Sailing Holidays to the Isles of Scilly
Starting from: £1947
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Why go all the way to the Caribbean when we have the Isles of Scilly on our doorstep? You can sail to the Isles of Scilly with a First Class Sailing holiday that departs and returns from Falmouth in Cornwall - come and enjoy cruising this archipelagic gem as we take you sailing to the Scilly Isles.
- Discover idyllic scenery in the UK
- Perfect getaway sailing holiday
- A great way to see the islands and rare wildlife
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Excellent in every way
Everything about the trip was great. Peter, the skipper, was excellent in every way, not just for his outstanding ability at sailing but also in making sure that everyone was happy and looked after. Unlike most other sailing school trips I have done, we mainly ate onboard and the food was excellent.
Ken R
Verified Customer
The Scilly Isles is one of the UK’s most closely guarded secret places – some will tell you that it is as beautiful as many distant places they have been – the others keep quiet in the hope that they can keep it all to themselves. It’s no wonder holidays to the Scilly Isles are growing in popularity.
But why settle for a run of the mill holiday to the Scilly Isles when instead you could join us by sailing to the Scilly Isles on a 8-day 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!
The mild gulf stream climate, pristine white sandy beaches, flower covered cliffs, crystal clear blue seas, little picturesque pockets of human habitation and unpolluted night skies make for a magical sailing holiday.
Sailing to the Scilly Isles means you can take in natural beauty and breath-taking views. Escape from the hustle and bustle of everyday life. Explore and fulfil your sense of adventure. Evoke connections to the past due to the rich maritime history you can encounter when sailing to the Scilly Isles. Take part in water activities. And above all, relax. There’s just so much to consider and appreciate on our sailing holidays to the Isles of Scilly… speak to us today!
5.0 based on 496 Happy Customers on Tripadvisor
RYA-certified sailing courses
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More Info on the Isles of Scilly Sailing
Low crew to instructor ratios: Our low crew to instructor ratios mean that each crew member receives ample guidance and support during their sailing experience.
All meals included on-board: Enjoy hassle-free trips with all meals provided on-board. From hearty breakfasts to satisfying dinners. Crew can focus on the experience without worrying about extra expenses.
Wet weather gear included: Be prepared for any conditions with the use of our wet weather gear. Whether it’s rain or wind, stay comfortable and protected during your outdoor activities with quality gear provided at no additional cost.
Friendly experienced instructors: Learn from the best with our team of friendly and experienced instructors. With a wealth of knowledge and a passion for teaching, our instructors are dedicated to creating a supportive and enjoyable learning environment for crew of all skill levels.
Key Trip Details
Here’s a breakdown of the most important information about the Isles of Scilly Sailing:
Required Experience
- This suits anyone from Competent Crew and above.
Course Duration
- 8 and sometimes 10 day trips from Falmouth and back
Experience Gained
- A wonderful sail
- Cruise a stunning and completely overlooked archipelago .
Why this trip?
- This is a brilliant sailing holiday to unwind, unplug and take in the beautiful scenery.
Get Started In 3 Easy Steps
We make going on the Isles of Scilly Sailing trip easy
Select A Date
Choose the dates we have available that suit you best
Join the boat in Falmouth
Escape from the hustle and bustle and take in the beautiful scenery of the Isles of Scilly
Return back to Falmouth
Refreshed and relaxed from a Isles of Scilly break.
Isles of Scilly Sailing -
Complete Breakdown
A sailing holiday from Cornwall to the Scilly Isles
When you book one of our sailing holidays to the Isles of Scilly, you will start in the beautiful Cornish town of Falmouth, steeped in maritime history, then cast off to make the passage sailing over to the Isles of Scilly. Stopping off for a night on the way or on the return in the peaceful Helford River (Frenchman’s Creek – Daphne De Maurier) is a must.
Sailing to the Scilly Isles from Cornwall is about 55nm, so you will have a good day's sailing from Falmouth to your holiday destination.
Only 5 inhabited islands in the Isles of Scilly
Your Isles of Scilly sailing holiday isn’t just about being on the water. Once there you can also explore on foot. There are beautiful coastal walks to be had; afternoon tea spots, pubs, and restaurants to be sampled; beaches to be combed, unspoilt anchorages to relax in; the famous Tresco Abbey subtropical gardens to meander around; and lots more.
Taking a sailing holiday to the Isles of Scilly means you get to see some of the UK's rarest wildlife, including Atlantic grey seals, Manx shearwaters, and basking sharks. You will more than likely see dolphins and porpoises at some point on your Scilly Isles sailing holiday. Birdwatching is also very popular on the Isles of Scilly, especially during the migration seasons when numerous species stopover or pass through the islands. Rare and migratory birds can often be spotted, making it a prime destination for birdwatchers.
The five inhabited islands: Bryher, St Agnes, Tresco, St Martin's and Hugh Town on Saint Mary's all have a welcoming and relaxed air to them. Sail to the Isles of Scilly from Falmouth with First Class Sailing, and you will experience a mild climate with diverse habitats, which make them a haven for various species of birds, marine life, and plants.
What's included
Food is included apart from 2 or 3 meals as we think you might like to sample the local fare ashore.
You should aim to join the boat in Falmouth at 7pm on the evening before the voyage starts. You can expect to be leaving the boat at midday on the last day.
As with all sailing holidays to the Isles of Scilly, there is a risk that the weather will mean the intended destination has to be changed. In the unlikely event that we can't get to the Isles of Scilly for your sailing holiday there is some wonderful cruising to be had along the Cornish and Devonshire coastline.
What Sailors Say About Us
5.0 based on 577 Happy Customers On Tripadvisor 
5.0 based on 337 Happy Customers On Google ReviewsNature Abounds
The Isles of Scilly are extraordinarily beautiful. Nature abounds. I have been a few time and seen whales, spoon bills, a hoopoe, seal, puffins. Some days we spent sailing between islands, other days we walked around an island. One of the UK's best kept secrets.
James H
Verified Customer
Holiday time is valuable
I am too old to eat crap food whilst on a course. first class sailing is a class apart. great food, mature and knowledgeable instructors and new boats. Just done coastal skipper and done 9 or so charter since i did my day skipper with them 10 years ago. can't recommend them enough - the also realise that your holiday time is valuable and make the very best of it.
Michael T
Verified Customer
A good mix
Our visit to the Isles of Scilly was nothing short of magical. We had perfect conditions and the instructor really struck a great balance between sailing and exploring ashore. Crystal-clear waters, pristine beaches, and lush landscapes, hidden coves and quaint villages that seemed untouched by time.
Gemma H
Verified Customer
Not Sure Where to Start?
Use our guides to determine your level and find suitable courses.
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Ready to go on an Isles of Scilly Sailing
Get some great experience on this amazing trip
- Ultimate sailing getaway trip
- See some of the UK’s rarest wildlife
- Explore the islands with beach walks, tea spots and pretty pubs
The Scillies are quite beautiful and what a way to visit them - by boat. Our skipper looked after us amazingly well and we had the right balance of sailing and exploring ashore.
Jane T
Verified Customer
Ready to go on an Isles of Scilly Sailing
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