Portsmouth to Canaries Sailing Adventure: We’re Underway!

by | Published on Nov 2, 2026 | Atlantic Adventures, Mile Building Sailing Trips, Portsmouth - Gran Canaria, Sailing Trips | 0 comments

31 October – 1 November 2026 | Atlantic Circuit 2026–27

Our Portsmouth to Canaries sailing adventure is underway! On 31 October 2026, CH3, a Challenger 72, set sail on the first leg of First Class Sailing’s Atlantic Circuit. The voyage will take the crew from Portsmouth to the Canary Islands before the yacht continues across the Atlantic to the Caribbean.

The Portsmouth to Canaries passage offers a fantastic opportunity for crew to experience life aboard a 72ft ocean-going yacht, develop their offshore sailing skills and build valuable sea miles.

The journey began on 31 October with a shakedown sail in the Solent, giving everyone the opportunity to settle aboard and get familiar with the yacht before heading offshore.

Here are the first two updates from Giles, the skipper.

Skipper’s Update — 31 October 2026

1st day of our trip to Las Palmas, the suns out and there is a gentle eastly breeze blowing up the Solent good day to get out to have a shakedown sail. Main, staysail and Yankee 2 up and tacking back and forth down the Solent, followed by a fantastic fiery sunset before heading into Cowes for the night.

Our plan is roughly as follows:

Cowes to Cascais Portugal approximately 870nm we have forecasted a steady 20-25kts E with a bit of north in it so it should be a good downwind passage hopefully arriving on Thursday or Friday.

We then need to see what the forecast is giving us for the following week to make a plan for heading on to Las Palmas with a possible stop on the way on Lanzarote.

Giles, Skipper

Skipper’s Update — 1 November 2026

Good afternoon all,

Ch3 has departed Cowes heading for Cascais expected eta is around Friday pm, unless anything changes. We are full crew now and all looking forward to getting out and having a great sail, the wind looks good East with a hint of North 20-25kts.

Giles, Skipper

Follow Our Portsmouth to Canaries Sailing Adventure crew

The crew of Challenger 3

The First Offshore Passage: Cowes to Cascais

With the shakedown sail complete and the full crew aboard, CH3 is now heading south towards Cascais, on the Portuguese coast near Lisbon.

This first offshore passage is expected to cover approximately 870 nautical miles, taking the yacht out of the English Channel and across the Bay of Biscay.

The forecast easterly and northeasterly winds should provide some excellent downwind sailing conditions, although, as with any offshore passage, the weather will ultimately determine the route and progress.

For the crew, the next few days will be a chance to settle into the rhythms of offshore sailing. Watchkeeping, sail changes, cooking at sea and working together as a team are all part of life aboard a Challenger 72.

After Cascais, the plan is to continue south towards Las Palmas in Gran Canaria, possibly stopping at Lanzarote depending on the weather.

Follow Our Portsmouth to Canaries Sailing Adventure

The Portsmouth to Canaries voyage is the opening chapter of First Class Sailing’s 2026–27 Atlantic Circuit.

Over the coming months, the Challenger 72 will cross the Atlantic, sail through the Caribbean and eventually make the return passage to Portsmouth.

Ch72 offshore

Ch72 offshore

There are several opportunities to join the adventure:

ARC Rally 2026 — Gran Canaria to St Lucia

Our next major offshore adventure is the Atlantic Rally for Cruisers (ARC), departing Las Palmas in November.

This iconic Atlantic crossing covers approximately 2,700 nautical miles, taking the crew across the ocean to St Lucia. It’s an opportunity to experience ocean sailing, trade winds and life at sea aboard a purpose-built Challenger 72.

Caribbean Sailing Holidays — December 2026 and January 2027

Following the ARC, we’ll be running two Caribbean sailing holidays:

  • 16–22 December: St Lucia to Grenada
  • 3–12 January: Grenada to Antigua

These adventures offer a different side of sailing, combining hands-on sailing with exploring the beautiful islands, anchorages and warm waters of the Caribbean.

A Caribbean Sailing Holiday

Life is a beach on a Caribbean Sailing Holiday

Antigua to Portsmouth — January/February 2027

The final offshore leg of the circuit brings CH3 home across the Atlantic from Antigua to Portsmouth.

This is another opportunity for sailors looking to build offshore miles, gain ocean sailing experience and take part in a substantial passage aboard a 72ft yacht.

Interested in joining one of the remaining voyages?

Visit First Class Sailing to explore our Atlantic sailing adventures and enquire about available places.

We’ll be sharing further updates from Giles and the crew as CH3 makes her way south towards the Canary Islands. Follow the blog to discover what life is really like aboard a Challenger 72 on an offshore sailing adventure.

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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.
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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.
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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!
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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.
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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.
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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.
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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.
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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!
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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  Our excellent experience of sailing with Keith Miller and first class sailing  - We had a fantastic five days Sailing under the excellent tuition of Keith Miller. Two of our group were novices and now we all have a love of sailing. We... read more

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August 29, 2026

star rating  First Class experience.  - Very good experience with First Class Sailing. Mark was a terrific teacher and the boat was well equipped and comfortable for a 5 day course. Would definitely recommend.

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October 8, 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

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