then combining your learning with a “learn to sail” holiday could be the perfect choice. We offer a wide range of learning to sail holidays that you can either take by yourself, with friends, or family.

No matter which you choose, they all offer a unique and adventurous way to take a holiday, whilst learning to sail. If you’re with friends and family, it gives you the perfect opportunity to bond, explore new destinations, learn new skills, and relax on the water and at multiple destinations. If you’re a couple or by yourself, all of this is still possible, as you will learn to sail with other like-minded people, all of whom are (literally) in the same boat as you!

Whether you’re an experienced sailor or a complete novice, First Class Sailing have a “learn to sail” holiday package to suit all levels of experience and desire. Whether you want to be extremely involved and learn 24/7 with have all hands on deck or want to take it easy and sit back and let someone else take control for most of the time, there will be something to suit you.

We’ve split out different offerings into “learn to sail” holidays in the UK, or in Europe depending on where you want to go (European ones are lower down the page). Click through to find out more, including prices and booking details.

Learning to sail holidays in the UK

The Scilly Isles

Scilly isles

Why go all the way to the Caribbean when we have the Isles of Scilly on our doorstep? Learning to sail as you travel to the Isles of Scilly is an incredible experience. The holiday departs and returns from Falmouth in Cornwall on a nine day sailing trip.

With around 150 islands and only 5 inhabited, the wildlife makes exploring this enchanting archipelago set on the edge of the gulf stream a real delight, particularly when doing so by boat!

West Country Sailing Holidays

west country

We have a wide range of “learn to sail” holidays in the West Country, meaning you can set sail with a backdrop of rolling hills, prominent headlands and pretty seaside towns set beside rivers bustling with activity from all sorts of watercraft.

We believe the West Country offers some of the best sailing holidays you can hope to find. You can sit back and watch the world go by as we explore some lovely Devonshire and Cornish villages. For those that want to sharpen their sailing skills there will be an instructor on hand keen to coach and offer tips.

The Channel Islands

channel islands

We have several five and seven day trips to the Channel Islands on a variety of yachts. You will get lots of sailing in, as we stop at places such as Braye Harbour in Alderney, St Peter’s Port in Guernsey, anchorages off the Islands of Herm and Sark and St Helier in Jersey. We could also get to France if you like, with options for St Malo, possibly Cherbourg and maybe St Vaast.

Cruises on Golden Vanity

How about joining us for a hands-on sailing adventure, visiting some of the most beautiful and popular cruising areas across the UK. Stepping onto the decks of Golden Vanity feels like stepping back in time. This is one of the more active “learn to sail” holiday we offer in the UK.

You may never have been sailing before or you may be an experienced family of sailors looking for your next adventure on the sea.

Falmouth Classics

Falmouth

This eight day family sailing holiday lets you all be part of the pageant that is Falmouth Classics. You can soak up the atmosphere and be part of the event onboard our classic tall ship, Golden Vanity.

The cruise starts from Brixham and includes stop overs in places like Dartmouth, Salcombe, Plymouth and Fowey.

Our Golden Vanity boat was built in 1908. Down below she has all the modern comforts you would expect of a boat these days but on deck she is all tradition with block and tackle and tanned sails.

Learn to sail holidays in Europe

Norway Sailing Adventures to the Fjords and Back

norway adventure sailing

This is a 16 day voyage is a fantastic opportunity for you to improve your sailing. The journey will take you to Norway where you can explore the dramatic Norwegian Fjords and then sail back again.

This sailing holiday lets you learn to sail on a 72ft steel yacht which starts and finishes from Portsmouth. You’ll sail through one of the busiest shipping lanes in the world, the Dover Straits, before heading up the North Sea to Norway where we will explore the outstanding natural beauty of the Norwegian Fjords.

Sailing to France

This “learning to sail” holiday takes 7 days and you travel to the Channel Islands and France.

Our modern yachts are all spacious cruising yachts with the accommodation arranged into double cabins and single berths in the saloon. They can take as many as eight people.

The benefits of learning to sail on holiday

If you’re still undecided on whether to book a sailing holiday, consider the benefits of doing so. It’s an amazing way to bond and learn to sail, as you will need to work as a team, communicate better, and trust each other.

If you have younger children, some of our trips are also suitable for them, and will help them learn valuable life skills, including problem-solving, decision-making, and responsibility, while having fun and creating unforgettable memories with their loved ones. You might even get them to put down their tech devices for a few days as they disconnect from technology and enjoy the natural beauty of the sea.

When you learn to sail with First Class Sailing, it will be an incredible break from the hustle and bustle of everyday life. Learning to sail on holiday will be hard work, but really depends on which holiday type you choose… as it can also be a relaxing and rejuvenating experience, allowing you to unwind and recharge.

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Maurice MacSweeney profile pictureMaurice MacSweeney
11:45 30 Oct 25
Over the last few years First Class Sailing have taken me all the way from complete novice to Coastal Skipper, with theory and other courses along the way (like VHF, First Aid, etc), and there's now no other school I'd want to train and study with. They really stand out from other providers with the quality of their instructors and the support and responsiveness you get from the office team. There's never too many students on a course, so you get lots of time to practise and learn from the instructor. By the end of each course you really feel you've been stretched and graduated to a much higher level of skill. A really high quality outfit and thoroughly recommended!
Response from the owner 13:56 06 Nov 25
Hi Maurice, we're so pleased to have been with you from the start of your sailing journey. That's great that you enjoyed the ratio of students to instructor and felt confident with the levels you achieved. Thanks for the review, we hope you manage to get plenty of sailing in after all the hard work you've put in.
Marty Stromquist profile pictureMarty Stromquist
15:22 24 Oct 25
I just finished another training week at First Class Sailing’s training center. The week was dedicated to Yachtmaster Ocean Theory, with a highlight on Celestial Navigation. The instructor, Nigel Rennie FRIN (Fellow of the Royal Institute of Navigation), was fantastic. It was very fast-paced, but covered the basics and theory behind Celestial Navigation. The jewel of the week was Rennie. His abundant patience, coupled with his experiences and passion for the art, made the week incredible. First Class Sailing have the best instructors. They know their craft and have real-life experience to make training both fun and memorable. Well Done!
Response from the owner 13:42 06 Nov 25
Thanks Marty. We're so pleased you enjoyed Nigel's expert guidance and passion for sailing. Like all our instructors, he loves teaching and sharing his knowledge, but manages to make it fun too. Thanks for the recommendation.
Anne-Laure McLeman profile pictureAnne-Laure McLeman
10:07 15 Oct 25
Being in an all female boat is a great way to learn. Kirsten, our instructor, had a very calm and reassuring style. The small size of the group (only 3 of us) meant we got a lot of attention and many opportunities to practice. Such a good week!
Response from the owner 13:24 06 Nov 25
Thank-you for the review Anne-Laure. That's great that the all female option suited you well and you enjoyed learning with Kirsten. Hopefully all that practice has set you up well for future sailing. Good luck!
Angus Sandison profile pictureAngus Sandison
19:57 07 Oct 25
Really great experience with First Class. My partner and I did our Day Skipper over two weekends with our instructor Mark. He was fantastic. Patient as we learned and made the whole thing fun. The boats are great and organization by First Class was seamless. Would totally recommend.
Response from the owner 13:17 06 Nov 25
Thanks Angus. That's good that you enjoyed Mark's style of teaching and also had lots of fun along the way. Wishing you lots of happy sailing in the future.
Tricia Bunten profile pictureTricia Bunten
18:48 07 Oct 25
I just finished a fantastic week taking my Day Skipper practical with First Class Sailing and I highly recommend them. I chose the Women Only week and had an incredibly patient instructor who was able to help each of us individually with areas of weakness but also worked great with us as a group. I had never sailed in the Solent before and it was the perfect location for this class. I am so grateful for First Class and my instructor for helping me build confidence and experience.
Photo from customer review
Response from the owner 16:59 04 Nov 25
Thanks Tricia, we're so pleased you enjoyed the Women Only week and had a positive experience. We always say that the Solent really is one of the best places to learn and it has some beautiful scenery to explore too, so that's good that you appreciated it. Hope you manage to get out on the water soon.
Evan Ainsworth profile pictureEvan Ainsworth
20:30 05 Oct 25
They do say that what sets great companies apart is customer service. This is my third time with first class sailing the first time was a few years ago when we did our competent crew it was one of the best weeks of our lives. Then we came again in August for the kids to do their competent crew and my wife and I to do our day skipper course. Unfortunately when I did my day skipper course the weather was terrible and I was unable to have a good session to pass. So Jake said to me you can come back and have a free weekend on us to enable you to pass. And again I had a fabulous weekend. There was just three of us on the boat. A wonderful instructor, Tom, and another student. Tom was an excellent instructor he was relaxed, he had great experiences, he got on with the practical part of sailing not just a lot of theory and he was thorough. He had lots of practical tips to make sailing easier and had some good exercises forest to try. We had a super trip down to Yarmouth where he cooked a wonderful dinner and then we went to the pub. Where we met another first class sailing group and spent the evening listening to their tall tales. The following day we had a super sail back to Southampton, with lots of cool exercises and I was thrilled to pass my day skipper.
Photo from customer review
Response from the owner 16:46 04 Nov 25
Thanks for the review Evan and congratulations on passing your Day Skipper practical, the hard work has paid off. That's good that the whole family joined you for one of the trips and so now hopefully you have some willing crew members for future sails. Good luck!
hugo kirby profile picturehugo kirby
15:26 09 Sep 25
great course with a very engaged and helpful instructor - who was happy to go outside the curriculum and give us the benefit of his wider knowledge - throroughly recommended
Response from the owner 15:30 11 Sep 25
That's good that you appreciated the experiences and extra knowledge that the instructor passed on. Thanks for the recommendation.
Justin Brooks profile pictureJustin Brooks
11:11 23 Aug 25
We would highly recommend First Class Sailing.

Very well organised with a top quality instructor who provided tuition tailored to our differing needs.

A fantastic option for a couple wanting an entire boat to do a mixed Competent Crew / Day Skipper itinerary.
Response from the owner 14:21 28 Aug 25
Thanks Justin. We always find that mixing the Competent Crew & Day Skipper works well, so that's great that it worked for you too. Hope you manage to get out on the water soon and put all your learning into practice.
ChrisC profile pictureChrisC
15:37 22 Aug 25
Great experience doing a Yachtmaster Offshore prep week followed by exam. Lots of useful paperwork up-front for the course admin and training exercises. The 3-day prep format worked well and Hayley did a brilliant job of cramming in the training over those days. Lovely modern boat too called Sazerac. Will be back.
Response from the owner 14:17 28 Aug 25
Hi Chris, thanks for the review. Congratulations on gaining your YMO qualification. There's a lot to cover, but as you've found, the hard work really pays off. We look forward to welcoming you back in the future.
Miles Barr profile pictureMiles Barr
11:27 03 Aug 25
I completed my Competent Crew and Day Skipper Practical with First Class Sailing. It was a great experience. I hired the whole boat each time, taking my family members along who also earned their Competent Crew qualifications.
Response from the owner 15:21 21 Aug 25
Thanks Miles. That's great that hiring the whole boat for your courses worked well for you all. Now that your family have their comp crew qualifications, you'll have plenty of help onboard for future sails! Good luck.

star rating  Yachmaster Ocean Theory  - I just finished another training week at First Class Sailing’s training center. The week was dedicated to Yachtmaster Ocean Theory, with a highlight on Celestial Navigation. The instructor, Nigel Rennie... read more

avatar thumb Marty S
October 24, 2025

star rating  A consistently great experience  - Over the last few years First Class Sailing have taken me all the way from complete novice to Coastal Skipper, with theory and other courses along the way (like VHF,... read more

avatar thumb Mo M
October 30, 2025

star rating  All female boat for day skipper practical  - Being in an all female boat is a great way to learn. Kirsten, our instructor, had a very calm and reassuring style. The small size of the group (only 3... read more

ALMC62
October 15, 2025

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