Updated: 2.3.26

Many people learning to sail find that confidence only really develops with time on the water. Weekend sailing trips are one of the easiest ways to build that experience. In just a couple of days, participants can practise navigation, handle a yacht in different conditions and gain valuable sea miles.

Courses such as RYA Day Skipper provide an excellent foundation. However, it is the practical application that really cements sailing knowledge. Sailing regularly, encountering new situations and making real decisions at sea are what transform theory into confidence.

Weekend sailing trips provide exactly that opportunity. These short sailing adventures allow people to practise specific skills, experience real passages and build confidence without committing to a longer voyage.

If you’re looking for specific trips and upcoming dates, explore the full range of weekend sailing trips from the Solent.

Many people start with a short coastal trip such as a weekend sailing passage to Weymouth, which provides a practical introduction to passage planning and navigation.


Who Are Weekend Sailing Trips For?

Weekend sailing trips attract a wide range of people.

Some participants have recently completed an RYA Day Skipper course and want more experience. Others are preparing for a Mediterranean charter holiday. Some yacht owners simply want to practise their boat handling.

These trips are also popular with crew building sea miles for Yachtmaster qualifications. They are equally suitable for people trying sailing for the first time.

Because the trips are short and practical, they quickly turn theory into real experience. Many people sailing with us are surprised how much their confidence improves after just one weekend on the water.


Sail to Weymouth in a Weekend

Few experiences build confidence like a real coastal passage. A weekend sailing passage to Weymouth allows participants to experience navigation, tidal planning and watch keeping.

The route from the Solent to Weymouth provides around 120 nautical miles of practical sailing. Participants help plan the passage and take part in the sailing throughout the trip.

Arriving in Weymouth harbour after navigating the Dorset coast is a rewarding moment for many people learning to sail.

On these weekends there is the opportunity for two aspiring Yachtmasters to have a go at skipper a 60nm passage.

Weekend sailing passage from the Solent to Weymouth harbour

Weekend sailing passage from the Solent to Weymouth harbour


Channel Hop to France or the Channel Islands

A weekend sailing trip across the English Channel is a memorable experience. It introduces participants to international passage planning and busy shipping lanes.

Crossing the Channel under sail combines navigation, tidal planning and the excitement of arriving in another country by yacht. For many people learning to sail, it becomes an important milestone.

Also – like the Weymouth weekends there is the opportunity for two aspiring Yachtmasters to have a go at skipper a 60nm passage.

Yacht crossing the English Channel on a weekend sailing trip

Yacht crossing the English Channel on a weekend sailing trip


Boat Handling Weekends

Boat handling is one of the most valuable practical sailing skills. Marina manoeuvres and tight spaces can challenge even experienced crew and opportunities to practice parking a boat can be hard to come by unless you own your own boat or are on an RYA Course.

Our boat handling sailing weekends focus on manoeuvres under power and sail. Participants practise berthing, unberthing and handling a yacht in confined spaces.

These skills are also developed during our Solent sailing weekend course, where participants practise navigation and boat handling while exploring the Solent.

With small groups on board, everyone has the chance to practise repeatedly. By the end of the weekend, marina manoeuvres feel far less intimidating.

Yacht manoeuvring discussion in a marina with instructor guidance

Yacht manoeuvring discussion in a marina with instructor guidance


Celestial Navigation Weekends

Before GPS, sailors navigated using the sun, moon and stars. Learning this skill remains fascinating and useful today when crossing an ocean.

A celestial navigation sailing weekend teaches participants how to use a sextant and calculate their position. The training takes place while sailing around the Isle of Wight.

Many people find this traditional navigation method both challenging and rewarding.

Participants practising celestial navigation with a sextant on a yacht

Participants practising celestial navigation with a sextant on a yacht


Round the Island Race

The Round the Island Race is one of the most famous sailing events in the world. Hundreds of yachts race around the Isle of Wight each year.

Taking part in the Round the Island Race sailing experience offers something very different from a normal sailing trip. The pace is faster and teamwork is essential.

For many people sailing with us it becomes one of the most exciting sailing events they have experienced.

Yachts racing during the Round the Island Race around the Isle of Wight

Yachts racing during the Round the Island Race around the Isle of Wight


Heavy Weather Sailing Weekends

Learning to manage stronger conditions is an important part of building confidence at sea.

Our heavy weather sailing weekend course teaches techniques such as heaving-to, running under bare poles and managing a yacht in rough conditions.

Participants practise these skills with experienced instructors on board. The experience prepares people for more demanding passages in the future.

Yacht practising with storm jib and tri-sail on a heavy weather training weekend

Yacht practising with storm jib and tri-sail on a heavy weather training weekend


Night Sailing Weekends

Sailing at night feels very different from sailing during the day. Navigation lights, reduced visibility and vessel traffic require careful attention.

A night sailing training weekend allows participants to practise navigating in darkness and gain confidence sailing after sunset.

The Solent provides an excellent training environment with numerous navigation marks and passing vessels.

Night sailing training in the Solent with navigation lights and buoys

night sailing training in the Solent with navigation lights and buoys


Solent Sailing Weekend Courses

Sometimes the best way to improve is simply to spend time on the water.

A Solent sailing weekend course allows participants to practise navigation, boat handling and seamanship in one of the UK’s most famous sailing areas – the Solent.

Sailing past landmarks such as the Needles adds to the enjoyment while building valuable experience.

Yacht sailing past the Needles during a Solent sailing weekend

Yacht sailing past the Needles during a Solent sailing weekend


Mediterranean Preparation Weekends

Many people plan to charter yachts in Greece, Croatia or Italy. Mediterranean marinas often involve stern-to mooring.

A Mediterranean charter preparation sailing weekend teaches the manoeuvres commonly used when chartering abroad.

Participants practise stern-to berthing and close-quarters manoeuvring. These skills make Mediterranean chartering far easier.

We have a handy infographic on what is involved in getting qualified to charter a yacht in the Med.

Yachts moored stern-to in the Mediterranean

Yachts moored stern-to in the Mediterranean


Taster Sailing Weekends

For those completely new to sailing, a sailing taster weekend experience provides a relaxed introduction.

Participants help sail the yacht, learn basic techniques and experience life on board. Many people discover a new passion for sailing during their first weekend afloat.

Beginners learning sailing basics during a taster sailing weekend

Beginners learning sailing basics during a taster sailing weekend


A Weekend on the Water Can Transform Your Sailing

It is remarkable how much experience people gain in just two days on the water. Practical sailing, real passages and hands-on navigation build confidence quickly.

Many participants use these trips as stepping stones to bigger adventures. Longer passages and offshore sailing often follow.

To explore all available options, visit our weekend sailing trips from the Solent page.


Frequently Asked Questions About Weekend Sailing

Do I need sailing experience to join a weekend sailing trip?

Not always. Some sailing weekends suit beginners, while others are designed for people with some experience.

What can you learn during a sailing weekend?

Participants practise navigation, passage planning, marina manoeuvres, night sailing, heavy weather sailing, how to use a sextant, seamanship and lots more.

Are sailing weekends useful after completing Day Skipper?

Yes. Many people use sailing weekends to build practical experience after completing their course.

Can you build sea miles during a sailing weekend?

Yes. Passage weekends such as Weymouth or Channel crossings allow participants to log valuable sea miles.

Where do these sailing weekends start?

Most trips depart and return from Southampton in the Solent.

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Maurice MacSweeney profile picture
Maurice 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 picture
Marty 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 picture
Anne-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 picture
Angus 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 picture
Tricia 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 picture
Evan 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 picture
hugo 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 picture
Justin 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 picture
ChrisC
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 picture
Miles 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  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

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

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