This month-long sailing expedition follows Scotland’s famous North Coast 500, reworked as a hands-on voyage by sea and recently featured in a full double-page spread in Yachting Monthly. Leg 1 and Leg 3 of the 2026 expedition are now fully booked, with just one cabin remaining on Leg 2, while dates for 2027 are already available to book. Sail one section or join the full journey and experience Scotland’s coastline, islands, and canals from the deck of a purpose-built expedition yacht.
Starting in Oban, home to the renowned whisky distillery, this adventure takes you through Scotland’s rugged beauty in three distinct 10-day legs. Sail to the Hebrides, explore the Orkney Isles, and return to Oban via the iconic Caledonian Canal. Each leg is tailored to the weather, crew preferences, and the expertise of our world-class skipper, Jim Dobie, an RYA Yachtmaster Examiner with unparalleled experience.
Perfect for adventurers of all levels, this trip welcomes beginners and seasoned sailors alike. For those looking to develop their skills, our skipper will provide tailored learning opportunities throughout the journey.
Big Blue is a Beneteau Oceanis 523, designed for long voyages in comfort.
It features:
Each leg lasts 10 days, with a few days between for crew changeovers. Guests joining the full expedition stay aboard Big Blue throughout, keeping their same berth for the entire month.
Reserve your place now for this unique sailing journey through Scotland’s most stunning landscapes. Whether you join for a single leg or the full expedition, this North Coast 500 Sailing Adventure promises an unforgettable experience on the water.
Secure your spot today!
We design the trips for a wide range of experience which that means that even if you’ve not sailed, our experienced Skippers will ensure you have a fantastic time.
The longer legs will suit “mile builders” who already have some sailing qualifications, and we can spend time supporting you with everything from helming to sail trimming or passage planning as you wish!
Before you join, we’ll ask you about your previous sailing experience and what you want to get out of the trip. That way, we’ll tailor the tour to your specific needs.
We’ll share with you a kit-list which will be adapted to the trip you’re taking
All bed linen is provided as well as safety equipment. You will need some decent deck shoes (or sailing boots), otherwise it’s layers of clothing adapted to the conditions you’re likely to encounter
Bring a camera – if you want to bring a drone, let us know beforehand and bear in mind drones tend not to be waterproof and are carried / used at your own risk!
We want everyone to get the most out of their time on board – so we’ll work around your wants.
However, our trips are designed for you to take an active role – that means, for example, we’ll take turns in cooking (all the menus are planned already and step by step instructions given, so you don’t need to be a masterchef!)
You can get tips and instruction on all aspects of sailing from our Skippers and get as involved as you want, grinding, trimming, helming and learning – on the other hand, there’s also plenty of time to relax and just take in the beautiful Ocean scenery. It’s your trip!
Amazing Experience! The Wavysail trip from Cape Town to St Helena was an amazing experience. Sailing day and night for 2,000 nautical miles was challenging but great fun. Wavy, the skipper was so experienced and I learned a lot about helming and general seamanship. And we all had a lot…
We partner with Rewilding Britain to help protect our natural spaces for future adventures.
All centres are vetted for safety and quality. Your adventure is in good hands with adventuro.
Operated by Wavysail, a partner of adventuro.
Nuuk, Greenland
From £750
