Exploring the Isles of Scilly by Yacht

by | Published on Jun 3, 2026 | Isles of Scilly, Sailing Holidays, Sailing Trips, UK Sailing Holildays | 0 comments

Few places in the UK reward exploration by yacht quite like the Isles of Scilly.

Located around 28 miles off Land’s End, this remarkable archipelago combines the sense of achievement that comes from an offshore passage with the freedom to explore some of Britain’s most beautiful islands and anchorages. While many visitors arrive by ferry or aircraft, there is a strong argument that the best way to experience the Isles of Scilly is from the water.

A yacht allows you to move between islands, discover secluded anchorages and wake up to a different view each morning. Add in clear water, abundant wildlife, fascinating maritime history and a cruising ground that can keep even experienced sailors interested for days, and it is easy to understand why so many people return again and again.


Why the Isles of Scilly Are Best Experienced from the Water

The Isles of Scilly are made up of more than 140 islands and rocky outcrops, although only five are inhabited.

When visiting by ferry or plane/helicopter, most people naturally base themselves on a single island and visit other islands by doing day trips on ferries. By yacht, the entire archipelago becomes a base and you can overnight at any island.

One day might be spent exploring St Mary’s, the next anchored off Tresco, followed by an evening in the shelter of St Helen’s Pool or a walk ashore on St Agnes. The distances between many of the islands are relatively short, allowing plenty of time to explore ashore while still enjoying the sailing.

Visiting by yacht also provides access to some of the most beautiful locations in the islands, many of which are inaccessible or difficult to appreciate from land alone.

For a broader look at the islands themselves, their wildlife, climate and history, see our guide to what makes the Isles of Scilly so special.


The Offshore Passage from Cornwall

Part of the attraction of the Isles of Scilly is that getting there feels like a genuine adventure.

The crossing from Cornwall involves around 55 nautical miles of offshore sailing. Although relatively short by offshore standards, it creates a real sense of leaving the mainland behind.

As the Cornish coastline gradually disappears astern, the feeling changes from coastal cruising to passage making. Hours later, the islands begin to emerge from the horizon, often long before individual features can be distinguished.

Many people regard this arrival as one of the highlights of the entire trip.

Those interested in the passage itself can read more in our guide to how long it takes to sail from Falmouth to the Isles of Scilly.

Sailing yacht approaching the Isles of Scilly from Cornwall

Sailing yacht approaching the Isles of Scilly from Cornwall


An Anchorage for Almost Every Wind Direction

One of the greatest strengths of the Isles of Scilly as a cruising destination is the sheer variety of anchorages available.

The islands are scattered across a relatively small area, creating numerous opportunities to find shelter depending on the weather and wind direction.

Few cruising grounds in the UK offer such flexibility. Conditions that make one anchorage uncomfortable often leave another perfectly sheltered just a short sail away.

This ability to move between anchorages is one of the reasons why many sailors can spend a week or more in the islands without ever feeling constrained.

Rather than following a fixed itinerary, cruising in the Isles of Scilly often becomes a process of responding to the weather, choosing the best anchorage and deciding which island to explore next.

New Grimsby Sound – The Heart of Scilly Cruising

If there is one anchorage that captures the essence of cruising in the Isles of Scilly, it is New Grimsby Sound.

Situated between Tresco and Bryher, it combines excellent shelter, beautiful scenery and easy access to two of the most interesting islands in the archipelago.

Many sailors regard it as one of the finest anchorages in Britain.

From the yacht, white beaches, clear water and granite headlands create a setting that feels very different from most UK cruising grounds. It is also an ideal base for exploring ashore, whether walking across Bryher’s rugged Atlantic side or visiting the famous Tresco Abbey Gardens.

Yachts anchored between Tresco and Bryher in New Grimsby Sound

Looking into New Grimsby Sound and Hangman Island


St Helen’s Pool, Old Grimsby and Other Favourite Stops

Beyond New Grimsby Sound, there is no shortage of excellent places to anchor.

St Helen’s Pool has been used as an anchorage for centuries and remains one of the most distinctive locations in the islands. Surrounded by small islands and reefs, it provides a remarkable setting and a fascinating reminder of the islands’ maritime past.

Old Grimsby on Tresco offers another popular stop, while Porth Conger on St Agnes provides a very different atmosphere, with easy access to one of the most remote-feeling inhabited islands in Britain.

Part of the enjoyment comes from moving between these locations and experiencing how different each anchorage feels despite being only a short distance apart.

Wildlife, Clear Water and Island Exploration

Cruising the Isles of Scilly is about far more than moving a yacht from one anchorage to another.

The islands support an extraordinary range of wildlife, both above and below the waterline. Seals are common, dolphins are regularly encountered during passages and seabirds are a constant presence throughout the islands.

The clarity of the water often surprises first-time visitors. On a calm summer day it can be possible to see the seabed several metres below the yacht, something that remains unusual in many parts of the UK.

Combined with the islands’ Gulf Stream-influenced climate and white sand beaches, the result is a cruising destination that feels genuinely distinctive.

Grey seal in the Isles of Scilly

Snoozy seal in the sun


Navigation in the Isles of Scilly

Cruising in the Isles of Scilly requires careful navigation.

The waters between the islands contain numerous rocks, reefs, drying areas and narrow channels. Many of these features contribute to the islands’ character and beauty, but they also require attention from anyone navigating through the area.

Historic wrecks also serve as reminders of how challenging these waters could be before the development of modern navigation. For centuries, the islands were associated with shipwrecks, and the surrounding waters contain evidence of many vessels that came to grief on the rocks.

Today, GPS, electronic charts and excellent pilotage information have made cruising considerably easier, but accurate navigation remains an important part of the experience.

For many sailors, this is actually part of the attraction. The Isles of Scilly provide interesting pilotage and genuine navigational challenges without requiring extreme offshore conditions.

A Different Island Every Day

One of the pleasures of exploring the Isles of Scilly by yacht is that each island offers something different.

St Mary’s

The largest island and the centre of activity, with Hugh Town providing shops, restaurants and a busy harbour atmosphere.

Tresco

Known for its beaches, Abbey Gardens and some of the most attractive anchorages in the islands.

Bryher

A study in contrasts. Its eastern side is sheltered and peaceful, while its western coast faces directly into the Atlantic.

St Martin’s

Famous for clear water, sandy beaches and a relaxed atmosphere.

St Agnes

Remote, quiet and wonderfully connected to the sea. For many visitors it feels like the edge of the world.

Being able to experience several of these islands during a single trip is one of the major advantages of travelling by yacht.

Exploring the Isles of Scilly from a yacht

Exploring the Isles of Scilly on foot


Why Sailors Return Again and Again

Many destinations offer good sailing.

What makes the Isles of Scilly different is the combination of factors that come together in one place.

There is the satisfaction of an offshore passage, the variety of anchorages, the beauty of the islands, the wildlife, the maritime history and the freedom to explore at your own pace.

The sailing itself can sometimes be challenging. Winds can be affected by the islands, navigation requires attention and Atlantic weather always deserves respect. Yet these factors only add to the sense that cruising here is an adventure rather than simply another coastal trip.

For many people, one visit is enough to understand why the Isles of Scilly are one of Britain’s most loved cruising grounds.

Explore the Isles of Scilly with First Class Sailing

Accommodation on the Isles of Scilly can be difficult to secure during the summer months, and many places are booked well in advance.

Exploring the islands by yacht offers a different perspective entirely. Instead of staying in one place, you can move between islands, discover different anchorages and experience the archipelago as generations of sailors have done before.

If you’d like to experience the crossing and explore the islands for yourself, take a look at our Isles of Scilly sailing holiday, departing from Falmouth each summer.

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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.
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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.
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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.
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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  Great night sailing weekend. - I did the night sailing weekend on the Solent. Callum was very friendly and knowledgeable. He planned the weekend together with the participants such that everyone could have an input... read more

avatar thumb Federica D
November 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

avatar thumb Mo M
October 30, 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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